DOCSLIB.ORG

Investigation of Nitro-Organic Compounds in Diesel Engine Exhaust: DE-AC36-08-GO28308 Final Report, February 2007–April 2008 5B

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
Investigation of Nitro-Organic Compounds in Diesel Engine Exhaust: DE-AC36-08-GO28308 Final Report, February 2007–April 2008 5B Subcontract Report Investigation of Nitro-Organic NREL/SR-540-45597 Compounds in Diesel Engine June 2010 Exhaust Final Report February 2007 – April 2008 John Dane and Kent J. Voorhees Colorado School of Mines Department of Chemistry and Geochemistry Golden, Colorado Subcontract Report Investigation of Nitro-Organic NREL/SR-540-45597 Compounds in Diesel Engine June 2010 Exhaust Final Report February 2007 – April 2008 John Dane and Kent J. Voorhees Colorado School of Mines Department of Chemistry and Geochemistry Golden, Colorado NREL Technical Monitor: Matthew Ratcliff Prepared under Subcontract No. NEV-7-77395-01 National Renewable Energy Laboratory 1617 Cole Boulevard, Golden, Colorado 80401-3393 303-275-3000 • www.nrel.gov NREL is a national laboratory of the U.S. Department of Energy Office of Energy Efficiency and Renewable Energy Operated by the Alliance for Sustainable Energy, LLC Contract No. DE-AC36-08-GO28308 NOTICE This report was prepared as an account of work sponsored by an agency of the United States government. Neither the United States government nor any agency thereof, nor any of their employees, makes any warranty, express or implied, or assumes any legal liability or responsibility for the accuracy, completeness, or usefulness of any information, apparatus, product, or process disclosed, or represents that its use would not infringe privately owned rights. Reference herein to any specific commercial product, process, or service by trade name, trademark, manufacturer, or otherwise does not necessarily constitute or imply its endorsement, recommendation, or favoring by the United States government or any agency thereof. The views and opinions of authors expressed herein do not necessarily state or reflect those of the United States government or any agency thereof. Available electronically at http://www.osti.gov/bridge Available for a processing fee to U.S. Department of Energy and its contractors, in paper, from: U.S. Department of Energy Office of Scientific and Technical Information P.O. Box 62 Oak Ridge, TN 37831-0062 phone: 865.576.8401 fax: 865.576.5728 email: mailto:[email protected] Available for sale to the public, in paper, from: U.S. Department of Commerce National Technical Information Service 5285 Port Royal Road Springfield, VA 22161 phone: 800.553.6847 fax: 703.605.6900 email: [email protected] online ordering: http://www.ntis.gov/ordering.htm This publication received minimal editorial review at NREL Printed on paper containing at least 50% wastepaper, including 20% postconsumer waste Acknowledgment Work described in this report is supported by the U.S. Department of Energy (DOE) Vehicle Technologies Program under the Nonpetroleum-Based Fuels task. This task is managed by Kevin Stork at DOE and by Robert McCormick at the National Renewable Energy Laboratory. i Executive Summary Diesel particle filters (DPF) dramatically reduce the level of particulate matter (PM) emitted by diesel engines. There has not, however, been much research to verify that unregulated organic pollutants associated with diesel PM are also reduced by the use of DPFs. The U.S. Department of Energy’s National Renewable Energy Laboratory recently upgraded its ReFUEL engine and vehicle testing facility’s capabilities to speciate unregulated gas-phase emissions. To complement this capability, the laboratory contracted with the Colorado School of Mines to study the effects of soy biodiesel fuel and a DPF on emissions of polycyclic aromatic hydrocarbons (PAH) and nitro-polycyclic aromatic hydrocarbons (NPAH). These are related types of harmful but unregulated emissions associated with PM from diesel engines. In this study, the Colorado School of Mines developed procedures to sample diesel PM emissions from raw and diluted exhaust, with and without a DPF. They also developed improved procedures for extracting PAH and NPAH from the PM and quantifying those compounds with a gas chromatograph-electron monochromator mass spectrometer. While the study found the DPF generally reduced PAH emissions by 1 to 3 orders of magnitude, PAH conversion was lowest in the case of B100, suggesting that PAHs were actually being formed in the DPF. This finding warrants further investigation. Orders of magnitude reductions were also generally found for NPAH emissions exiting the DPF. However, the conversion of 1-nitropyrene through the DPF was less than 50% for all fuels. Because 1-nitropyrene has been shown to be mutagenic and carcinogenic, and because the DPF may concentrate condensable organics on a larger number of smaller particles, this could be a very significant concern. Differences in NPAHs between raw and dilution-tunnel PM samples suggest that chemical reactions continue through the raw exhaust system or occur during dilution. The apparent net effect is to reduce the diversity of NPAH compounds and in particular increase the amount of 1-nitropyrene. ii Acronyms and Abbreviations AVL powertrain engineering and test equipment manufacturer B100 100% biodiesel diesel fuel B20 20% biodiesel diesel fuel Cert certification diesel fuel CSM Colorado School of Mines DCM dichloromethane DNPH dinitrophenyl hydrazine DOC diesel oxidation catalyst DPF diesel particle filter DPF-out exhaust down-stream of installed DPF ECD electron capture detectors EI electron ionization EI− negative ion electron ionization EI+ positive ion electron ionization EM electron monochromator EM-MS electron monochromator mass spectrometry Engine-out exhaust without DPF installed EPA Environmental Protection Agency FAME fatty acid methyl ester GC gas chromatography GC/EM-MS GC-MS instrument including trochoidal EM GC-MS gas chromatograph-mass spectrometry HPLC high-pressure liquid chromatography JEOL EM-MS instrument manufacturer MFC mass flow controller NCI negative-ion chemical ionization NIST National Institute of Science and Technology NPAH nitro-polycyclic aromatic hydrocarbons NREL National Renewable Energy Laboratory PAH polycyclic aromatic hydrocarbons PM particulate matter PTFE polytetrafluoroethylene ReFUEL NREL’s Renewable Fuels and Lubricants Laboratory Rel Int relative intensity SIM selected ion monitoring SPE solid-phase extraction TIC total ion current URG Name of PM filter-holder vendor iii Table of Contents EXECUTIVE SUMMARY ................................................................................................ ii 1. INTRODUCTION .......................................................................................................... 1 2. GC/ELECTRON MONOCHROMATOR-MASS SPECTROMETRY ......................... 3 2.1 Background ............................................................................................................... 3 2.2 Instrumentation ......................................................................................................... 4 3. METHOD DEVELOPMENT ......................................................................................... 5 3.1 Filter Experiments ..................................................................................................... 5 3.2 PM Filter Conditioning and Weighing ..................................................................... 6 3.3 Solvent Purities ......................................................................................................... 9 3.4 PAH and NPAH Standard Studies ............................................................................ 9 3.5 Detection of Ethyl Nitrite ........................................................................................ 14 3.6 Solvent Extraction Studies ...................................................................................... 15 3.7 Solid-Phase Extraction Studies ............................................................................... 17 3.8 Evaporation Procedure ............................................................................................ 19 3.9 Complete Engine-out Sample Preparation Procedure ............................................. 20 3.10 Complete DPF-out Sample Preparation Procedure ............................................... 21 3.11 Engine Testing Procedure ..................................................................................... 21 3.12 Raw Exhaust Sampling ......................................................................................... 22 3.13 Dilute Exhaust Sampling ...................................................................................... 23 4. RESULTS AND DISCUSSIONS ................................................................................. 24 4.1 Raw Exhaust Gravimetric Data .............................................................................. 24 4.2 Results for Engine-out Raw Exhaust ...................................................................... 25 4.3 Results for DPF-out Raw Exhaust .......................................................................... 31 4.4 Dilute Exhaust Gravimetric Analysis ..................................................................... 34 4.5 Results for Engine-out Dilute Exhaust ................................................................... 35 4.6 Results for DPF-out Dilute Exhaust ....................................................................... 41 5. CONCLUSIONS AND FUTURE RESEARCH .......................................................... 46 6. REFERENCES ............................................................................................................. 48 iv 1. Introduction The National Renewable Energy Laboratory (NREL)
Load more

Recommended publications
  • Nitrobenzene
    This report contains the collective views of an international group of experts and does not necessarily represent the decisions or the stated policy of the United Nations Environment Programme, the International Labour Organization or the World Health Organization. Environmental Health Criteria 230 NITROBENZENE First draft prepared by L. Davies, Office of Chemical Safety, Therapeutic Goods Administration, Australian Department of Health and Ageing, Canberra, Australia Plese note that the pagination and layout of this web verson are not identical to those of the (to be) printed document Published under the joint sponsorship of the United Nations Environment Programme, the International Labour Organization and the World Health Organization, and produced within the framework of the Inter-Organization Programme for the Sound Management of Chemicals. World Health Organization Geneva, 2003 The International Programme on Chemical Safety (IPCS), established in 1980, is a joint venture of the United Nations Environment Programme (UNEP), the International Labour Organization (ILO) and the World Health Organization (WHO). The overall objectives of the IPCS are to establish the scientific basis for assessment of the risk to human health and the environment from exposure to chemicals, through international peer review processes, as a prerequisite for the promotion of chemical safety, and to provide technical assistance in strengthening national capacities for the sound management of chemicals. The Inter-Organization Programme for the Sound Management of Chemicals (IOMC) was established in 1995 by UNEP, ILO, the Food and Agriculture Organization of the United Nations, WHO, the United Nations Industrial Development Organization, the United Nations Institute for Training and Research and the Organisation for Economic Co-operation and Development (Participating Organizations), following recommendations made by the 1992 UN Conference on Environment and Development to strengthen cooperation and increase coordination in the field of chemical safety.
    [Show full text]
  • Reactions of Benzene & Its Derivatives
    Organic Lecture Series ReactionsReactions ofof BenzeneBenzene && ItsIts DerivativesDerivatives Chapter 22 1 Organic Lecture Series Reactions of Benzene The most characteristic reaction of aromatic compounds is substitution at a ring carbon: Halogenation: FeCl3 H + Cl2 Cl + HCl Chlorobenzene Nitration: H2 SO4 HNO+ HNO3 2 + H2 O Nitrobenzene 2 Organic Lecture Series Reactions of Benzene Sulfonation: H 2 SO4 HSO+ SO3 3 H Benzenesulfonic acid Alkylation: AlX3 H + RX R + HX An alkylbenzene Acylation: O O AlX H + RCX 3 CR + HX An acylbenzene 3 Organic Lecture Series Carbon-Carbon Bond Formations: R RCl AlCl3 Arenes Alkylbenzenes 4 Organic Lecture Series Electrophilic Aromatic Substitution • Electrophilic aromatic substitution: a reaction in which a hydrogen atom of an aromatic ring is replaced by an electrophile H E + + + E + H • In this section: – several common types of electrophiles – how each is generated – the mechanism by which each replaces hydrogen 5 Organic Lecture Series EAS: General Mechanism • A general mechanism slow, rate + determining H Step 1: H + E+ E El e ctro - Resonance-stabilized phile cation intermediate + H fast Step 2: E + H+ E • Key question: What is the electrophile and how is it generated? 6 Organic Lecture Series + + 7 Organic Lecture Series Chlorination Step 1: formation of a chloronium ion Cl Cl + + - - Cl Cl+ Fe Cl Cl Cl Fe Cl Cl Fe Cl4 Cl Cl Chlorine Ferric chloride A molecular complex An ion pair (a Lewis (a Lewis with a positive charge containing a base) acid) on ch lorine ch loronium ion Step 2: attack of
    [Show full text]
  • Synthesis of 2, 4-Dinitrophenoxyacetic Acid, Pyridylglycine and 2- Methoxy-5-Nitrophenylglycine As Intermediates for Indigo Dyes
    IOSR Journal of Applied Chemistry (IOSR-JAC) e-ISSN: 2278-5736.Volume 9, Issue 2 Ver. II (Feb. 2016), PP 01-05 www.iosrjournals.org Synthesis of 2, 4-Dinitrophenoxyacetic Acid, Pyridylglycine and 2- Methoxy-5-Nitrophenylglycine as Intermediates for Indigo Dyes Nwokonkwo, D.C1, Nwokonkwo, H.C2, Okpara, N. E3 ,2,3 1Faculty of Science Industrial Chemistry Department Ebonyi State University Abakaliki, Nigeria Abstract : The preparation of indigo dye intermediates was carried out using 2, 4-dinitrophenol, 2- aminopyridine and 2-methoxy-5-nitroaniline as starting materials or reactants in the search for new indigo dye intermediates. Approximately 0.5 mole of 2, 4-dinitrophenol, 0.42 mole of 2- aminopyridine and 0.2 mole of 2- methoxy-5-nitroaniline, were treated separately with appropriate quantity of chloroacetic acid and sodium hydroxide pellets using nitrobenzene a high boiling liquid as solvent. The products that resulted: 2, 4- dinitrophenoxyacetic acid, pyridylglycine and 2-methoxy-5-nitrophenylglycine were purified using solvent extraction, activated carbon and column chromatography to reveal different amorphous powders in each case. Their structures were established by spectral analysis: ultraviolet spectroscopy (UV), infrared spectroscopy (IR), mass spectrometry (MS), proton nuclear magnetic resonance spectroscopy (1H-NMR) and carbon- 13 magnetic resonance spectroscopy (13C-NMR). Keywords: Analysis, Dye, Extraction, Intermediates, Precursors, Solvent I. Introduction The sources of organic raw materials for the synthetic dyes are mainly coal tar distillate from petroleum industry. These primary raw materials are benzene, toluene, o-, m- and p- xylenes naphthalenes anthracene etc [1]. A great variety of inorganic chemicals are also used as well. In some cases, laboratory preparation of the required compound may act as the sources of the raw material.
    [Show full text]
  • Reactions of Aromatic Compounds Just Like an Alkene, Benzene Has Clouds of  Electrons Above and Below Its Sigma Bond Framework
    Reactions of Aromatic Compounds Just like an alkene, benzene has clouds of electrons above and below its sigma bond framework. Although the electrons are in a stable aromatic system, they are still available for reaction with strong electrophiles. This generates a carbocation which is resonance stabilized (but not aromatic). This cation is called a sigma complex because the electrophile is joined to the benzene ring through a new sigma bond. The sigma complex (also called an arenium ion) is not aromatic since it contains an sp3 carbon (which disrupts the required loop of p orbitals). Ch17 Reactions of Aromatic Compounds (landscape).docx Page1 The loss of aromaticity required to form the sigma complex explains the highly endothermic nature of the first step. (That is why we require strong electrophiles for reaction). The sigma complex wishes to regain its aromaticity, and it may do so by either a reversal of the first step (i.e. regenerate the starting material) or by loss of the proton on the sp3 carbon (leading to a substitution product). When a reaction proceeds this way, it is electrophilic aromatic substitution. There are a wide variety of electrophiles that can be introduced into a benzene ring in this way, and so electrophilic aromatic substitution is a very important method for the synthesis of substituted aromatic compounds. Ch17 Reactions of Aromatic Compounds (landscape).docx Page2 Bromination of Benzene Bromination follows the same general mechanism for the electrophilic aromatic substitution (EAS). Bromine itself is not electrophilic enough to react with benzene. But the addition of a strong Lewis acid (electron pair acceptor), such as FeBr3, catalyses the reaction, and leads to the substitution product.
    [Show full text]
  • 1-Bromo-2-Nitrobenzene Standard
    Page 1/9 Safety Data Sheet acc. to OSHA HCS Printing date 03/30/2019 Version Number 2 Reviewed on 03/30/2019 * 1 Identification · Product identifier · Trade name: 1-Bromo-2-nitrobenzene Standard (1X1 mL) · Part number: PPS-350-1 · Application of the substance / the mixture Reagents and Standards for Analytical Chemical Laboratory Use · Details of the supplier of the safety data sheet · Manufacturer/Supplier: Agilent Technologies, Inc. 5301 Stevens Creek Blvd. Santa Clara, CA 95051 USA · Information department: Telephone: 800-227-9770 e-mail: [email protected] · Emergency telephone number: CHEMTREC®: 1-800-424-9300 2 Hazard(s) identification · Classification of the substance or mixture GHS02 Flame Flam. Liq. 2 H225 Highly flammable liquid and vapor. GHS07 Eye Irrit. 2A H319 Causes serious eye irritation. STOT SE 3 H336 May cause drowsiness or dizziness. · Label elements · GHS label elements The product is classified and labeled according to the Globally Harmonized System (GHS). · Hazard pictograms GHS02 GHS07 · Signal word Danger · Hazard-determining components of labeling: acetone · Hazard statements Highly flammable liquid and vapor. Causes serious eye irritation. May cause drowsiness or dizziness. · Precautionary statements Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/equipment. Use only non-sparking tools. (Contd. on page 2) US 48.1.26 Page 2/9 Safety Data Sheet acc. to OSHA HCS Printing date 03/30/2019 Version Number 2 Reviewed on 03/30/2019 Trade name: 1-Bromo-2-nitrobenzene Standard (1X1 mL) (Contd. of page 1) Take precautionary measures against static discharge.
    [Show full text]
  • Chapter 16 the Chemistry of Benzene and Its Derivatives
    Instructor Supplemental Solutions to Problems © 2010 Roberts and Company Publishers Chapter 16 The Chemistry of Benzene and Its Derivatives Solutions to In-Text Problems 16.1 (b) o-Diethylbenzene or 1,2-diethylbenzene (d) 2,4-Dichlorophenol (f) Benzylbenzene or (phenylmethyl)benzene (also commonly called diphenylmethane) 16.2 (b) (d) (f) (h) 16.3 Add about 25 °C per carbon relative to toluene (110.6 C; see text p. 743): (b) propylbenzene: 161 °C (actual: 159 °C) 16.4 The aromatic compound has NMR absorptions with greater chemical shift in each case because of the ring current (Fig. 16.2, text p. 745). (b) The chemical shift of the benzene protons is at considerably greater chemical shift because benzene is aromatic and 1,4-cyclohexadiene is not. 16.6 (b) Among other features, the NMR spectrum of 1-bromo-4-ethylbenzene has a typical ethyl quartet and a typical para-substitution pattern for the ring protons, as shown in Fig. 16.3, text p. 747, whereas the spectrum of (2- bromoethyl)benzene should show a pair of triplets for the methylene protons and a complex pattern for the ring protons. If this isn’t enough to distinguish the two compounds, the integral of the ring protons relative to the integral of the remaining protons is different in the two compounds. 16.7 (b) The IR spectrum indicates the presence of an OH group, and the chemical shift of the broad NMR resonance (d 6.0) suggests that this could be a phenol. The splitting patterns of the d 1.17 and d 2.58 resonances show that the compound also contains an ethyl group, and the splitting pattern of the ring protons shows that the compound is a para-disubstituted benzene derivative.
    [Show full text]
  • Provisional Peer Reviewed Toxicity Values for 4-Amino-2,6-Dinitrotoluene
    EPA/690/R-20/002F | June 2020 | FINAL Provisional Peer-Reviewed Toxicity Values for 4-Amino-2,6-dinitrotoluene (CASRN 19406-51-0) U.S. EPA Office of Research and Development Center for Public Health and Environmental Assessment EPA/690/R-20/002F June 2020 https://www.epa.gov/pprtv Provisional Peer-Reviewed Toxicity Values for 4-Amino-2,6-dinitrotoluene (CASRN 19406-51-0) Center for Public Health and Environmental Assessment Office of Research and Development U.S. Environmental Protection Agency Cincinnati, OH 45268 ii 4-Amino-2,6-dinitrotoluene AUTHORS, CONTRIBUTORS, AND REVIEWERS CHEMICAL MANAGER Daniel D. Petersen, MS, PhD, DABT, ATS, ERT Center for Public Health and Environmental Assessment, Cincinnati, OH DRAFT DOCUMENT PREPARED BY SRC, Inc. 7502 Round Pond Road North Syracuse, NY 13212 PRIMARY INTERNAL REVIEWERS Jeffry L. Dean II, PhD Center for Public Health and Environmental Assessment, Cincinnati, OH Michelle M. Angrish, PhD Center for Public Health and Environmental Assessment, Research Triangle Park, NC This document was externally peer reviewed under contract to Eastern Research Group, Inc. 110 Hartwell Avenue Lexington, MA 02421-3136 Questions regarding the content of this PPRTV assessment should be directed to the U.S. EPA Office of Research and Development’s Center for Public Health and Environmental Assessment. iii 4-Amino-2,6-dinitrotoluene TABLE OF CONTENTS COMMONLY USED ABBREVIATIONS AND ACRONYMS ................................................... v BACKGROUND ...........................................................................................................................
    [Show full text]
  • Nitrobenzene D5 Article Number: 9914 Date of Compilation: 26.08.2016 Version: 1.0 En SECTION 1: Identification of the Substance/Mixture and of the Company/Undertaking
    safety data sheet according to Regulation (EC) No. 1907/2006 (REACH), amended by 2015/830/EU Nitrobenzene D5 article number: 9914 date of compilation: 26.08.2016 Version: 1.0 en SECTION 1: Identification of the substance/mixture and of the company/undertaking 1.1 Product identifier Identification of the substance Nitrobenzene D5 Article number 9914 Registration number (REACH) This information is not available. EC number 224-014-3 CAS number 4165-60-0 1.2 Relevant identified uses of the substance or mixture and uses advised against Identified uses: laboratory chemical 1.3 Details of the supplier of the safety data sheet Carl Roth GmbH + Co KG Schoemperlenstr. 3-5 D-76185 Karlsruhe Germany Telephone: +49 (0) 721 - 56 06 0 Telefax: +49 (0) 721 - 56 06 149 e-mail: [email protected] Website: www.carlroth.de Competent person responsible for the safety data : Department Health, Safety and Environment sheet e-mail (competent person) : [email protected] 1.4 Emergency telephone number Emergency information service Poison Centre Munich: +49/(0)89 19240 SECTION 2: Hazards identification 2.1 Classification of the substance or mixture Classification according to Regulation (EC) No 1272/2008 (CLP) Classification acc. to GHS Section Hazard class Hazard class and cat- Hazard egory state- ment 3.1O acute toxicity (oral) (Acute Tox. 3) H301 3.1D acute toxicity (dermal) (Acute Tox. 3) H311 3.1I acute toxicity (inhal.) (Acute Tox. 3) H331 3.6 carcinogenicity (Carc. 2) H351 3.7 reproductive toxicity (Repr. 1B) H360F 3.9 specific target organ toxicity - repeated exposure (STOT RE 1) H372 4.1C hazardous to the aquatic environment - chronic hazard (Aquatic Chronic 3) H412 Malta (en) Page 1 / 13 safety data sheet according to Regulation (EC) No.
    [Show full text]
  • The Kinetics of Aromatic Nitration
    Proceedings of the World Congress on Engineering and Computer Science 2010 Vol II WCECS 2010, October 20-22, 2010, San Francisco, USA The Kinetics of Aromatic Nitration Ameya P. Diwan, Sanjay M. Mahajani, and Vinay A. Juvekar* Our hypothesis is that nitrobenzene forms microemulsion Abstract—Nitration reactions are generally conducted above a critical concentration of sulfuric acid (> ca 80% using mixed acid. These are extremely exothermic, and w/w) and the critical loading of nitrobenzene. Nitrobenzene tend to run away. Our study show that the reaction is is a polar molecule and in the presence of concentrated more complex than it is generally believed. We have sulfuric acid, its polarity may get enhance due to the provided some preliminary evidence to show that association of the nitro-group with hydrogen ions. It is nitrobenzene, above a critical concentration of sulfuric therefore likely that beyond a critical concentration of the acid exists forms microemulsion at ambient acid, nitrobenzene tends to aggregate with nitro-group temperatures. This hypothesis is consent with anomalous exposed to sulfuric acid and aromatic groups shield from the solubility of nitro-aromatics in concentrated sulfuric acid. The important evidence for this hypothesis is the sudden acid. There is also formation of Winsor III-phases. In this increase in the solubility nitrobenzene in sulfuric acid beyond work we have studied kinetics of nitration of 80% w/w concentration. We also show below the existence nitrobenzene (NB) (below solubility limits) in of Winsor three phases in nitrobenzene-sulfuric acid-water concentrated sulfuric acid ( > 82% w/w) and found that system.
    [Show full text]
  • Section 2. Hazards Identification OSHA/HCS Status : This Material Is Considered Hazardous by the OSHA Hazard Communication Standard (29 CFR 1910.1200)
    SAFETY DATA SHEET Nonflammable Gas Mixture: Aniline / Benzene / Nitrobenzene / Nitrogen Section 1. Identification GHS product identifier : Nonflammable Gas Mixture: Aniline / Benzene / Nitrobenzene / Nitrogen Other means of : Not available. identification Product use : Synthetic/Analytical chemistry. SDS # : 018300 Supplier's details : Airgas USA, LLC and its affiliates 259 North Radnor-Chester Road Suite 100 Radnor, PA 19087-5283 1-610-687-5253 24-hour telephone : 1-866-734-3438 Section 2. Hazards identification OSHA/HCS status : This material is considered hazardous by the OSHA Hazard Communication Standard (29 CFR 1910.1200). Classification of the : GASES UNDER PRESSURE - Compressed gas substance or mixture GHS label elements Hazard pictograms : Signal word : Warning Hazard statements : Contains gas under pressure; may explode if heated. May displace oxygen and cause rapid suffocation. Precautionary statements General : Read and follow all Safety Data Sheets (SDS’S) before use. Read label before use. Keep out of reach of children. If medical advice is needed, have product container or label at hand. Close valve after each use and when empty. Use equipment rated for cylinder pressure. Do not open valve until connected to equipment prepared for use. Use a back flow preventative device in the piping. Use only equipment of compatible materials of construction. Prevention : Not applicable. Response : Not applicable. Storage : Protect from sunlight when ambient temperature exceeds 52°C/125°F. Store in a well- ventilated place. Disposal : Not applicable. Hazards not otherwise : In addition to any other important health or physical hazards, this product may displace classified oxygen and cause rapid suffocation. Section 3. Composition/information on ingredients Substance/mixture : Mixture Other means of : Not available.
    [Show full text]
  • Chapter 17 Aromatic Reactions
    Chapter 17 Reactions of Aromatic Compounds Electrophilic Aromatic Substitution Electrophile substitutes for a hydrogen on the benzene ring. Chapter 17: Aromatics 2-Reactions Slide 17-2 1 Mechanism Step 1: Attack on the electrophile forms the sigma complex. Step 2: Loss of a proton gives the substitution product. => Chapter 17: Aromatics 2-Reactions Slide 17-3 Bromination of Benzene • Requires a stronger electrophile than Br2. • Use a strong Lewis acid catalyst, FeBr3. Br Br + - FeBr3 Br Br FeBr3 H H H H H H + - Br _ Br Br FeBr3 + + FeBr4 H H H H H H Br + HBr => Chapter 17: Aromatics 2-Reactions Slide 17-4 2 Comparison with Alkenes • Cyclohexene adds Br2, ΔH = -121 kJ • Addition to benzene is endothermic, not normally seen. • Substitution of Br for H retains aromaticity, ΔH = -45 kJ. • Formation of sigma complex is rate-limiting. => Chapter 17: Aromatics 2-Reactions Slide 17-5 Energy Diagram for Bromination => Chapter 17: Aromatics 2-Reactions Slide 17-6 3 Chlorination and Iodination • Chlorination is similar to bromination. Use AlCl3 as the Lewis acid catalyst. • Iodination requires an acidic oxidizing agent, like nitric acid, which oxidizes the iodine to an iodonium ion. + + H + HNO3 + 1/2 I2 I + NO2 + H2O => Chapter 17: Aromatics 2-Reactions Slide 17-7 Nitration of Benzene Use sulfuric acid with nitric acid to form the nitronium ion electrophile. + NO2 then forms a sigma complex with benzene, loses H+ to form nitrobenzene. Chapter 17: Aromatics 2-Reactions Slide 17-8 4 Sulfonation Sulfur trioxide, SO3, in fuming sulfuric acid is the electrophile. _ O O O O S S + S + S + _ _ O O O O O O O O Chapter 17: Aromatics 2-Reactions Slide 17-9 Desulfonation • All steps are reversible, so sulfonic acid group can be removed by heating in dilute sulfuric acid.
    [Show full text]
  • Nitrobenzene Cas # 98-95-3
    NITROBENZENE CAS # 98-95-3 Agency for Toxic Substances and Disease Registry ToxFAQs July 1999 This fact sheet answers the most frequently asked health questions (FAQs) about nitrobenzene. For more information, call the ATSDR Information Center at 1-888-422-8737. This fact sheet is one in a series of summaries about hazardous substances and their health effects. It’s important you understand this information because this substance may harm you. The effects of exposure to any hazardous substance depend on the dose, the duration, how you are exposed, personal traits and habits, and whether other chemicals are present. HIGHLIGHTS: Nitrobenzene is used mainly as an intermediate to produce another chemical. Repeated exposures to high levels result in a blood disorder in people. This chemical has been found in at least 7 of the 1,177 National Priorities List sites identified by the Environmental Protection Agency (EPA). What is nitrobenzene? How might I be exposed to nitrobenzene? (Pronounced n¥Àtr∑-b±n z≤n) o Breathing air containing it. Nitrobenzene is an industrial chemical. It is an oily yel­ o Living near a factory where it is used. low liquid with an almond-like odor. It dissolves only slightly o Working in a factory that produces nitrobenzene. in water and will evaporate to air. o Living near a hazardous waste site where it has been dis­ posed of. It is produced in large quantities for use in industry. Most of the nitrobenzene produced in the United States is used to o Working as a chemist or in other occupations where ni­ trobenzene is used.
    [Show full text]