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Abraham Model Correlations for Triethylene Glycol Solvent Derived from Infinite Dilution
Abraham Model Correlations for Triethylene Glycol Solvent Derived from Infinite Dilution Activity Coefficient, Partition Coefficient and Solubility Data Measured at 298.15 K Igor A. Sedova, Timur I. Magsumova, Erin Hartb, Ashley M. Ramirezb, Sarah Cheeranb, Maribel Barrerab, Melissa Y. Hortonb, Anisha Wadawadigib, Olivia Zhab, Xin Y. Tongb, William E. Acree, Jr.b and Michael H. Abrahamc a Department of Chemistry, Kazan Federal University, Kremlevskaya 18, Kazan 420008, Russia b Department of Chemistry, University of North Texas, 1155 Union Circle Drive #305070, Denton, TX 76203 (USA) c Department of Chemistry, University College London, 20 Gordon Street, London WC1H OAJ (UK) Abstract A gas chromatographic headspace analysis method was used to experimentally determine gas-to- liquid partition coefficients and infinite dilution activity coefficients for 29 liquid organic solutes dissolved in triethylene glycol at 298.15 K. Solubilities were also determined at 298.15 K for 23 crystalline nonelectrolyte organic compounds in triethylene glycol based on spectroscopic absorbance measurements. The experimental results of the headspace chromatographic and spectroscopic solubility measurements were converted to gas-to-triethylene glycol and water-to- triethylene glycol partition coefficients, and molar solubility ratios using standard thermodynamic relationships. Expressions were derived for solute transfer into triethylene glycol by combining our measured experimental values with published literature data. Mathematical correlations based on the Abraham model describe the observed partition coefficient and solubility data to within 0.16 log10 units (or less). 1 Key Words and Phrases: Infinite dilution activity coefficients; Molar solubility ratios; Headspace chromatographic analysis; Partition Coefficients; Solute transfer processes ________________________________________________________________________ *To whom correspondence should be addressed. (E-mail: [email protected]); fax: 940-565-4318. -
MICROREVIEW Catalytic Asymmetric Reactions with Seven-Membered Cyclic Imines Dibenzo[B,F][1,4]Oxazepines
MICROREVIEW Catalytic Asymmetric Reactions with Seven-Membered Cyclic Imines Dibenzo[b,f][1,4]oxazepines Lode De Munck,[a] Carlos Vila,*[a] and José R. Pedro*[a] Abstract: The dibenzo[b,f][1,4]oxazepine scaffold is a privileged structure in medicinal chemistry that display a wide variety of Cl biological and pharmacological activities. However, catalytic O asymmetric methodologies for the synthesis of chiral O O O N N NH O dibenzo[b,f][1,4]oxazepine derivatives are scarce in the literature. N NHMe This microreview presents an overview of the enantioselective H 2 (antidepressant) 4 (antihistaminic) reactions using these cyclic seven-membered imines as electrophile, 1 (lachrymatory H2N agent) 3 including substrate scope, limitations and the application to the (progesterone receptor agonist) synthesis of related compounds. Figure 1. Examples of 11-substituted-10,11-dihydrodibenzo[b,f][1,4]oxazepine derivatives. 1. Introduction There are two general methodologies for the preparation of Nitrogen-containing aromatic heterocycles are ubiquitous in dibenzo[b,f][1,4]oxazepine derivatives 1. For the seven- agrochemicals, pharmaceuticals and natural products. In this membered aldimines one of the most used methodology is the context, dibenzo[b,f][1,4]oxazepine derivatives are an attractive condensation-cyclization of ortho-fluorobenzaldehyde 5 and nitrogen heterocycle compounds that recently have attracted ortho-aminophenols 6 using a base (K2CO3) and polyethylene enormous attention from the pharmaceutical industry due to the glycol as a solvent (Scheme 1A). The other general methodology [1] widespread biological activities presented by such compounds. is a various step sequence from readily available starting For example, the simple compound 1 is commonly known as CR materials (Scheme 1B). -
Tear Gas Interim AEGL Document
Interim: September 2009 ACUTE EXPOSURE GUIDELINE LEVELS (AEGLs) FOR TEAR GAS (CS) (CAS Reg. No. 2698-41-1) C10H5ClN2 INTERIM Interim: September 2009 ACUTE EXPOSURE GUIDELINE LEVELS (AEGLs) FOR TEAR GAS (CAS Reg. No. 2698-41-1) INTERIM 1 2 PREFACE 3 4 Under the authority of the Federal Advisory Committee Act (FACA) P. L. 92-463 of 5 1972, the National Advisory Committee for Acute Exposure Guideline Levels for Hazardous 6 Substances (NAC/AEGL Committee) has been established to identify, review and interpret 7 relevant toxicologic and other scientific data and develop AEGLs for high priority, acutely toxic 8 chemicals. 9 10 AEGLs represent threshold exposure limits for the general public and are applicable to 11 emergency exposure periods ranging from 10 minutes to 8 hours. Three levels – AEGL-1, 12 AEGL-2 and AEGL-3 C are developed for each of five exposure periods (10 and 30 minutes, 1 13 hour, 4 hours, and 8 hours) and are distinguished by varying degrees of severity of toxic effects. 14 The three AEGLs are defined as follows: 15 16 AEGL-1 is the airborne concentration (expressed as parts per million or milligrams per 17 cubic meter [ppm or mg/m3]) of a substance above which it is predicted that the general 18 population, including susceptible individuals, could experience notable discomfort, irritation, or 19 certain asymptomatic, non-sensory effects. However, the effects are not disabling and are 20 transient and reversible upon cessation of exposure. 21 22 AEGL-2 is the airborne concentration (expressed as ppm or mg/m3) of a substance above 23 which it is predicted that the general population, including susceptible individuals, could 24 experience irreversible or other serious, long-lasting adverse health effects or an impaired ability 25 to escape. -
Abraham Model Correlations for Solute Transfer Into 2
ABRAHAM MODEL CORRELATIONS FOR SOLUTE TRANSFER INTO 2- ETHOXYETHANOL FROM WATER AND FROM THE GAS PHASE Igor A. Sedova, Mikhail A. Stolova, Erin Hartb, Damini Groverb, Heidi Zettlb, Victoria Koshevarovab, William E. Acree, Jr. b*, and Michael H. Abrahamc a Department of Chemistry, Kazan Federal University, Kremlevskaya 18, Kazan 420008, Russia b Department of Chemistry, University of North Texas, 1155 Union Circle Drive #305070, Denton, TX 76203 (USA) c Department of Chemistry, University College London, 20 Gordon Street, London WC1H OAJ (UK) Abstract Infinite dilution activity coefficients (γ∞) were measured at 298 K for 13 different aliphatic hydrocarbons (alkanes, cycloalkanes, alkenes), 12 different aromatic compounds (benzene, alkylbenzenes, halobenzenes, naphthalene), and 2-chloro-2-methylpropane dissolved in 2- ethoxyethanol, along with solubilities for 11 crystalline organic compounds (xanthene, phenothiazine, acenaphthene, diphenyl sulfone, 3,5-dinitro-2-methylbenzoic acid, 3- chlorobenzoic acid, 2-methylbenzoic acid, 4-chloro-3-nitrobenzoic acid, 3,5-dinitrobenzoic acid, benzil, and thioxanthen-9-one) dissolved in 2-ethoxyethanol at 298 K. The experimental values were converted to gas-to-2-ethoxyethanol partition coefficients, water-to-2-ethoxyethanol partition coefficients, and molar solubility ratios using standard thermodynamic relationships. The calculated partition coefficient data and molar solubility ratios, combined with published literature values, were used to derive Abraham model correlations for solute transfer into 2- 1 ethoxyethanol from both water and the gas phase. The derived Abraham model correlations predicted the observed values to within 0.15 log units (or less). KEY WORDS AND PHRASES: Partition coefficients; Infinite dilution activity coefficients; Solubility ratios; Headspace chromatographic measurements; Hydrogen-bonding; Solute transfer _______________________________________________________________________ *To whom correspondence should be addressed. -
7 Tear Gas (Cs)
VOLUME 16 Committee on Acute Exposure Guideline Levels Committee on Toxicology Board on Environmental Studies and Toxicology Division on Earth and Life Studies THE NATIONAL ACADEMIES PRESS 500 FIFTH STREET, NW WASHINGTON, DC 20001 NOTICE: The project that is the subject of this report was approved by the Governing Board of the National Research Council, whose members are drawn from the councils of the National Academy of Sciences, the National Academy of Engineering, and the Insti- tute of Medicine. The members of the committee responsible for the report were chosen for their special competences and with regard for appropriate balance. This project was supported by Contract No. W81K04-11-D-0017 and EP-W-09-007 be- tween the National Academy of Sciences and the U.S. Department of Defense and the U.S. Environmental Protection Agency. Any opinions, findings, conclusions, or recom- mendations expressed in this publication are those of the author(s) and do not necessarily reflect the view of the organizations or agencies that provided support for this project. International Standard Book Number-13: 978-0-309-30096-4 International Standard Book Number-10: 0-309-30096-7 Additional copies of this report are available for sale from the National Academies Press, 500 Fifth Street, N.W., Keck 360, Washington, DC 20001; (800) 624-6242 or (202) 334- 3313; Internet, http://www.nap.edu/. Copyright 2014 by the National Academy of Sciences. All rights reserved. Printed in the United States of America The National Academy of Sciences is a private, nonprofit, self-perpetuating society of distinguished scholars engaged in scientific and engineering research, dedicated to the furtherance of science and technology and to their use for the general welfare. -
May 31, 2012, Chemical Warfare Newsletter #1
OMNI CHEMICAL WARFARE NEWSLETTER #1. Compiled by Dick Bennett for a Culture of Peace. Here is the link to all OMNI newsletters: http://www.omnicenter.org/newsletter-archive/ For a knowledge-based peace, justice, and ecology movement and an informed citizenry as the foundation for change. See: War Crimes, Weapons of Mass Destruction (WMD), Vietnam War. AGENT ORANGE Page 15 The Legacy of Agent Orange is a Continuing Focus of VVAW By Paul Cox By the time you read this [2008], the fourth Vietnamese delegation of Agent Orange victims co-sponsored by VVAW will have finished their 10-city tour, including a stop in Chicago where they were hosted by VVAW. Public events were held at the Gage Gallery in Roosevelt University and at the Jane Hull House, and they were interviewed on NPR's World View program. Bob Gronko did a great job organizing their stay in Chicago, and VVAW made a generous donation to support the tour. VVAW has a long history of fighting for justice for victims of Agent Orange poisoning; VVAW was a loud and clear voice exposing AO and calling for help and compensation for veterans suffering the ill effects of AO/dioxin since 1978. In recent years, VVAW has strongly supported the Vietnamese people in their efforts to achieve recognition and for relief from the massive damage AO/dioxin has done to their environment and their people. VVAW has hosted in Chicago Agent Orange victims delegations in 2005, 2007, and October 2008 (the other delegation went only to DC). The delegations are from the Vietnam Association of Victims of Agent Orange/dioxin (VAVA), which is the membership organization in Vietnam fighting for justice for the Vietnamese. -
Riot Control Agents: the Tear Gases CN, CS and OC—A Medical Review Leo J Schep,1 R J Slaughter,1 D I Mcbride2
Review J R Army Med Corps: first published as 10.1136/jramc-2013-000165 on 30 December 2013. Downloaded from Riot control agents: the tear gases CN, CS and OC—a medical review Leo J Schep,1 R J Slaughter,1 D I McBride2 1National Poisons Centre, ABSTRACT and crowd control.156Since the Entry Into Force Department of Preventive and Introduction 2-Chloroacetophenone (CN), o-chloro- of the Chemical Weapons Convention in 1997,7 Social Medicine, University of Otago, Dunedin, New Zealand benzylidene malonitrile (CS) and oleoresin capsicum (OC) these agents have been banned as a method of 2Department of Preventive and are common riot control agents. While serious systemic warfare. However, under a 1975 presidential order, Social Medicine, University of effects are uncommon, exposure to high concentrations the US military can still use these agents in war Otago, Dunedin, New Zealand may lead to severe complications and even death. The zones under limited defensive circumstances with aim of this narrative review is to summarise all main the approval of top military commanders, for Correspondence to 8 Dr Leo J Schep, National aspects of the riot control agents CN, CS and OC toxi- example, for controlling rioting prisoners. Poisons Centre, Department of cology, including mechanisms of toxicity, clinical features CN, also known as Mace, was initially the most Preventive and Social Medicine, and management. widely used agent by law enforcement agencies; University of Otago, Methods OVID MEDLINE and ISI Web of Science were however, in more recent years, CS has largely P.O. Box 913, Dunedin 9054, 9 New Zealand; searched for terms associated with CN, CS and OC tox- replaced CN. -
Appendix D: Cs
APPENDIX D: CS D - 1 D - 2 ADVERSE HEALTH EFFECTS FROM CS General Reviews / Comments Punte et al (1963), from the US Army Chemical Research and Development Laboratory, reviewed CS.1 Acute and subacute studies by Punte et al (1962) have shown that CS has low toxicity administered by the intravenous, subcutaneous or inhalation routes. Autopsies performed on animals killed after the inhalation of CS revealed minimal pathology. The salient finding was an increase in the number of respiratory tract goblet cells following exposure to high concentrations of CS (20,000 to 30,000 mg per minute per cubic metre). An editorial in the BMJ (1971) discussed the Himsworth Report (1971) of CS.2 It considered that the Report found that CS was remarkably non-toxic. Although, the Report did mention that CS can cause blistering of the skin and acute exacerbations of chronic bronchitis. The Report considered that a person confined to a small, unventilated room with no means of escape might be exposed to dangerous levels of CS if a standard 12.5 g canister disseminated its full dose. It also noted that if all inhaled CS were retained and all converted to cyanide, the total amount derived from exposure for one minute to 10 mg per cubic metre of CS - a level that is normally intolerable - was less than that derived from two puffs of a cigarette. Jones (1971) commented on this matter, noting that CS appeared to have a different mechanism of action depending on the route of exposure.3 Exposure via injection appeared to act via cyanide while another mechanism of action was relevant in inhalational exposure. -
(94 O-Chlorobenzalmalononitrile, CASRN 2698-41-1) in F344/N Rats
NATIONAL TOXICOLOGY PROGRAM Technical Report Series No. 377 TOXICOLOGY AND CARCINOGENESIS STUDIES OF CS2 (94% o-CHLOROBENZALMALONONITRILE, CAS NO. 2698-41-1) IN F344/N RATS AND B6C3Fi MICE (INHALATION STUDIES) U.S. DEPARTMENT OF HEALTH AND HUMAN SERVICES Public Health Service National Institutes of Health FOREWORD The National Toxicology Program (NTP) is made up of four charter agencies of the U.S. Department of Health and Human Services (DHHS): the National Cancer Institute (NCI), National Institutes of Health; the National Institute of Environmental Health Sciences (NIEHS), National Institutes of Health; the National Center for Toxicological Research (NCTR), Food and Drug Administration; and the National Institute for Occupational Safety and Health (NIOSH), Centers for Disease Control. In July 1981, the Carcinogenesis Bioassay Testing Program, NCI, was transferred to the NIEHS. The NTP coordinates the relevant programs, staff, and resources from these Public Health Service agen- cies relating to basic and applied research and to biological assay development and validation. The NTP develops, evaluates, and disseminates scientific information about potentially toxic and hazardous chemicals. This knowledge is used for protecting the health of the American people and for the primary prevention of disease. The studies described in this Technical Report were performed under the direction of the NIEHS and were conducted in compliance with NTP chemical health and safety requirements and must meet or exceed all applicable Federal, state, and local health and safety regulations. Animal care and use were in accordance with the Public Health Service Policy on Humane Care and Use of Animals. All NTP toxicology and carcinogenesis studies are subjected to a comprehensive audit before being pre- sented for public review. -
Acute and Chronic Effects of Disturbance Control Factors
ntal A me na on ly ir ti v c n a l E C f h o e Journal of Environmental Analytical l Niyousha et al., J Environ Anal Chem 2015, 2:3 m a n i s r t DOI: 10.4172/2380-2391.1000138 u r y o J Chemistry ISSN: 2380-2391 Research article Open Access Acute and Chronic Effects of Disturbance Control Factors, Complications and Treatment Method Niyousha MR1*, Panahi Y2 and Golzari S3 1Farabi Eye Hospital, Tehran University of Medical Sciences, Tehran, Iran 2Chemical Injuries Research Center, Baqiyatallah University of Medical Sciences, Tehran, Iran 3Medical Education Research Center, Tabriz University of Medical Sciences, Tabriz, Iran Abstract The main aim of this study was to collect the experiences of Iranian researchers about different types of tear gases and pepper sprays, effects, treatment strategies and also to provide a guideline for the prevention of abuse of these dangerous agents. Tear gases include CS, CN, CA and OC sprays most common of which is CS. Tear gas that through the eyes of confusion (tearing and spasm) of the eyelids and closing the gases, and through upper respiratory tract irritation (sneezing and vomiting) temporary disables the person. Pepper spray, also known as OC spray (from “oleoresin capsicum”), OC gas, and capsicum spray, is a lachrymatory agent (a chemical compound that irritates the eyes to cause tears, pain, and temporary blindness). It is used in policing, riot control, crowd control, and personal self-defense, including defense against dogs and bears. Its inflammatory effects cause the eyes to swell, impairing the vision.