SOP for the Safe Use of Picric Acid (2,4,6-Trinitrophenol) Date
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Brief Guide to the Nomenclature of Organic Chemistry
1 Brief Guide to the Nomenclature of Table 1: Components of the substitutive name Organic Chemistry (4S,5E)-4,6-dichlorohept-5-en-2-one for K.-H. Hellwich (Germany), R. M. Hartshorn (New Zealand), CH3 Cl O A. Yerin (Russia), T. Damhus (Denmark), A. T. Hutton (South 4 2 Africa). E-mail: [email protected] Sponsoring body: Cl 6 CH 5 3 IUPAC Division of Chemical Nomenclature and Structure suffix for principal hept(a) parent (heptane) one Representation. characteristic group en(e) unsaturation ending chloro substituent prefix 1 INTRODUCTION di multiplicative prefix S E stereodescriptors CHEMISTRY The universal adoption of an agreed nomenclature is a key tool for 2 4 5 6 locants ( ) enclosing marks efficient communication in the chemical sciences, in industry and Multiplicative prefixes (Table 2) are used when more than one for regulations associated with import/export or health and safety. fragment of a particular kind is present in a structure. Which kind of REPRESENTATION The International Union of Pure and Applied Chemistry (IUPAC) multiplicative prefix is used depends on the complexity of the provides recommendations on many aspects of nomenclature.1 The APPLIED corresponding fragment – e.g. trichloro, but tris(chloromethyl). basics of organic nomenclature are summarized here, and there are companion documents on the nomenclature of inorganic2 and Table 2: Multiplicative prefixes for simple/complicated entities polymer3 chemistry, with hyperlinks to original documents. An No. Simple Complicated No. Simple Complicated AND overall -
Acid-Base Behavior in Aprotic Organic Solvents
UNITED STATES DEPARTMENT OF COMMERCE • C. R. Smith, Secretary NATIONAL BUREAU OF STANDARDS • A. V. Astin, Director Acid-Base Behavior in Aprotic Organic Solvents Marion Maclean Davis Institute for Materials Research National Bureau of Standards Washington, D.C. 20234 , 105 . U^S^ National Bureau of Standards.Monograph r » » Issued August 1968 For sale by the Superinlendent <if Documents. U.S. Government Printing Office Washington, D.C. 20402 - Price $2.25 NOV 2 9 1368 1^4 2 5 '46 Library of Congress Catalog Card No. 67-62078 Foreword During the past 50 years the American chemical industry has made available for common uses a great variety of organic solvents, in some of which acids and bases behave very differently than in water. For example, the order of relative strengths of a series of acids or bases may be altered by a change of solvent. This is especially evident when acid-base behavior in water is compared with that in hydrocarbons and halogenated hydrocarbons. To the latter two groups, which are often called "inert" or "aprotic" solvents, belong important liquids like benzene, toluene, cyclo- hexane, and carbon tetrachloride. Industrially important materials such as drycleaning solvents, lubricants, motor fuels, refrigerants, and transformer oils are additional examples. From 1941 to the end of 1965 the National Bureau of Standards maintained, in response to requests from industry and other Government agencies, a research program designed to ascertain and explain acid-base behavior in aprotic organic solvents, as well as to develop methods and reference materials for determining total acid and base content and relative strengths of acids and bases in such media. -
Synthesis and Properties of Lead Picrates
Science and Technology of Energetic Materials, Vol.65, No.1, 2004 7 Article Synthesis and properties of lead picrates Makoto Matsukawa*, Takehiro Matsunaga**, Masatake Yoshida**, and Shuzo Fujiwara** *Showa Kinzoku Kogyo Co., Ltd. Iwase 2120, Iwase, Nishi-Ibaraki Gun, Ibaraki 309-1211, JAPAN e-mail: [email protected] **National Institute of Advanced Industrial Science and Technology, 1-1 Higashi, Tsukuba, Ibaraki 305-8565, JAPAN e-mail: [email protected] Received: November 10, 2003 Accepted: January 23, 2004 Abstract Picric acid is known to react with metals to form highly unstable metallic picrates, which have been implicated in a num- ber of serious explosive accidents. In this study, lead picrates were synthesized by several methods, and the thermody- namic and explosive properties such as sensitivity were examined. Differential scanning calorimetry (DSC) results revealed that lead picrates had several heat decomposition patterns depending on the synthesis method, and they had lower temperature of start of exothermic reaction than sodium picrate had. The heat of decomposition of lead picrates was found to be lower than that of picric acid. Lead picrate from lead acetate and picric acid had lower activation energy of thermal decomposition than the other lead picrates. Thermogravimetry analysis and Karl Fischer analysis confirmed that lead picrates contained crystalline H2O, which dehydrated at above 375 K. And, lead picrates did not have property of fusion. Drop hammer test results showed that lead picrates had high strike sensitivity, whereas the lead picrates had low friction sensitivity in friction tests, attributable to the presence of crystalline H2O. The ignition temperatures of lead picrates were found to be in the range 543.9–600.3 K. -
Minutes of the IUPAC Chemical Nomenclature and Structure Representation Division (VIII) Committee Meeting Boston, MA, USA, August 18, 2002
Minutes of the IUPAC Chemical Nomenclature and Structure Representation Division (VIII) Committee Meeting Boston, MA, USA, August 18, 2002 Members Present: Dr Stephen Heller, Prof Herbert Kaesz, Prof Dr Alexander Lawson, Prof G. Jeffrey Leigh, Dr Alan McNaught (President), Dr. Gerard Moss, Prof Bruce Novak, Dr Warren Powell (Secretary), Dr William Town, Dr Antony Williams Members Absent: Dr. Michael Dennis, Prof Michael Hess National representatives Present: Prof Roberto de Barros Faria (Brazil) The second meeting of the Division Committee of the IUPAC Division of Chemical Nomenclature and Structure Representation held in the Great Republic Room of the Westin Hotel in Boston, Massachusetts, USA was convened by President Alan McNaught at 9:00 a.m. on Sunday, August 18, 2002. 1.0 President McNaught welcomed the members to this meeting in Boston and offered a special welcome to the National Representative from Brazil, Prof Roberto de Barros Faria. He also noted that Dr Michael Dennis and Prof Michael Hess were unable to be with us. Each of the attendees introduced himself and provided a brief bit of background information. Housekeeping details regarding breaks and lunch were announced and an invitation to a reception from the U. S. National Committee for IUPAC on Tuesday, August 20 was noted. 2.0 The agenda as circulated was approved with the addition of a report from Dr Moss on the activity on his website. 3.0 The minutes of the Division Committee Meeting in Cambridge, UK, January 25, 2002 as posted on the Webboard (http://www.rsc.org/IUPAC8/attachments/MinutesDivCommJan2002.rtf and http://www.rsc.org/IUPAC8/attachments/MinutesDivCommJan2002.pdf) were approved with the following corrections: 3.1 The name Dr Gerard Moss should be added to the members present listing. -
Picric Acid Picric Acid (CAS No
Picric Acid Picric acid (CAS No. 88-89-1,2,4,6-Trinitrophenol, picronitric acid) is a pale yellow, odorless crystal that is slightly soluble in water. It is primarily used as a staining reagent and in synthesis reactions. When hydrated, it is typically harmless but when dry can be a powerful explosive. Picric acid is highly sensitive to heat, shock and friction and, additionally, is a toxic substance by all modes of entry (i.e., inhalation, ingestion, dermal contact). Picric acid is highly reactive with a wide variety of materials (e.g., concrete, plaster, amines, bases, and metals such as lead, zinc, copper, and mercury) to form picrate salts, which are more reactive and shock sensitive than the acid itself. Purchasing • Purchase of picric acid should be restricted to the smallest practicable quantity. • If possible, eliminate it from your inventory by purchasing premixed stains or a 1% solution for using in stain preparation. Storage • Label containers with date received and date opened. • Store in original container in a cool, dry, wellventilated area away from sources of heat. • Keep wet - material should be a wet paste and greater than 10% water by volume. • Check for evidence of dried crystals (see handling section) and rehydrate contents every 6 months with DI water as needed and document on bottle. • Dispose after 2 years of storage. • Store separately from oxidizers, reducing agents, inorganic salts, metals (copper, lead, zinc, aluminum + water), ammonia, concrete, plaster, salts, gelatin, alkaloids and albumin. Handling • Do not use metal spatulas to remove picric acid. • Clean the bottleneck, cap and threads with a wet cloth before resealing. -
Ethylene Glycol
Ethylene glycol Ethylene glycol (IUPAC name: ethane-1,2-diol) is an organic Ethylene glycol compound with the formula (CH2OH)2. It is mainly used for two purposes, as a raw material in the manufacture of polyester fibers and for antifreeze formulations. It is an odorless, colorless, sweet-tasting, viscous liquid. Contents Production Industrial routes Biological routes Historical routes Uses Coolant and heat-transfer agent Antifreeze Precursor to polymers Other uses Dehydrating agent Hydrate inhibition Applications Chemical reactions Toxicity Environmental effects Names Notes Preferred IUPAC name References Ethane-1,2-diol External links Other names Ethylene glycol 1,2-Ethanediol Production Ethylene alcohol Hypodicarbonous acid Monoethylene glycol Industrial routes 1,2-Dihydroxyethane Ethylene glycol is produced from ethylene (ethene), via the Identifiers intermediate ethylene oxide. Ethylene oxide reacts with water to CAS Number 107-21-1 (http produce ethylene glycol according to the chemical equation: s://commonche mistry.cas.org/d C2H4O + H2O → HO−CH2CH2−OH etail?cas_rn=10 7-21-1) 3D model (JSmol) Interactive This reaction can be catalyzed by either acids or bases, or can occur image (https://ch at neutral pH under elevated temperatures. The highest yields of emapps.stolaf.e ethylene glycol occur at acidic or neutral pH with a large excess of du/jmol/jmol.ph water. Under these conditions, ethylene glycol yields of 90% can be p?model=OCC achieved. The major byproducts are the oligomers diethylene glycol, O) triethylene glycol, and tetraethylene glycol. The separation of these oligomers and water is energy-intensive. About 6.7 million tonnes 3DMet B00278 (http://w are produced annually.[4] ww.3dmet.dna.af frc.go.jp/cgi/sho A higher selectivity is achieved by use of Shell's OMEGA process. -
Trinitrobenzene
doi: 10.5028/jatm.2011.03010411 Gilson da Silva* National Industrial Property Institute Synthesis of 2,4,6-triamino-1,3,5- Rio de Janeiro – Brazil [email protected] trinitrobenzene Elizabeth da Costa Mattos Abstract: The 2,4,6-triamino-1,3,5-trinitrobenzene (TATB) is perhaps the Institute of Aeronautics and Space most thermostable and insensitive explosive known. Its low sensibility to São José dos Campos – Brazil shock makes it suitable for military and civil applications. TATB application [email protected] is done either alone or in combination with another high energetic material. This study aimed at reporting the review about many processes to produce *author for correspondence TATB and the problems associated with them, as well as suggest techniques like Fourier Transform Infrared Spectroscopy (FT-IR) and Differential Scanning Calorimetry (DSC), which can be useful in the characterization of this energetic compound. Keywords: TATB, Fourier Transform Infrared Spectroscopy, Differential Scanning Calorimetry, Plastic-bonded explosive. LIST OF SYMBOLS impact hazards is important. Other potential applications include the use of TATB as the booster or main charge TATB 2,4,6-triamino-1,3,5-trinitrobenzene explosives for down-hole oil perforation at elevated HE high explosive temperature surroundings (Lee, 1996). PBX plastic-bonded explosive HMX octogen TATB is a high explosive (HE) that can be combined with plastic binder to produce a plastic-bonded explosive RDX hexogen (PBX) composition, which is heat-resistant and highly TCB 1,3,5-trichlorobenzene insensitive. It is insoluble in organic solvents and has a TCTNB 1,3,5-trichloro-2,4,6-trinitrobenzene melting point above 400oC. -
Source-Based Nomenclature for Single-Strand Homopolymers and Copolymers (IUPAC Recommendations 2016)
Pure Appl. Chem. 2016; 88(10-11): 1073–1100 IUPAC Recommendations Richard G. Jones*, Tatsuki Kitayama*, Karl-Heinz Hellwich, Michael Hess, Aubrey D. Jenkins, Jaroslav Kahovec, Pavel Kratochvíl, Itaru Mita†, Werner Mormann, Christopher K. Ober, Stanisław Penczek, Robert F. T. Stepto†, Kevin Thurlow, Jiří Vohlídal and Edward S. Wilks Source-based nomenclature for single-strand homopolymers and copolymers (IUPAC Recommendations 2016) DOI 10.1515/pac-2015-0702 Received July 10, 2015; accepted June 27, 2016 Abstract: IUPAC recommendations on source-based nomenclature for single-strand polymers have so far addressed its application mainly to copolymers, non-linear polymers and polymer assemblies, and within generic source-based nomenclature of polymers. In this document, rules are formulated for devising a satis- factory source-based name for a polymer, whether homopolymer or copolymer, which are as clear and rigor- ous as possible. Thus, the source-based system for naming polymers is presented in a totality that serves as a user-friendly alternative to the structure-based system of polymer nomenclature. In addition, because of their widespread and established use, recommendations for the use of traditional names of polymers are also elaborated. Keywords: apparent monomer; copolymer; end-groups; homopolymer; IUPAC; IUPAC nomenclature; monomer; nomenclature; polymers; polymer nomenclature; source-based names; traditional names. Dedicated to: The memory of Robert (Bob) Stepto, former president of the Polymer Division of IUPAC, whose recent death denied him the satisfaction of witnessing the publication of this manuscript on which he expended much effort. Article note: Sponsoring bodies: IUPAC Division of Chemical Nomenclature and Structure Representation and IUPAC Polymer Division, Sub-Committee on Polymer Terminology: see more details on p. -
Nited States Patent Office. Arthur George Green, of Leeds, England
NITED STATES PATENT OFFICE. ARTHUR GEORGE GREEN, OF LEEDS, ENGLAND. ANUFACURE OF PICRIC ACD. 1,299,171. specification of Letters Patent, Patented Apr. 1, 1919, NoDrawing. Application fled January 29, 1916. Serial No. 75,023, To all whom it may concern: generated in the mixture from sodium nitrate. Beit known that I, ARTHUR GEORGE GREEN, The dinitrophenol itself is most conveniently B.Sc., F. R. S., F. I. C., subject of the King produced by chlorinating benzene to mono of Great Britain and Ireland, residing in the chlorobenzene, nitrating the latter with a University of Leeds, Leeds, in the county of mixture of nitric acid and surfuric acid to 60 York, England, professor of applied chem: dinitrochlorobenzene, and conversion of this istry, have invented certain new and useful into dinitrophenol by boiling with caustic Improvements in the Manufacture of Picric alkali. The entire chain of reaetions, start Acid, of which the following is a specifica ing from benzene, is therefore the follow 0. Ing:- . tion.The ordinary--- method of manufacturingO 35 picric acid from phenol is subject to several CHCHCCNO)Cl. disadvantages. In the first place it is de of Nö),0fc.H.(NO),OH pendent upon the available supplies of phe As the conditions for carrying out the first nol, which if much in demand is liable to rise three steps are well known, it is only neces to a high price. In the second place the ni tration of phenol, as usually carried out, effectingsy to describe the last instep detail in the the conversion best way i. -
Complexation
FACULTY OF PHARMACEUTICAL SCIENCES, RAMAUNIVERSITY, KANPUR B.PHARM 3rd SEM PHYSICAL PHARMACEUTICS-I BP302T MR. PEEYUSH Assistant professor Rama university, kanpur Complexation Overview Classification Introduction Metal ion complexes Organic Complexes Inclusion Complexes Methods of Analysis Method of Continuous Variation PH Titration Distribution Method Solubility Method Spectroscopy Learning Objectives 1. Define the three classes of complexes with pharmaceutically relevant examples. 2. Describe chelates, their physically properties, and what differentiates them from organic molecular complexes. 3. Describe the types of forces that hold together organic molecular complexes with examples. 4. Describe the forces in polymer–drug complexes used for drug delivery. 5. Discuss the pharmaceutical applications of cyclodextrins. 6. Describe the methods of analysis of complexes and determine their stoichiometric ratios and stability constants. Classification Introduction Metal ion complexes Organic Complexes Inclusion Complexes INTRODUCTION Complexes are compounds that result from donor–acceptor mechanisms between two or more chemical species. Complexes can be divided broadly into three classes depending the type of the acceptor substance: 1. Metal ion complexes 2. Organic molecular complexes 3. Inclusion complexes Intermolecular forces involved in the formation of complexes: 1. Van der Waals forces. 2. Hydrogen bonds (important in molecular complexes). 3. Coordinate covalence (important in metal complexes). 4. Charge transfer. 5. Hydrophobic interaction. Introduction Types of Complexes Metal Ion Complexes A. Inorganic type B. Chelates C. Olefin type D. Aromatic type II. Organic Molecular Complexes A. Quinhydrone type B. Picric acid type C. Caffeine and other drug complexes D. Polymer type III. Inclusion Compounds A. Channel lattice type B. Layer type C. Clathrates D. Monomolecular type E. -
Advantages of Nodal Numbering for Uniquely Identifying Atoms in Chemical Nomenclature Alan L
CROATICA CHEMICA ACTA CCACAA 59 (3) 547-563 (198G)1 YU ISSN 0011-1643 CCA-1668 UDC 541 Original Scientific Paper Advantages of Nodal Numbering for Uniquely Identifying Atoms in Chemical Nomenclature Alan L. Goodson 1060 Woodmere Road, CoLumbus, Ohio 43220, U.S.A. and Noel Lozac'h Institut des Sciences de la Matiere et du Rayonnement, Universite de Caen, 14032 Caen Cedex, France Received September 2, 1985 There are situations in chemical nomenclature where duplica- tion of locants creates difficulties (a) in describing modifications to chemical structures, (b) in describing stereochemistry, (c) in identifying isotopically-labeled atoms, and (d) in uniquely iden- tifying atoms for crystallography, Nodal nomenclature is shown to avoid these problems and to simplify such descriptions. INTRODUCTION The first concerted international agreements on chemical nornenclature- were made in Geneva in 18921. From these agreements has aris en the Inter- national Union of Pure and Applied Chemistry (IUPAC), as we know it today. IUPAC has, in general, »confined its efforts to codifying sound practices. which already existed-". IUPAC has published a set of internationally-agreed rules of organic chemistry", However, more than one sound practice is some- times described (e. g., for naming organic compounds containing phosphorus,. arsenic, antimony or bismuth) without any indication of which practice is preferred. For practical reasons, indexers of chemical literature, such as Chemical Abstracts Service and Beilstein, must be more selective, i. e. more systematic, than IUP AC and must even develop their own rules when IUP AC rules are vague or non-existent. The rules published by IUP AC include the powerful and commonly-used technique of substitutive nomenclature. -
Commerce in Explosives; 2020 Annual Those on the Annual List
Federal Register / Vol. 85, No. 247 / Wednesday, December 23, 2020 / Notices 83999 inspection at the Office of the Secretary or synonyms in brackets. This list Black powder substitutes. and on EDIS.3 supersedes the List of Explosive *Blasting agents, nitro-carbo-nitrates, This action is taken under the Materials published in the Federal including non-cap sensitive slurry and authority of section 337 of the Tariff Act Register on January 2, 2020 (Docket No. water gel explosives. of 1930, as amended (19 U.S.C. 1337), 2019R–04, 85 FR 128). Blasting caps. and of §§ 201.10 and 210.8(c) of the The 2020 List of Explosive Materials Blasting gelatin. Commission’s Rules of Practice and is a comprehensive list, but is not all- Blasting powder. Procedure (19 CFR 201.10, 210.8(c)). inclusive. The definition of ‘‘explosive BTNEC [bis (trinitroethyl) carbonate]. materials’’ includes ‘‘[e]xplosives, BTNEN [bis (trinitroethyl) nitramine]. By order of the Commission. BTTN [1,2,4 butanetriol trinitrate]. Issued: December 18, 2020. blasting agents, water gels and detonators. Explosive materials, Bulk salutes. William Bishop, include, but are not limited to, all items Butyl tetryl. Supervisory Hearings and Information in the ‘List of Explosive Materials’ Officer. C provided for in § 555.23.’’ 27 CFR Calcium nitrate explosive mixture. [FR Doc. 2020–28458 Filed 12–22–20; 8:45 am] 555.11. Accordingly, the fact that an BILLING CODE 7020–02–P Cellulose hexanitrate explosive explosive material is not on the annual mixture. list does not mean that it is not within Chlorate explosive mixtures. coverage of the law if it otherwise meets DEPARTMENT OF JUSTICE Composition A and variations.