Cyanogen Agents
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DNA Alkylation by Leinamycin Can Be Triggered by Cyanide and Phosphines
Bioorganic & Medicinal Chemistry Letters 11 (2001) 1511–1515 DNA Alkylation by Leinamycin Can Be Triggered by Cyanide and Phosphines Hong Zang, Leonid Breydo, Kaushik Mitra, Jeffrey Dannaldson and Kent S. Gates* Departments of Chemistry and Biochemistry, University of Missouri-Columbia, Columbia, MO 65211, USA Received 24 January 2001; accepted 14 March 2001 Abstract—Previous work has shown that alkylation of DNA by the antitumor agent leinamycin (1) is potentiated by reaction of the antibiotic with thiols. Here, it is shown that other soft nucleophiles such as cyanide and phosphines can also trigger DNA alkylation by leinamycin. Overall, the results suggest that reactions of cyanide and phosphines with leinamycin produce the oxathiolanone intermediate (2), which is known to undergo rearrangement to the DNA-alkylating episulfonium ion 4. # 2001 Elsevier Science Ltd. All rights reserved. Leinamycin (1) is a potent antitumor antibiotic that properties of the antibiotic. Here we report that phos- contains a unique 1,2-dithiolan-3-one 1-oxide hetero- phines and cyanide are able to trigger DNA alkylation cycle.1,2 Reaction of thiols with this sulfur heterocycle in by the antitumor antibiotic leinamycin. Results of our leinamycin initiates chemistry that leads to oxidative chemical model reactions and DNA-damage experi- DNA damage and DNA alkylation.3À6 Thiol-triggered ments suggest that reaction of cyanide and phosphines DNA alkylation by leinamycin involves initial conver- with leinamycin affords the critical oxathiolanone inter- sion of the parent antibiotic to the oxathiolanone form mediate (2), which subsequently undergoes rearrangement 2,5,7 followed by rearrangement to the episulfonium ion to the DNA-alkylating episulfonium ion 4. -
Sodium and Specialty Cyanides Production Facility Nicholas A
University of Pennsylvania ScholarlyCommons Department of Chemical & Biomolecular Senior Design Reports (CBE) Engineering 4-20-2018 Sodium and Specialty Cyanides Production Facility Nicholas A. Baylis University of Pennsylvania, [email protected] Parth N. Desai University of Pennsylvania, [email protected] Kyle J. Kuhns University of Pennsylvania, [email protected] Follow this and additional works at: https://repository.upenn.edu/cbe_sdr Part of the Biochemical and Biomolecular Engineering Commons Baylis, Nicholas A.; Desai, Parth N.; and Kuhns, Kyle J., "Sodium and Specialty Cyanides Production Facility" (2018). Senior Design Reports (CBE). 101. https://repository.upenn.edu/cbe_sdr/101 This paper is posted at ScholarlyCommons. https://repository.upenn.edu/cbe_sdr/101 For more information, please contact [email protected]. Sodium and Specialty Cyanides Production Facility Abstract Sodium cyanide and specialty cyanide production are essential operations for various industrial processes, with primary applications in mining and mineral processing. Sodium cyanide, despite the high toxicity inherent in the material and its production process, is expected to grow 5% annually, with a projected global demand of 1.1 million tonnes in 2018. This report details a process design for producing sodium cyanide through the use of two intermediate reactions and successive downstream separations. The first major step is the production of hydrogen cyanide gas from ammonia and methane derived from natural gas, via the industry standard Andrussow reaction over a platinum-rhodium gauze catalyst. Aqueous sodium cyanide is produced via a neutralization reaction of absorbed hydrogen cyanide gas with aqueous sodium hydroxide. Downstream processes include the crystallization of solid sodium cyanide from the aqueous product, with the solid product being removed from slurry and brought to low-moisture content through a series of solid-liquid separations. -
Cyanide Poisoning and How to Treat It Using CYANOKIT (Hydroxocobalamin for Injection) 5G
Cyanide Poisoning and How to Treat It Using CYANOKIT (hydroxocobalamin for injection) 5g 1. CYANOKIT (single 5-g vial) [package insert]. Columbia, MD: Meridian Medical Technologies, Inc.; 2011. Please see Important Safety Information on slides 3-4 and full Prescribing Information for CYANOKIT starting on slide 33. CYANOKIT is a registered trademark of SERB Sarl, licensed by Meridian Medical Technologies, Inc., a Pfizer company. Copyright © 2015 Meridian Medical Technologies, Inc., a Pfizer company. All rights reserved. CYK783109-01 November/2015. Indication and Important Safety Information……………………………………………………………………………….………..…..3 . Identifying Cyanide Poisoning……………………………………………………………………………………………………………….…………….….5 . How CYANOKIT (hydroxocobalamin for injection) Works……………………………………………………………….12 . The Specifics of CYANOKIT…………………………………………………………………………………………………………………………….………17 . Administering CYANOKIT………………………………………………………………………………………………………………………………..……….21 . Storage and Disposal of CYANOKIT…................................................................................................................................26 . Grant Information for CYANOKIT……………………………………………………………………………………………………………………....30 . Full Prescribing Information………………………………………………………………………………………………….………………………………33 Please see Important Safety Information on slides 3-4 and full Prescribing Information for CYANOKIT starting on slide 33. CYANOKIT (hydroxocobalamin for injection) 5 g for intravenous infusion is indicated for the treatment of known or suspected cyanide poisoning. -
Proceedings of the International Cyanide Detection Testing Workshop
Proceedings of the International Cyanide Detection Testing Workshop February 6-8, 2008 Orlando, Florida Edited by Andrew W. Bruckner Glynnis G. Roberts U.S. Department of Commerce National Oceanic and Atmospheric Administration National Marine Fisheries Service NOAA Technical Memorandum NMFS-OPR-40 August 2008 This publication should be cited as: Bruckner, A.W. and G. Roberts (editors). 2008. Proceedings of the International Cyanide Detection Testing Workshop. NOAA Technical Memorandum NMFS-OPR-40, Silver Spring, MD 164 pp. Signifi cant support for the development of this document was provided by NOAA Fisheries, Offi ce of Habitat Conservation, and NOAA’s Coral Reef Conservation Program. The views expressed in this document are those of the authors and the participants of the workshop, and do not necessarily refl ect the offi cial views or policies of the U.S. Government, NOAA or DOS. Front Cover Images: (Top) James Cervino – A fi sher uses cyanide to catch marine ornamental fi sh; (Bottom) Stephen Why – Pens used in Micronesia to hold live reef food fi sh. Additional copies of this publication may be requested from: John Foulks National Oceanic and Atmospheric Administration NOAA National Marine Fisheries Service Offi ce of Habitat Conservation 1315 East West Highway Silver Spring, MD 20910 [email protected] Proceedings of the Cyanide Detection Testing Workshop Edited by Andrew W. Bruckner and Glynnis G. Roberts Offi ce of Habitat Conservation Ecosystem Assessment Division NOAA National Marine Fisheries Service 1315 East-West Highway Silver Spring, MD 20910-3282 NOAA Technical Memorandum NMFS-OPR-40 August 2008 U.S. Department of Commerce Carlos Gutierrez, Secretary National Oceanic and Atmospheric Administration Vice Admiral Conrad C. -
9.7 Summary of Substitution and Elimination Reactions of Alkyl Halides 421
09_BRCLoudon_pgs4-3.qxd 11/26/08 12:25 PM Page 420 420 CHAPTER 9 • THE CHEMISTRY OF ALKYL HALIDES The occurrence of some inversion also shows that the lifetime of a tertiary carbocation is 8 very small. It takes about 10_ second for a chloride counterion to diffuse away from a carbo- cation and be replaced by solvent. The carbocations that undergo inversion do not last long enough for this process to take place. The competition of backside substitution (which gives inversion) with racemization shows that the lifetime of the carbocation is approximately in 8 this range. In other words, a typical tertiary carbocation exists for about 10_ second before it is consumed by its reaction with solvent. This very small lifetime provides a graphic illustration just how reactive carbocations are. PROBLEMS 9.27 The optically active alkyl halide in Eq. 9.61 reacts at 60 C in anhydrous methanol solvent to give a methyl ether A plus alkenes. The substitution reaction° is reported to occur with 66% racemization and 34% inversion. Give the structure of ether A and state how much of each enantiomer of A is formed. 9.28 In light of the ion-pair hypothesis, how would you expect the stereochemical outcome of an SN1 reaction (percent racemization and inversion) to differ from the result discussed in this section for an alkyl halide that gives a carbocation intermediate which is considerably (a) more stable or (b) less stable than the one involved in Eq. 9.61? E. Summary of the SN1 and E1 Reactions Let’s summarize the important characteristics of the SN1 and E1 reactions. -
The Summer Assignment Will Receive a GRADE on the First Day of Class – August 9
Bishop Moore AP Chemistry Summer Assignment June 2017 Future AP Chemistry Student, Welcome to AP Chemistry. In order to ensure the best start for everyone next fall, I have prepared a summer assignment that reviews basic chemistry concepts some of which you may have forgotten you learned. For those topics you need help with there are a multitude of tremendous chemistry resources available on the Internet. With access to hundreds of websites either in your home or at the local library, I am confident that you will have sufficient resources to prepare adequately for the fall semester. The reference text book as part of AP course is “Chemistry: The Central Science” by Brown LeMay 14th Edition for AP. Much of the material in this summer packet will be familiar to you. It will be important for everyone to come to class the first day prepared. While I review throughout the course, extensive remediation is not an option as we work towards our goal of being 100% prepared for the AP Exam in early May. There will be a test covering the basic concepts included in the summer packet during the first or second week of school. You may contact me by email: ([email protected]) this summer. I will do my best to answer your questions ASAP. I hope you are looking forward to an exciting year of chemistry. You are all certainly excellent students, and with plenty of motivation and hard work you should find AP Chemistry a successful and rewarding experience. Finally, I recommend that you spread out the summer assignment. -
Solubility and Solution-Phase Chemistry of Isocyanic Acid, Methyl Isocyanate, 2 and Cyanogen Halides 3 4 5 6 James M
Atmos. Chem. Phys. Discuss., https://doi.org/10.5194/acp-2018-1160 Manuscript under review for journal Atmos. Chem. Phys. Discussion started: 9 November 2018 c Author(s) 2018. CC BY 4.0 License. 1 Solubility and Solution-phase Chemistry of Isocyanic Acid, Methyl Isocyanate, 2 and Cyanogen Halides 3 4 5 6 James M. Roberts1, and Yong Liu2 7 8 1. NOAA/ESRL Chemical Sciences Division, Boulder, Colorado, 80305 9 2. Department of Chemistry, University of Colorado, Denver, Denver, Colorado, 80217 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 Atmos. Chem. Phys. Discuss., https://doi.org/10.5194/acp-2018-1160 Manuscript under review for journal Atmos. Chem. Phys. Discussion started: 9 November 2018 c Author(s) 2018. CC BY 4.0 License. 52 Abstract 53 54 Condensed phase uptake and reaction are important atmospheric removal processes for reduced nitrogen 55 species, isocyanic acid (HNCO), methyl isocyanate (CH3NCO) and cyanogen halides (XCN, X =Cl, Br, I), yet many 56 of the fundamental quantities that govern this chemistry have not been measured or are understudied. Solubilities 57 and first-order reaction rates of these species were measured for a variety of solutions using a bubble flow reactor 58 method with total reactive nitrogen (Nr) detection. The aqueous solubility of HNCO was measured as a function of 59 pH, and exhibited the classic behavior of a weak acid, with an intrinsic Henry’s law solubility of 20 (±2) M/atm, and -4 60 a Ka of 2.0 (±0.28) ×10 M (which corresponds to pKa = 3.7 ±0.06) at 298K. -
Hydroxyacetonitrile (HOCH2CN) As a Precursor for Formylcyanide (CHOCN), Ketenimine (CH2CNH), and Cyanogen (NCCN) in Astrophysical Conditions
A&A 549, A93 (2013) Astronomy DOI: 10.1051/0004-6361/201219779 & c ESO 2013 Astrophysics Hydroxyacetonitrile (HOCH2CN) as a precursor for formylcyanide (CHOCN), ketenimine (CH2CNH), and cyanogen (NCCN) in astrophysical conditions G. Danger1, F. Duvernay1, P. Theulé1, F. Borget1, J.-C. Guillemin2, and T. Chiavassa1 1 Aix-Marseille Univ, CNRS, PIIM UMR 7345, 13397 Marseille, France e-mail: [email protected] 2 Institut des Sciences Chimiques de Rennes, École Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708 Rennes Cedex 7, France Received 8 June 2012 / Accepted 19 November 2012 ABSTRACT Context. The reactivity in astrophysical environments can be investigated in the laboratory through experimental simulations, which provide understanding of the formation of specific molecules detected in the solid phase or in the gas phase of these environments. In this context, the most complex molecules are generally suggested to form at the surface of interstellar grains and to be released into the gas phase through thermal or non-thermal desorption, where they can be detected through rotational spectroscopy. Here, we focus our experiments on the photochemistry of hydroxyacetonitrile (HOCH2CN), whose formation has been shown to compete with aminomethanol (NH2CH2OH), a glycine precursor, through the Strecker synthesis. Aims. We present the first experimental investigation of the ultraviolet (UV) photochemistry of hydroxyacetonitrile (HOCH2CN) as a pure solid or diluted in water ice. Methods. We used Fourier transform infrared (FT-IR) spectroscopy to characterize photoproducts of hydroxyacetonitrile (HOCH2CN) and to determine the different photodegradation pathways of this compound. To improve the photoproduct identifications, irradiations of hydroxyacetonitrile 14N and 15N isotopologues were performed, coupled with theoretical calculations. -
POTASSIUM CYANIDE -- Chemical Fact Sheet What Is It? 1 Potassium Cyanide Is a White Granular Solid with a Bitter Almond Odor
POTASSIUM CYANIDE -- Chemical Fact Sheet What is it? 1 Potassium Cyanide is a white granular solid with a bitter almond odor. It is similar in appearance to sugar. Potassium Cyanide has been used to extract metals from ore and as a rat poison. Where does it Potassium Cyanide is the product of reacting potassium with hydrogen cyanide. come from? What are the Rat Poison common uses for Metal Plating it? Semiconductor Manufacturing How is it Potassium Cyanide is shipped by truck transported in CCC? How is it stored Potassium Cyanide is stored in tightly closed containers. in CCC? Health Hazards from Exposure Exposure Route Symptoms First Aid Inhalation Irritates nose, throat and lungs Remove to fresh air. Seek (low concentrations) Headache or Dizziness medical attention. DO NOT Nausea ATTEMPT CPR. Inhalation Burning sensation Remove to fresh air. Get (high concentrations & prolonged exposure) Unconsciousness medical attention Convulsions immediately. DO NOT Coma ATTEMPT CPR. Death Ingestion Digestive tract burn DO NOT INDUCE Abdominal pain VOMITING. Seek medical Vomiting attention. Large doses can cause death Eyes Severe eye irritant Rinse eyes with water for at Blurred Vision least 15 minutes. Seek Redness, swelling, eye burns medical attention. Skin Skin irritant Wash skin with water for 15 Burning/discomfort minutes. Remove Ulcers contaminated clothing and Skin burns shoes. Seek medical attention . Contra Costa RMP/CalARP Companies that Use, Store or Manufacture this Chemical 2 Electroforming Company Web Sites on the Internet US Environmental -
War Gases .Pdf
yh&% .*i From the collection of the m Prejinger h v Jjibrary San Francisco, California 2007 THE WAR GASES WAR GASES Their Identification and Decontamination BY MORRIS B. JACOBS, Ph.D. Food, Drug and Insecticide Admin. U. S. Dept. of Agr. 1927 Chemist Department of Health, City of New York, 1928. Formerly, Lt. U. S. Chemical Warfare Service Reserve INTERSCIENCE PUBLISHERS, INC. NEW YORK, N. Y.-1942 Copyright, 1942, by INTERSCIENCE PUBLISHERS, INC. 215 Fourth Avenue, New York, N. Y. Printed in U. S. A. by WAVERLY PRESS, BALTIMORE, MD. PREFACE Relatively little has been written in the United States of America on the subject of passive defense, or as we would put it, civilian defense against poison gas. One of the very first steps in defense of this nature is a system for the detection, the sampling and the identification of the chemical war- fare agents, and the decontamination of areas and materials polluted by them. It is the aim of this book to present these subjects so that the informa- tion given will be useful to the gas identification officer, the war gas chemist, the decontamination officer, and the health officer. While this book was written primarily for the aforementioned officers, Chapters I, II, III, part of IV and VII should prove of value to the air raid warden and, in general, to all persons dealing with the above mentioned phases of gas defense. It is written so that it can be used for the training of gas identifi- cation officers, as a manual by chemists and decontamination officers, and as a source of information on the analytical chemistry of the war gases. -
SAFETY DATA SHEET Nonflammable Gas Mixture: Cyanogen Chloride 1-999Ppm / Nitrogen 99%
SAFETY DATA SHEET Nonflammable Gas Mixture: Cyanogen Chloride 1-999ppm / Nitrogen 99% Section 1. Identification GHS product identifier : Nonflammable Gas Mixture: Cyanogen Chloride 1-999ppm / Nitrogen 99% Other means of : Not available. identification Product use : Synthetic/Analytical chemistry. SDS # : 012226 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. -
Recent Advances in Cyanamide Chemistry: Synthesis and Applications
molecules Review Recent Advances in Cyanamide Chemistry: Synthesis and Applications M. R. Ranga Prabhath, Luke Williams, Shreesha V. Bhat and Pallavi Sharma * School of Chemistry, Joseph Banks Laboratories, University of Lincoln, Lincoln LN6 7DL, UK; [email protected] (M.R.R.P.); [email protected] (L.W.); [email protected] (S.V.B.) * Correspondence: [email protected]; Tel.: +44-015-2288-6885 Academic Editor: Margaret A. Brimble Received: 9 March 2017; Accepted: 7 April 2017; Published: 12 April 2017 Abstract: The application of alkyl and aryl substituted cyanamides in synthetic chemistry has diversified multi-fold in recent years. In this review, we discuss recent advances (since 2012) in the chemistry of cyanamides and detail their application in cycloaddition chemistry, aminocyanation reactions, as well as electrophilic cyanide-transfer agents and their unique radical and coordination chemistry. Keywords: cyanamide; synthesis; aminocyanation; cycloaddition; electrophilic cyanation; radical reaction; coordination chemistry 1. Introduction Cyanamide enjoys a rich chemical history, which can be traced to its unique and chemically promiscuous nitrogen-carbon-nitrogen (NCN) connectivity. The chemistry of the nitrile-substituted amino-group of the ‘cyanamide-moiety’ is dominated by an unusual duality of a nucleophilic sp3-amino nitrogen and an electrophilic nitrile unit. The reported use of unsubstituted cyanamide (NH2CN) and metal cyanamides (MNCN, where M = metal) date back as far as the late 19th century, where the likes of calcium cyanamide (CaNCN) was used as a fertilizer, and later as source of ammonia and nitric acid, which fueled the industrial production of metal cyanamides. In contrast, the reported use of the corresponding substituted organic cyanamides (RNHCN or RR’NCN) gathered pace only in more recent years.