Cyanogen chloride

Base Information

• Chemical Name: Cyanogen chloride
• CAS No.: 506-77-4
• Molecular Formula: CCl N
• Molecular Weight: 61.4707
• Hs Code.: 2853002000
• European Community (EC) Number: 208-052-8
• ICSC Number: 1053
• UN Number: 1589
• UNII: 697I61NSA0
• DSSTox Substance ID: DTXSID4021551
• Nikkaji Number: J2.609C
• Wikipedia: Cyanogen chloride,Cyanogen_chloride
• Wikidata: Q415075
• NCI Thesaurus Code: C163643
• Mol file: 506-77-4.mol

Synonyms:cyanogen chloride

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Chemical Property of Cyanogen chloride

Chemical Property:

• Appearance/Colour: Colorless, liquid /gas
• Vapor Pressure: 1150mmHg at 25°C
• Melting Point: 6.5ºC
• Boiling Point: 13.8 °C at 760 mmHg
• Flash Point: °C
• PSA: 23.79000
• Density: 1.234 g/cm³
• LogP: 0.70628
• Water Solubility.: soluble H2O, ether, alcohol [MER06]
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 60.9719267
• Heavy Atom Count: 3
• Complexity: 31.3
• Transport DOT Label: Poison Gas Corrosive

Purity/Quality:

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Cyanides
• Canonical SMILES: C(#N)Cl
• Inhalation Risk: A harmful concentration of this gas in the air will be reached very quickly on loss of containment.
• Effects of Short Term Exposure: Lachrymation. The substance is severely irritating to the eyes, skin and respiratory tract. The substance may cause effects on the cellular respiration. This may result in convulsions and unconsciousness. Exposure could cause death. Medical observation is indicated. Inhalation may cause lung oedema. The effects may be delayed. Rapid evaporation of the liquid may cause frostbite.
• Description: Cyanide poisoning was first reported with the effects of extract of bitter almonds; then cyanide was identified and isolated from cherry laurel. Cyanogen chloride was first prepared in 1787 by the action of chlorine upon hydrocyanic acid (aka prussic acid) and was called ‘oxidized prussic acid.’ The correct formula for cyanogen chloride was first established in 1815. Cyanogen chloride was used in World War I in 1916.
• Uses: Cyanogen chloride is used in organic synthesis and as a military poisonous gas. Several benzene derivatives react with chloramine or with hypochlorous acid in the presence of ammonium ion to form cyanogen chloride (Maeda et al. 1987). In chemical synthesis. Military poison gas. Organic synthesis; poison gas used by military

Technology Process of Cyanogen chloride

There total 138 articles about Cyanogen chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.4%

sodium cyanide (773837-37-9) → cyanogen chloride (506-77-4)

Guidance literature:

With chlorine; In water; continuous method, 15% NaCN soln.;

Reference yield: 98.0%

cyanide(1-) (57-12-5) → cyanogen chloride (506-77-4)

Guidance literature:

With chlorine; In tetrachloromethane; with alkali cyanides, under 3°C;

DOI:10.1021/ja02229a011

Reference yield: 98.0%

dipotassium tetracyanozincate(II) → cyanogen chloride (506-77-4)

Guidance literature:

With chlorine; In water; byproducts: KCl, ZnCl2; in suspension, 60-90 min. at room temp.; drying above CaCl2 and freezing with ice/NaCl or CO2/acetone mixt.; >99.9% pure;

upstream raw materials:

1,2-dichloro-1,1,2,2-tetranitroethane

potassium cyanide

hydrogen cyanide

Thiocyanate

Downstream raw materials:

2-chloroethyl carbamate

1,2-bis(thiocyanato)ethane

2-methyl-2-butylamine

chlorobenzene

Refernces

• 1、 Crowther, Andrew C.,Carrier, Stacey L.,Preston, Thomas J.,Crim, F. Fleming. "Time-resolved studies of CN radical reactions and the role of complexes in solution". . p. 12081 - 12089. Retrieved 2008.
• 2、 Jennings, W. L.,Scott, W. B.. "". . p. 1241 - 1248. Retrieved 1919.
• 3、 Kanda, Kazuhiro,Kono, Mitsuhiko,Nagata, Takashi,Hiraya, Atsunari,Tabayashi, Kiyohiko,Shobatake, Kosuke. "Photodissociation spectroscopy of CICN in the vacuum ultraviolet region". . p. 369 - 378. Retrieved 2000.
• 4、 Wallington, Timothy J.,Ball, James C.. "". . p. 187 - 194. Retrieved 1995.
• 5、 Badger, R. M.,Woo, S.-C.. "". . p. 2572 - 2577. Retrieved 1931.
• 6、 Rajasekar,Kadossov, Evgueni B.,Ward, Lucas,Baker, Jennifer Lee,Materer, Nicholas F.. "Adsorption chemistry of cyanogen bromine and cyanogen chlorine on silicon(100)". . p. 7726 - 7732. Retrieved 2003.
• 7、 Herron,Dibeler. "". . p. 1555,1556. Retrieved 1960.
• 8、 -. "METHOD FOR PRODUCING CYANOGEN-HALIDE, CYANATE ESTER COMPOUND AND METHOD FOR PRODUCING THE SAME, AND RESIN COMPOSITION". Paragraph 0299. . Retrieved 2015/12/09.