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Name	CYANOGEN CHLORIDE	EINECS	208-052-8
CAS No.	506-77-4	Density	1.234 g/cm³
PSA	23.79000	LogP	0.70628
Solubility	soluble in water, alcohol, ether	Melting Point	6.5ºC
Formula	CCl N	Boiling Point	13.8 °C at 760 mmHg
Molecular Weight	61.4707	Flash Point	°C
Transport Information	UN 1589	Appearance	Colorless, liquid /gas
Safety		Risk Codes	T:Toxic;
Molecular Structure		Hazard Symbols
Synonyms	Cyanogenchloride (8CI); Chlorine cyanide; Chlorine cyanide (ClCN); Chlorocyan;Chlorocyanide; Chlorocyanide (ClCN); Chlorocyanogen; Cyanochloride (CNCl);Cyanogen chloride (ClCN)	Article Data	239

CYANOGEN CHLORIDE Synthetic route

: 7677-24-9
trimethylsilyl cyanide

A: 75-77-4
chloro-trimethyl-silane

B: 506-77-4
cyanogen chloride

C S, SO2: S, SO2

Conditions

Conditions	Yield
With thionyl chloride at 30 - 40℃; Product distribution; oth. reagent (SO2Cl2);	A 100% B 45% C n/a

: 460-19-5
ethanedinitrile

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With chlorine In water (CN)2/Cl2 = 1:1, at 560°C, in 10% CaCl2 soln.; cool and crystn. at -10°C;	100%
With chlorine In gas at 900K;	93%
With chlorine In gas at 1100K;	89%

: 773837-37-9
sodium cyanide

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With chlorine In water continuous method, 15% NaCN soln.;	98.4%
With chlorine In neat (no solvent) alkali cyanides, liquid Cl2 mixed in autoclave at -30°C;	95%
With chlorine In hydrogenchloride at 0°C; distn.;	90%

: dipotassium tetracyanozincate(II)

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
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;	98%
With chlorine In not given byproducts: ZnCl2, KCl; at 0-5°C; product sepd. below 45°C;
With Cl2 In not given byproducts: ZnCl2, KCl; at 0-5°C; product sepd. below 45°C;
With Cl2 In not given byproducts: ZnCl2, KCl; at 0-5°C; product sepd. below 45°C;

: 2Na(1+)*{Zn(CN)4}(2-)=Na2{Zn(CN)4}

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With chlorine In water byproducts: NaCl, ZnCl2; in suspension, 60-90 min. at room temp.; drying above CaCl2 and freezing with ice/NaCl or CO2/acetone mixt.; >99.9% pure;	98%
With chlorine In not given byproducts: ZnCl2, NaCl; at 0-5°C; product sepd. below 45°;
With Cl2 In not given byproducts: ZnCl2, NaCl; at 0-5°C; product sepd. below 45°;
With Cl2 In not given byproducts: ZnCl2, NaCl; at 0-5°C; product sepd. below 45°;

: Ca(2+)*Zn(CN)4(2-)=CaZn(CN)4

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With chlorine In water byproducts: CaCl2, ZnCl2; in suspension, 60-90 min. at room temp.; drying above CaCl2 and freezing with ice/NaCl or CO2/acetone mixt.; >99.9% pure;	98%
With chlorine In not given byproducts: ZnCl2, CaCl2; at 0-5°C; product sepd. below 45°C;
With Cl2 In not given byproducts: ZnCl2, CaCl2; at 0-5°C; product sepd. below 45°C;
With Cl2 In not given byproducts: ZnCl2, CaCl2; at 0-5°C; product sepd. below 45°C;

: 57-12-5
cyanide(1-)

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With chlorine In tetrachloromethane with alkali cyanides, under 3°C;	98%
With chlorine In neat (no solvent) alkali cyanides, at -18°C;	85%
With chlorine In neat (no solvent) alkali cyanides mixed with sand at 3°C;	80%
With chlorine In tetrachloromethane alkali cyanides, at 0°C;
With hydrogenchloride In not given

: 330660-35-0
silver cyanide

: 7791-21-1
hypochlorous anhydride

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
In neat (no solvent) in closed U-tube, at room temp., AgCN free from water; fract. distn. at -78°C; pure prod.;	95%

: 74-90-8
hydrogen cyanide

: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide; iron(III) In water at 50-65°C, continuous method;	90%
With hydrogenchloride; dihydrogen peroxide; copper(II) ion In water at 50-65°C, continuous method;	90%
With dihydrogen peroxide In water at 30°C;	15%

: 57-12-5
cyanide(1-)

A: 74-90-8
hydrogen cyanide

B: 506-77-4
cyanogen chloride

Conditions

Conditions	Yield
With chlorine In hydrogenchloride alkali cyanides, pH=9;	A n/a B 90%

CYANOGEN CHLORIDE Chemical Properties

Cyanogen chloride(506-77-4) is linear, triatomic pseudohalogen. Carbon and chlorine are linked by a single bond, and carbon and nitrogen by a triple bond.
Molecular Formula: CClN.
Molecular Structure:

.
Molecular Weight: 61.47.
Density: 1.234 g/cm³.
Melting Point: 6.5 ℃.
Boiling Point: 13.8 ℃ at 760 mmHg.
Solubility: soluble in water, alcohol, ether.
Appearance: Colorless, liquid /gas.

CYANOGEN CHLORIDE Uses

Cyanogen chloride(506-77-4) is widely used in biochemical analysis and preparation. Cyanogen chloride(506-77-4) is a common useful reagent in organic synthesis.For example, It is a precursor to the sulfonyl cyanides and chlorosulfonyl isocyanate.

CYANOGEN CHLORIDE Production

Cyanogen chloride(506-77-4) is produced by the oxidation of sodium cyanide with chlorine. This reaction proceeds via the intermediate cyanogen ((CN)₂).
NaCN + Cl₂ → ClCN + NaCl .

CYANOGEN CHLORIDE Toxicity Data With Reference

1.	eye-hmn 100 mg/m3/2M SEV	BJEPA5 British Journal of Experimental Pathology. 33 (1946),241.
2.	ihl-hmn TCLo:10 mg/m3:EYE	WHOTAC World Health Organization, Technical Report Series. (1211 Geneva, 27, Switzerland)
3.	ihl-man TCLo:2 g/m3:SKN	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB158-508 .
4.	ihl-rat LC50:5400 mg/m3/3M	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB158-508 .
5.	ihl-mus LC50:3 g/m3/30S	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB158-508 .
6.	scu-mus LDLo:39 mg/kg	27ZWAY Heffters Handbuch der Experimentelle Pharmakologie.
7.	ihl-dog LC50:3800 mg/m3/1M	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB158-508 .
8.	scu-dog LDLo:5 mg/kg	HBAMAK Abdernaldens Handbuch der Biologischen Arbeitsmethoden. 4 (1935),1341.
9.	ihl-mky LC50:4400 mg/m3/1M	NTIS**

CYANOGEN CHLORIDE Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

CYANOGEN CHLORIDE Safety Profile

Poison by ingestion, subcutaneous, and possibly other routes. Toxic by inhalation. Human systemic effects by inhalation: lachrymation, conjunctiva irritation, and chronic pulmonary edema or congestion. A primary irritant. A severe human eye irritant. An insecticide. Flammable when exposed to heat or flame. When heated to decomposition or on contact with water or steam, it will react to produce highly toxic and corrosive fumes of Cl⁻, CN⁻, and NO_x. See also other cyanogen entries, CYANIDE, and CHLORIDES.

CYANOGEN CHLORIDE Standards and Recommendations

OSHA PEL: CL 0.3 ppm
ACGIH TLV: CL 0.3 ppm
DOT Classification: 2.3; Label: Poison Gas, Flammable Gas