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Cyanamide

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Name

Cyanamide

EINECS 206-992-3
CAS No. 420-04-2 Density 0.998 g/cm3
PSA 49.81000 LogP 0.12648
Solubility 775 g/L in water Melting Point 45-46 °C(lit.)
Formula CH2N2 Boiling Point 258.5 °C at 760 mmHg
Molecular Weight 42.0403 Flash Point 1.2 °C
Transport Information UN 2811 6.1/PG 3 Appearance white crystalline solid
Safety 3-22-36/37-45 Risk Codes 21-25-36/38-43
Molecular Structure Molecular Structure of 420-04-2 (Cyanamide) Hazard Symbols
Synonyms

Alzogur;Amidocyanogen;Carbamonitrile;Carbimide;Cyanoamine;Cyanogen nitride;Cyanogenamide;Deurbraak;Dormex;Hydrogen cyanamide;N-Cyanoamine;NSC 24133;TsAKS;

Article Data 297

Cyanamide Synthetic route

17356-08-0

thiourea

420-04-2

CYANAMID

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; triethylamine In dimethyl sulfoxide at 20℃; for 1h; Reagent/catalyst; Solvent;100%
With mercury(II) oxide
With lead(II) hydroxide on calcium carbonate
55986-20-4

N-(p-tolylsulfonyl)dibenzylselenimide

17356-08-0

thiourea

A

420-04-2

CYANAMID

B

1842-38-2

dibenzyl selenide

C

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
In methanol for 0.5h; Mechanism; Ambient temperature;A 72%
B 98%
C 98%
71150-48-6

N-phenylsulfonyl-Te,Te-diphenyltellurimide

A

98-10-2

benzenesulfonamide

B

420-04-2

CYANAMID

C

1202-36-4

diphenyl telluride

Conditions
ConditionsYield
With thiourea In acetonitrile Ambient temperature;A 95%
B 74%
C 97%
62486-35-5

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide

A

420-04-2

CYANAMID

B

4456-34-2

bis(4-methoxyphenyl)telluride

C

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With thiourea In acetonitrile Ambient temperature;A 75%
B 95%
C 90%
156-62-7

calcium cyanamide

420-04-2

CYANAMID

Conditions
ConditionsYield
With carbon dioxide 40°C;92%
With sulfuric acid
With nitric acid
71150-49-7, 140925-80-0, 140925-81-1

N-(trichloroacetyl)-di-(p-methoxyphenyl)tellurimide monohydrate

A

420-04-2

CYANAMID

B

594-65-0

trichloroacetamide

C

4456-34-2

bis(4-methoxyphenyl)telluride

Conditions
ConditionsYield
With thiourea In acetonitrile Ambient temperature;A 72%
B 90%
C 92%
156-62-7

calcium cyanamide

420-04-2

CYANAMID

Conditions
ConditionsYield
With carbon dioxide In methanol 40°C, 3 h; filtration, evapn. of solvent at 11 Torr;90%
With carbon dioxide In not given byproducts: CaCO3; leading of CO2, filtration of CaCO3, acidifying with acetic acid to pH=6; evapn. at 40°C and 10-20 Torr, cooling down to ambient temp., after concentration cooling down to 5-10°C, drying in vac.; dissolving in ether, filtration, evapn. of ether or pptn. with benzene, distillation at 85-87°C and 0.5 Torr;
With carbon dioxide byproducts: CaCO3; 30-32°C;
113-00-8

guanidine nitrate

420-04-2

CYANAMID

Conditions
ConditionsYield
With dinitrogen trioxide; sulfuric acid In not given cold soln. of guanidine in dild. H2SO4;70%
With H2SO4; N2O3 In not given cold soln. of guanidine in dild. H2SO4;70%
With cis-nitrous acid
55051-36-0

N-(diisopropoxyphosphinothioyl)thiourea

786-50-5

10-chloroacetylphenothiazine

A

92-84-2

10H-phenothiazine

B

420-04-2

CYANAMID

C

126588-17-8

[4-Oxo-thiazolidin-(2Z)-ylidene]-thiophosphoramidic acid O,O'-diisopropyl ester

D

126588-21-4

10-<<(diisopropoxyphosphinothioyl)thio>acetyl>phenothiazine

Conditions
ConditionsYield
With triethylamine In benzene 1) 80 deg C, 1.5 h, 2) 3 d room temp.;A n/a
B n/a
C n/a
D 53%
75-75-2

methanesulfonic acid

59579-33-8

bis(trimethylgermyl)carbodiimide

A

420-04-2

CYANAMID

B

79463-94-8

trimethylgermyl methylsulfonate

Conditions
ConditionsYield
In neat (no solvent) Ge-compound distilled into a vessel held at -196°C containing organic compound, mixture reacted at room temp. for 10 min; filtered in N2, volatiles removed in vac.;A n/a
B 50%

Cyanamide Chemical Properties

The Molecular Structure of Cyanamide (CAS NO.420-04-2):

Empirical Formula: CH2N2
Molecular Weight: 42.04 
IUPAC Name: cyanamide 
Appearance: white crystalline solid
Nominal Mass: 42 Da
Average Mass: 42.04 Da
Monoisotopic Mass: 42.021798 Da 
Index of Refraction: 1.396
Molar Refractivity: 10.13 cm3
Molar Volume: 42.1 cm3
Surface Tension: 45.3 dyne/cm
Density: 0.998 g/cm3
Flash Point: 1.2 °C
Enthalpy of Vaporization: 49.61 kJ/mol
Boiling Point: 258.5 °C at 760 mmHg
Vapour Pressure: 0.0137 mmHg at 25°C 
Storage temp: 2-8°C
Water Solubility: 775 g/L
Sensitive: Hygroscopic 
Product Categories: Pharmaceutical Intermediates;Inorganics;C1 to C5;Cyanides/Nitriles;Nitrogen Compounds 
Stability: Unstable - heat sensitive. Incompatible with strong oxidizing agents, strong reducing agents, bases, acids, iron and its salts, steel, brass, lead, moisture. Reacts with acids to produce very toxic gas 
InChI
InChI=1/CH2N2/c2-1-3/h2H2
Smiles
C(N)#N 
Synonyms: MeSH Heading ; Cyanamide [JAN] ; 4-03-00-00145 (Beilstein Handbook Reference) ; Alzogur ; Amidocyanogen ; BRN 1732569 ; Carbamonitrile ; Carbimide ; Caswell No. 485A ; Cyanoamine ; Cyanogen nitride ; Cyanogenamide ; Deurbraak ; Dormex ; EINECS 206-992-3 ; EPA Pesticide Chemical Code 014002 ; HSDB 1550 ; Hydrogen cyanamide ; N-Cyanoamine ; UNII-21CP7826LC    

Cyanamide Uses

 Cyanamide (CAS NO.420-04-2) is used as industrial raw materials, pharmaceutical, pesticide intermediates, agricultural fertilizers, plant regulators and food additives, etc.

Cyanamide Production

 Cyanamide (420-04-2) is produced by hydrolysis of calcium cyanamide, which in turn is prepared from calcium carbide via the Frank-Caro process. The main reaction exhibited by cyanamide involves additions of protic reagents. Water,  hydrogen sulfide , and hydrogen selenide add to give urea, thiourea, and selenourea, respectively.

Cyanamide Toxicity Data With Reference

1.    

orl-rat LD50:125 mg/kg

    MEIEDD    Merck Index. 10 (1983),383.
2.    

ihl-rat LCLo:86 mg/m3/4H

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,40.
3.    

skn-rat LD50:84 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,40.
4.    

ipr-rat LDLo:200 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 54 (1943),254.
5.    

ipr-mus LD50:200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
6.    

skn-rbt LD50:590 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,190.

Cyanamide Consensus Reports

 Cyanamide (420-04-2) is reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

Cyanamide Safety Profile

Hazard Codes: ToxicT
Risk Statements:  21-25-36/38-43 
R21: Harmful in contact with skin. 
R25: Toxic if swallowed. 
R36/38: Irritating to eyes and skin. 
R43: May cause sensitization by skin contact.
Safety Statements:  3-22-36/37-45
S3: Keep in a cool place. 
S22: Do not breathe dust. 
S36/37: Wear suitable protective clothing and gloves. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR:  UN 2811 6.1/PG 3
WGK Germany:  2
RTECS:  GS5950000
HazardClass:  8
PackingGroup:  III
Poison by ingestion, inhalation, and intraperitoneal routes. Moderately toxic by skin contact. Experimental reproductive effects. Combustible when exposed to heat or flame. .

Cyanamide Standards and Recommendations

OSHA PEL: TWA 2 mg/m3
ACGIH TLV: TWA 2 mg/m3

Cyanamide Specification

1、Fire Fighting Measures 
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.  Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
2、Handling and Storage 
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood. 
Storage: Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.) 
 

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