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420-04-2

420-04-2 Structure

420-04-2 Structure
IdentificationBack Directory
[Name]

Cyanamide
[CAS]

420-04-2
[Synonyms]

CARBODIIMIDE
CYANAMID
CYANAMIDE
CYANAMIDE F1000
CYANAMIDE L500
HYDROGEN CYANAMIDE
alzogur
Amidocyanogen
carbamonitrile
carbodiamide
Cyanoamine
Cyanogen nitride
Cyanogenamide
cyanogennitride
H2NCN
hydrogencyanamid
N-Cyanoamine
tsaks
USAF ek-1995
usafek-1995
[EINECS(EC#)]

206-992-3
[Molecular Formula]

CH2N2
[MDL Number]

MFCD00007572
[Molecular Weight]

42.04
[MOL File]

420-04-2.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline solid
[mp ]

45-46 °C(lit.)
[bp ]

83 °C0.5 mm Hg(lit.)
[density ]

1,282 g/cm3
[refractive index ]

1.405
[Fp ]

>230 °F
[storage temp. ]

2-8°C
[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.
[Water Solubility ]

775 g/L
[Sensitive ]

Hygroscopic
[Detection Methods]

CHN
[Merck ]

14,2684
[BRN ]

1732569
[CAS DataBase Reference]

420-04-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Cyanamide(420-04-2)
[Storage Precautions]

Moisture sensitive
[EPA Substance Registry System]

420-04-2(EPA Substance)
Questions And AnswerBack Directory
[Physicochemical property]

Cyanamide is also called hydrogen cyanamide,urine anhydride, its scientific name is amino nitrile. It is white orthogonal series crystals, in a diamond shaped, colorless, easy moisture. Melting point is 42℃, boiling point is 83℃ (50.66kPa), vapor pressure is (20℃) is 500MPa. Cyanamide is high solubility in water and weak acid, and completely miscible in water of 43℃. It is soluble in benzene and phenol, alcohols, amines, ethers, ketones, slightly soluble in benzene, halogenated hydrocarbons, but insoluble in epoxy ethane, cyclohexane. Solubility (20℃ ): water 4.59kg/L, methyl ethyl ketone 505g/kg, acetic acid ethyl ester 424g/kg, octanol 288g/kg, chloroform 2.4 g/kg. It can volatilize with water vapor, so it can dissolve in a series of solvents. In polar organic solvent, solubility is large, and in non-polar solvents is smaller. Crystal cyanamide is not stable, large polarity. Due to the cyanamide molecular structure containing the cyano and amino, both of which are active groups, it has the functional groups of the multiple reaction performance, prone to addition, substitution, condensation reaction. It is stable to light. It decomposites to dicyandiamide and polymers in alkali, and decomposites to urea in acid. It decompose when heated to 180℃. Product has four kinds of crystal of 25%, 40%, 50% and 90%. 25% of cyanamide solution is mainly used for creatine production, 50% and 90% of cyanamide solutions are mainly used for producing methylene urea pharmaceutical intermediates.
Three-dimensional structure of cyanamide
Figure 1 Three-dimensional structure of cyanamide
[Main application]

1. Important pharmaceutical raw material
Cyanamide is mainly used for the production of hydrochloric acid cytarabine, dye intermediate 3-amino-5-hydroxy-1,2,4-nitrogen azole, cyanide urea amine, melamine methyl carbamate, cyanide urine amide, thiourea, carbendazim. It is also raw material for preparation of organic guanidine, then the product pharmaceutical barbituric acid, sulfa drugs and guanidine salt, etc. It can also be used for production anticancer drugs of fluorouracil in medicine. Cyanamide calcium salt can be used for clinical treatment of alcoholism and anthelmintic action.
2. Raw materials for chemical pesticides
2.1 Cyanamide can be used as chemical raw materials of no residue, low toxicity, broad-spectrum pesticide, and can also be used for production of antibacterial agent such as carbendazim, benzene benomyl, methyl mepanipyrim and mepanipyrim, Pirimicarb, pyrimidinoxy phosphorus, herbicide Chlorsulfuron, Metsulfuron methyl, Metsulfuron methyl ethyl, long ether tribenuron methyl and bensulfuron methyl and pyrazole ethyl, hexazinone, etc. It has the significance of technological innovation for pesticide production, solves the environmental pollution while the general pesticide production enterprises can be difficult to solve the problem using calcium cyanamide in the production of pesticide. So using cyanamide can save equipment investment, reduce production costs.
2.2 In recent years, cyanamide is used as off leaf agents, herbicides and pesticides in abroad, but also can be used as pesticide, and cyanamide has a certain of nitrogen application effect. Cyanamide solution was used as a defoliant, non-toxic pesticides for fruit trees in abroad.
2.3 The cyanamide in agriculture can be used as plant growth regulators, with both pesticidal and bactericidal effects. Directly sprayed on crops, can effectively inhibit the activity of catalase in plants, accelerate plant oxidative pentose phosphate (PPP) circulation, thus speeding up the generation of basic substances in plants, play a role in the regulation of growth. The field efficacy trials showed that It can regulate the growth and increase production of cherries and grapes. Before 15 to 20 days in grape germination, it sprayed evenly on the branches, uniform of a drug on bud eye, can advance germination of 7 to 10 days. For early flowering, full flowering stage, coloring period and mature period, using it can aslo advance early. At the same time it is good dormancy terminating agent in the production of kiwi, cherries, grapes. it sprayed evenly on bud eye in the dormant period, it can break the dormancy period, can be early germination, early flowering, early mature and early on the market. It can significantly improve the yield, change fruit fleshy and improve the quality of varieties.
[Excellent flame retardant materials]

The cyanamide is mainly used for production of flame retardant agent such as o-methyl isourea, creatine, guanidine phosphate. At the same time, as a kind of flame retardant material with excellent performance, cyanamide polyols and polyether solution are used for production of polyurethane, can significantly improve the flame retardancy of polyurethane material, which is a new type of fine chemical new materials.
[Fixing material]

The materials from the two polymer fixing agent melamine dicyandiamide can be used in the production of fixing agent Y, fixing agent G, fixing agent M and fixing agent B. Reaction product of cyanamide, poly formaldehyde and acid copper is fixing agent B, which is gray powder, can be used for direct dyes and staining after treatment. 30.9 copies of diethylenetriamine and 24.8 dicyandiamide react under 100℃, then reaction again in 155 ℃, after 5h cooling, crushing to obtain colorless powder. It is a kind of formaldehyde-free fixing agent, low cost, having a development promising as green products.
[Toxicity]

1. It has the skin irritation and corrosive, can lead to severe dermatitis, the person suction can cause mucosal irritation, transient flushing, headache, dizziness, shortness of breath, tachycardia and hypertension and other symptoms.
2. Mutagenicity test: mild irritation to rabbit skin and eye severe stimulation, the drug of guinea pig skin allergic reaction test is attenuated sensitive drugs.
3.The effect maximum dose is 0.2mg/kg/d in rats with 90d sub chronic feeding experiment. Cyanamide drug and 50% aqueous solution are medium toxicity. Please use it to Caution!
[Chemical property]

Pure cyanamide is a transparent liquid, m.p.-115℃, b.p.-8.5℃, soluble in alcohols, phenols, amines, ethers, easily soluble in benzene, alkyl halides, 77.5% of it is soluble in water of 15℃. The high concentration of cyanamide is not stable, easy polymerization, often adding stabilizer. General merchandise for 50% of cyanamide solution, n20D 1.4050, the relative density is 1.082.
[Uses]

1.Cyanamide is an important intermediate of pesticide. It can also be used for production of antibacterial agent such as carbendazim, benzene benomyl, methyl mepanipyrim and mepanipyrim, Pirimicarb, pyrimidinoxy phosphorus, herbicide Chlorsulfuron, Metsulfuron methyl, Metsulfuron methyl ethyl, long ether tribenuron methyl and bensulfuron methyl and pyrazole ethyl, hexazinone, etc.
2. In the pharmaceutical industry, it is used as a raw material for the production of hydrochloric acid. It is also used for the production intermediates of 3-amino-5-hydroxyl-1,2,4-triazol in the dye industry. In addition, for organic synthesis and plastic raw materials, it can be used for production of cyanuric amide, dicyandiamide, cyanide methyl carbamate etc.
3.Cyanamide liquid is used for industrial raw materials, pharmaceutical intermediates, agricultural pesticides, fertilizer, plant growth regulator, food additives etc.
4. Used in the production of materials such as urine.
[Methods of production]

1.It is gotten by the reaction of lime nitrogen with sulphuric acid。
The preparation method is based on the lime nitrogen as raw material, reaction with sulfuric acid is made. In the reactor, the water is putted, with ice water cooling, lime nitrogen input, the temperature was kept between 0 to 15℃, dropping 5% of sulfuric acid solution, adjusting the pH = 6 and holding 20 min. Then filtration, washing, and then return to a reaction kettle, added lime nitrogen, repeat the above operation 2 times, the obtained filtrate is through membrane thickening, keeping a certain temperature, concentrated content reached 50%~55%, Cyanamide solution of 50% is obtained.
Reaction equation: CaCN2+H2O+H2SO4-> NH2CN+CaSO4
2. Urea process。
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

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 ]

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 label where possible) .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

2
[RTECS ]

GS5950000
[HazardClass ]

8
[PackingGroup ]

III
[Hazardous Substances Data]

420-04-2(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

SULFURIC ACID-->Calcium cyanamide
[Preparation Products]

Bensulfuron methyl -->L-Alanine-->Dicyanodiamide-->DL-Alanine-->Aminoguanidine bicarbonate-->1-Methyl-3-nitro-1-nitrosoguanidine-->2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride-->FORMAMIDINE HYDROCHLORIDE-->Oxazole-2-amine-->IMINOCTADINE TRIACETATE-->2,5-Diaminopyrimidine-->4-AMINO-2-CHLOROPYRIMIDINE-5-CARBONITRILE-->N-Cyanoimido-S,S-dimethyl-dithiocarbonate-->2-AMINO-4-METHYLOXAZOLE-->1H-1,2,4-TRIAZOLE-1-CARBOXAMIDINE MONOHYDROCHLORIDE-->Triazol-3-amine-->CHLOROFORMAMIDINE HYDROCHLORIDE-->2,4-DIAMINO-1,3,5-TRIAZINE-->Diphenyl N-cyanocarbonimidate
Hazard InformationBack Directory
[General Description]

Colorless deliquescent crystals. Mp: 45°C; bp: 260°C. Density: 1.282 g cm-3. Quite soluble in water (77 g/100 g solution at 15°C). Soluble in butanol, methyl ethyl ketone, ethyl acetate, alcohols, phenols, amines, ethers. Note: The term "CYANAMIDE(420-04-2)(420-04-2)" is also used to refer to the important compound calcium CYANAMIDE(420-04-2), which is a different chemical.
[Reactivity Profile]

CYANAMIDE is the amide of cyanic acid. Non-flammable but combustible (flash point: 140°C). Decomposes on warming above 49°C. Emits toxic fumes of CN-and NOx when heated to decomposition or on contact with acids or acid fumes (Hazardous Chemicals Desk Reference, p. 353 (1987)). Contact with moisture, acids or bases may cause a violent reaction at temperatures above about 40°C. Dry solid may polymerize at temperatures above 122°C. Rapid or explosive polymerization may occur during the evaporation of aqueous solutions. Reacts explosively with strong oxidizing agents and strong reducing agents. Attacks various metals (International Chemical Safety Card).
Spectrum DetailBack Directory
[Spectrum Detail]

Cyanamide(420-04-2)MS
Cyanamide(420-04-2)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Cyanamide, stabilized, 95%(420-04-2)
[Alfa Aesar]

Cyanamide, 98+%, stab.(420-04-2)
[Sigma Aldrich]

420-04-2(sigmaaldrich)
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