Cyanamide

Base Information

• Chemical Name: Cyanamide
• CAS No.: 420-04-2
• Deprecated CAS: 32729-71-8,65931-45-5,65931-45-5
• Molecular Formula: CH2N2
• Molecular Weight: 42.0403
• Hs Code.: 29269090
• European Community (EC) Number: 205-861-8,206-992-3
• ICSC Number: 0424
• NSC Number: 267195,24133
• UN Number: 2811,1403
• UNII: 21CP7826LC
• DSSTox Substance ID: DTXSID9034490
• Nikkaji Number: J2.584D
• Wikipedia: Cyanamide,Calcium cyanamide
• Wikidata: Q414555
• NCI Thesaurus Code: C76744
• Metabolomics Workbench ID: 50601
• ChEMBL ID: CHEMBL56279
• Mol file: 420-04-2.mol

Synonyms:Abstem;Calcium Carbimide;Calcium Cyanamide;Calcium Cyanamide, Citrated;Calcium Salt Cyanamide;Carbimide;Carbimide, Calcium;Citrated Calcium Cyanamide;Colme;Cyanamide;Cyanamide, Calcium;Cyanamide, Calcium (1:1) Salt;Cyanamide, Calcium (2:1) Salt;Cyanamide, Calcium Salt;Cyanamide, Citrated Calcium;Temposil

Chemical Property of Cyanamide

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 1Pa at 24.95℃
• Melting Point: 45-46 °C(lit.)
• Refractive Index: 1.405
• Boiling Point: 258.5 °C at 760 mmHg
• PKA: 1.1(at 29℃)
• Flash Point: 1.2 °C
• PSA: 49.81000
• Density: 0.998 g/cm³
• LogP: 0.12648
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: ethanol: soluble10%, clear to hazy, colorless to faintly yellow
• Water Solubility.: 775 g/L
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 42.021798072
• Heavy Atom Count: 3
• Complexity: 29.3
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Cyanamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 21-25-36/38-43
• Safety Statements: 3-22-36/37-45-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Cyanamides
• Canonical SMILES: C(#N)N
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes and skin. The substance is irritating to the respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Animal tests show that this substance possibly causes toxicity to human reproduction or development.
• 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. In Europe, cyanamide is used as a fertilizer, weed killer, and defoliant. In North America, these applications have been practically discontinued. It is also used to produce cationic starch and calcium cyanide, dicyandiamide, and melamine. New uses include intermediates for pesticides; detergents; medicines such as antihistamines, hypertension, sedatives, and contraceptives; photography industry; additive for fuels and lubricants; paper preservative; and cement additive. Dormex is a common rest-breaking agent applied in spring to stimulate uniform opening of buds. Cyanamide has been tested as an effective and welltolerated pharmacological adjunct to treat alcohol-dependent patients. It is a potent aldehyde dehydrogenase inhibitor, and alters cholinergic function in the frontal cortex and hippocampus of rats exposed to ethanol. Fumigants, metal cleaners, production of synthetic rubber, chemical synthesis Cyanamide is commonly used in liquid solution and is expected to be soluble in water, ether, benzene, acetone, phenols, amines, ketones, and alcohols. It is used mainly in agriculture as a restbreaking agent and in pharmaceutical industries in the production of antihistamines, antihelminthics, and many other drugs.
• Description: Cyanamide and its salts are used on various occasions, such as in chemistry, in anti-rust solutions or in drugs for treating alcoholism (Come).

Technology Process of Cyanamide

There total 253 articles about Cyanamide 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: 100.0%

thiourea (17356-08-0) → CYANAMID (420-04-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 1h; Reagent/catalyst; Solvent;

DOI:10.1039/c7nj03527f

Reference yield: 92.0%

calcium cyanamide (156-62-7) → CYANAMID (420-04-2)

Guidance literature:

With carbon dioxide; 40°C;

Reference yield:

water (7732-18-5) + thiourea (17356-08-0) → CYANAMID (420-04-2) + hydrogen bromide (10035-10-6,12258-64-9) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

upstream raw materials:

1-butylene

formaldehyd

propene

Melam

Downstream raw materials:

urea

tert-amylurea

carbamimidothioic acid methyl ester

N-cyano-N'-phenyl-formamidine

Refernces

• 1、 Guimon, C.,Khayar, S.,Gracian, F.,Begtrup, M.,Pfister-Guillouzo, G.. "". . p. 157 - 172. Retrieved 1989.
• 2、 Fuller,Lieber,Smith. "-". . p. 1151. Retrieved 1937.
• 3、 Buchanan, G. H.,Barsky, G.. "-". . p. 195 - 206. Retrieved 1930.
• 4、 Fenton. "-". . . Retrieved 1882.
• 5、 Stephen, W. I.,Townshend, A.. "". . . Retrieved 1966.
• 6、 Werner. "-". . p. 1325. Retrieved 1916.
• 7、 Liu, Ziwei,Wu, Long-Fei,Bond, Andrew D.,Sutherland, John D.. "Photoredox chemistry in the synthesis of 2-aminoazoles implicated in prebiotic nucleic acid synthesis". supporting information. p. 13563 - 13566. Retrieved 2020/11/17.
• 8、 Qiao, Chenxia,Jia, Wenlan,Zhong, Qiming,Liu, Bingyu,Zhang, Yifu,Meng, Changgong,Tian, Fuping. "MOF-Derived Cu-Nanoparticle Embedded in Porous Carbon for the Efficient Hydrogenation of Nitroaromatic Compounds". . p. 3394 - 3401. Retrieved 2020/05/19.