2208-89-1

Basic information

• Product Name: cyanourea
• Synonyms: cyanourea;N-Cyanourea
• CAS NO: 2208-89-1
• Molecular Formula: C₂H₃N₃O
• Molecular Weight: 85.06472
• EINECS: 218-633-8
• Mol File: 2208-89-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 163.2 °C at 760 mmHg
• Flash Point: 52.5 °C
• Appearance: /
• Density: 1.317 g/cm³
• CAS DataBase Reference: cyanourea(CAS DataBase Reference)
• NIST Chemistry Reference: cyanourea(2208-89-1)
• EPA Substance Registry System: cyanourea(2208-89-1)

Safety Data

• Hazardous Substances Data: 2208-89-1(Hazardous Substances Data)

Usage

Description

Cyanourea, also known as cyanoguanidine or dicyandiamide, is a chemical compound with the formula C2H4N4. It is a white, crystalline solid that is soluble in water and polar organic solvents.

Uses

Used in Epoxy Resin Industry:
Cyanourea is used as a curing agent for epoxy resins, which enhances the cross-linking and hardening process, improving the mechanical and thermal properties of the final product.
Used in Melamine-Formaldehyde Resin Production:
Cyanourea is utilized in the production of melamine-formaldehyde resins, contributing to the formation of thermosetting plastics with excellent heat resistance and dimensional stability.
Used in Pharmaceutical Synthesis:
Cyanourea serves as a key intermediate in the synthesis of various pharmaceuticals, playing a crucial role in the development of new drugs and medications.
Used in Dye and Agricultural Chemical Industries:
Cyanourea is employed in the synthesis of dyes and agricultural chemicals, providing essential building blocks for the creation of a wide range of colorants and agrochemicals.
Used in Flame Retardant Production:
Cyanourea is used in the production of flame retardants, which are incorporated into materials to reduce their flammability and improve fire safety.
Used in Fertilizer Industry:
Cyanourea has applications in the production of fertilizers, contributing to the development of nutrient-rich products that support plant growth and agricultural productivity.
It is important to handle cyanourea with care, as it can be harmful if ingested, inhaled, or in contact with skin and eyes.

InChI:InChI=1/C2H3N3O/c3-1-5-2(4)6/h(H3,4,5,6)

Upstream product

• 127099-85-8 N-Cyanoguanidine 
• 448245-52-1 1-buthyl-3-methylimidazolium dicyanamide 
• 127099-85-8 dicyandiamide 
• 59221-06-6 5-amino-2H-1,2,4-thiadiazolin-3-one 
• 7647-01-0 hydrogenchloride 
• 51342-29-1 dicyanamide; silver (I)-compound with silver (I)-chloride 
• 23228-74-2 2-thiobiuret 
• 31857-31-5 N¹,N²-dimethylcyanoguanidine 
• 504-66-5 dicyandiamide 
• 590-28-3 potassium cyanate 
• 420-04-2 CYANAMID 

Downstream Products

• 6826-24-0 5-phenyl-oxazol-2-ylamine 
• 68101-28-0 4-(4-methoxyphenyl)oxazol-2-amine 
• 108-19-0 BIURET 
• 7664-41-7 ammonia 
• 113-00-8 guanidine nitrate 
• 420-05-3 cyanic acid 
• 420-04-2 CYANAMID 
• 6826-26-2 5-(4-bromophenyl)-1,3-oxazol-2-amine 
• 23228-74-2 2-thiobiuret 
• 108-79-2 4,6-dimethylpirimidin-2-one 

Relevant articles and documents

Improved synthesis, antibacterial activity and potential carcinogenicity of 5-amino-1,2,4-thiadiazol-3(2H)-one

This paper reports on the preparation of 5-amino-1,2,4-thiadiazol-3(2H)- one, a sulfur-containing analogue of cytosine with the -CH=CH- group between the positions 5 and 6 of the pyrimidine ring-replaced by the divalent sulfur (-S-). Improved procedures for the preparation of thiobiuret, some of its methyl derivatives and 5-amino-1,2,4-thiadiazol-3(2H)-one are documented. Thiobiuret and its N-methyl derivatives were obtained by addition of hydrogen sulfide to the respective 1-cyanoureas. Subsequent oxidation of thiobiuret with hydrogen peroxide in alkaline medium produced 5-amino-1,2,4-thiadiazol-3(2H)-one. This substance was traced back converted to the starting thiobiuret by reaction with cysteine hydrochloride. Alkaline degradation of thiadiazol led to the formation of 1-cyanourea isolated as its silver salt. An investigation of the thiadiazol biological activities has shown that it inhibits the growth of E. coli by 10% at 8.5 μM concentrations, but exhibited no cytostatic activity in L1210, HeLa S3 and HL-60 cell lines. Potential carcinogenicity of the prepared compounds was determined by a DC polarographic method. While the values of the parameter of carcinogenicity for all intermediates indicate only marginal carcinogenic potential, the value of the parameter of carcinogenicity for the thiadiazole indicates possible carcinogenicity of this compound.

ACID-CATALYSED HYDROLYSIS OF CYANAMIDES: ESTIMATES OF CARBODI-IMIDE BASICITY AND TAUTOMERIC EQUILIBRIUM CONSTANT BETWEEN CARBODI-IMIDE AND CYANAMIDE

N-cyanourea is demonstrated as an intermediate in the hydrolysis of dicyanamide which is shown to react as its carbodi-imide tautomer.The hydrolysis of N-cyanourea, dicyanamide, and NN'-dimethylcyanoguanidine is specific acid-catalysed.Generaln acid catalysis is demonstrated for ht e hydrolysis of NN'-dimethylcyanoguanidine and is considered to be specific acid-nucleophilic.Assuming the carbodi-imide mechanism also holds for hte specific acid catalysed hydrolysis of cyanamide the tautomeric equilibrium constant for formation of ht eparent carbodi-imide in water at 25 deg C is estimated to be have a value within one unit of zero.Rate constant are reported for alkaline hydrolysis of cyanamides.