21561-99-9

Basic information

• Product Name: 1-METHYL-1-NITROSO-3-PHENYLUREA
• Synonyms: 1-METHYL-1-NITROSO-3-PHENYLUREA;NITROSOMETHYLPHENYLUREA;N-Methyl-N-nitroso-N'-phenylurea
• CAS NO: 21561-99-9
• Molecular Formula: C₈H₉N₃O₂
• Molecular Weight: 179.20
• Mol File: 21561-99-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 311.69°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.2896 (rough estimate)
• Refractive Index: 1.7400 (estimate)
• CAS DataBase Reference: 1-METHYL-1-NITROSO-3-PHENYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-1-NITROSO-3-PHENYLUREA(21561-99-9)
• EPA Substance Registry System: 1-METHYL-1-NITROSO-3-PHENYLUREA(21561-99-9)

Safety Data

• Hazardous Substances Data: 21561-99-9(Hazardous Substances Data)

Usage

Safety Profile

Suspected carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C8H9N3O2/c1-11(10-13)8(12)9-7-5-3-2-4-6-7/h2-6H,1H3,(H,9,12)

Upstream product

• 624-83-9 methyl isocyanate 
• 62-53-3 aniline 
• 1007-36-9 1-methyl-3-phenylurea 

Downstream Products

• 62603-67-2 phenyl-thiocarbamic acid S-tert-butyl ester 
• 5628-90-0 phenyl-thiocarbamic acid S-(2-hydroxy-ethyl ester) 
• 17425-24-0 phenylthiocarbamic acid S-ethyl ester 
• 4910-32-1 1,3-diphenylcarbamothioate 
• 102-07-8 bis(diphenyl)urea 
• 62-53-3 aniline 
• 17425-13-7 phenyl-thiocarbamic acid S-butyl ester 
• 56741-08-3 phenyl-thiocarbamic acid S-isobutyl ester 
• 99307-07-0 S-(2-propenyl) N-phenylmonothiocarbamate 
• 5394-12-7 N-phenylthiocarbamic acid S-cyclohexyl ester 
• 66018-75-5 phenyl-thiocarbamic acid S-4-methylphenyl ester 

Relevant articles and documents

PREPARATION AND PROPERTIES OF 3-ALKYL-i-ARYLNITROSOUREAS AND RELATED COMPOUNDS

Nitrosation of 3-alkyl-1-arylureas was investigated with sodium nitrite in 99percent formic acid or with isoamyl nitrite in chloroform.The preparation of 3-alkyl-1-aryl-1-nitrosoureas was effectively performed by using isoamyl nitrite in the absence of acids, since the 1-nitrosoureas were isomerized to the 3-nitroso isomers by acids.The carbon-13 nuclear magnetic resonance and infrared spectral properties of the products were examined and their structural features are discussed.It was found that 3-alkyl-1-aryl-1-nitrosoureas decomposed to form alkyl isocyanates and 3-alkyl-1-(2-nitroaryl)ureas in carbon tetrachloride. 1,3-Rearrangement and transnitrosation also took place in this solvent.Keywords - 3-alkyl-1-arylnitrosourea; 3,3-diethyl-1-tolyl-1-nitrosourea; N-nitrosourea; nitrosation; 1,3-rearrangement; isomerization; transnitrosation; nitration

Kinetics and Mechanism of Decomposition of N-Methyl-N'-aryl-N-nitrosoureas and Related Compounds in Aqueous Buffer Solution

The decomposition reactions of N-methyl-N'-aryl-N-nitrosoureas (1) and of N,N'-dimethyl-N'-aryl-N-nitrosoureas (2) were studied kinetically in phosphate buffer solution.All nitrosoureas 1 were easily hydrolyzed even under conditions and the rates of hydrolysis were found to be proportional to the hydroxide ion concentration over pH range 5.4-7.6.General base catalysis by buffer components was negligible. The reaction was subjected to the elimination mechanism in which an abstraction of the urcido proton was involved as an initial step.On the other hand, nitrosoureas 2 had no significant reactivity under the same conditions.

THE SYNTHESIS OF ANTINEOPLASTIC AGENTS. XXXII. N-NITROSOUREAS. I.

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