91012-04-3

Basic information

• Product Name: methyl N-(4-methylbenzyl)carbamate
• Synonyms: methyl N-(4-methylbenzyl)carbamate
• CAS NO: 91012-04-3
• Molecular Weight: 179.219
• Mol File: 91012-04-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl N-(4-methylbenzyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-(4-methylbenzyl)carbamate(91012-04-3)
• EPA Substance Registry System: methyl N-(4-methylbenzyl)carbamate(91012-04-3)

Safety Data

• Hazardous Substances Data: 91012-04-3(Hazardous Substances Data)

Upstream product

• 616-38-6 carbonic acid dimethyl ester 
• 104-84-7 para-methylbenzylamine 
• 67-56-1 methanol 
• 56651-57-1 4-tolylmethyl isocyanate 
• 65398-61-0 O-methyl S-p-bromophenyl thiocarbonate 
• 3186-52-5 O-methyl-S-phenyl thiolcarbonate 
• 3186-65-0 O-methyl S-p-chlorophenyl thiocarbonate 
• 3186-53-6 O-methyl S-p-methylphenyl thiocarbonate 
• 6212-86-8 2-(p-tolyl)acetamide 
• 104-87-0 4-methyl-benzaldehyde 
• 598-55-0 methyl carbamate 

Downstream Products

• 104-84-7 para-methylbenzylamine 
• 67-56-1 methanol 

Relevant articles and documents

Hofmann rearrangement of carboxamides mediated by hypervalent iodine species generated in situ from iodobenzene and oxone: Reaction scope and limitations

Alkylcarboxamides can be converted to the respective amines by Hofmann rearrangement using hypervalent iodine species generated in situ from PhI and Oxone in aqueous acetonitrile. On the basis of this reaction, a convenient experimental procedure for the preparation of alkylcarbamates using Oxone as the oxidant in the presence of iodobenzene in methanol has been developed. An efficient method for direct conversion of substituted benzamides to the respective quinone derivatives by treatment with Oxone and iodobenzene in aqueous acetonitrile has also been found.

(Tosylimino)phenyl-λ3-iodane as a reagent for the synthesis of methyl carbamates via hofmann rearrangement of aromatic and aliphatic carboxamides

A new, mild procedure for the Hofmann rearrangement of aromatic and aliphatic carboxamides using (tosylimino)phenyl-λ3-iodane, PhINTs, as a reagent is reported. Because of the mild reaction conditions, this method is particularly useful for the Hofmann rearrangement of substituted benzamides, which usually afford complex reaction mixtures with other hypervalent iodine oxidants. The mild reaction conditions and high selectivity in the reaction of carboxamides with PhINTs allow the isolation of the initially formed labile isocyanates or their subsequent conversion to stable carbamates by treatment with alcohols.

Rapid and convenient microwave-assisted synthesis of primary amines via reductive N-alkylation of methyl carbamate with aldehydes

Microwave-assisted reductive alkylation of methyl carbamate with a range of aldehydes provides, after basic work-up, an experimentally simple, one-pot method for rapid functional group interconversion of structurally diverse aldehydes into primary amines. The method has several advantages over more traditional methods of carrying out this transformation and is particularly amenable to high-throughput synthesis.