111635-03-1

Basic information

• Product Name: Carbamic acid, (2-phenylpropyl)-, methyl ester
• CAS NO: 111635-03-1
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Mol File: 111635-03-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Carbamic acid, (2-phenylpropyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (2-phenylpropyl)-, methyl ester(111635-03-1)
• EPA Substance Registry System: Carbamic acid, (2-phenylpropyl)-, methyl ester(111635-03-1)

Safety Data

• Hazardous Substances Data: 111635-03-1(Hazardous Substances Data)

Upstream product

• 866918-70-9 3-(methoxycarbonylamino)-3,5-dimethylcyclohexa-1,4-dienecarboxylic acid methyl ester 
• 98-83-9 isopropenylbenzene 
• 582-22-9 2-phenylpropylamine 
• 79-22-1 methyl chloroformate 

Downstream Products

• 136294-50-3 hydroxyacetic acid methyl ester 
• 110841-71-9 4-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 198883-95-3 N-benzoyl-4-methyl-1,2,3,4-tetrahydroisoquinoline 
• 136294-08-1 acetoxyacetic acid methyl ester 
• 70079-42-4 4-methyl-3,4-dihydro-2H-isoquinolin-1-one 

Relevant articles and documents

Activation of electrophilicity of stable Y-delocalized carbamate cations in intramolecular aromatic substitution reaction: Evidence for formation of diprotonated carbamates leading to generation of isocyanates

Although cations with three heteroatoms, such as monoprotonated guanidine and urea, are stabilized by Y-shaped conjugation and such Y-conjugated cations are sufficiently basic to be further protonated (or protosolvated) to dications in strongly acid media, only O-monoprotonated species have been detected in the case of carbamates even in magic acid. We found that the trifluoromethanesulfonic acid-catalyzed cyclization of arylethylcarbamates proceeds to afford dihydroisoquinolones in high yield. In strong acids, methyl carbamates are fully O-monoprotonated, and these monocations do not undergo cyclization even under heating. But, as the acidity of the reaction medium is further increased, the cyclization reaction of methyl phenethylcarbamates starts to proceed as a first-order reaction, with a linear relationship between rate and acidity. The sign and magnitude of the entropy of activation ΔS ? were found to be similar to those of other AAc1 reactions. These results strongly support the idea that further protonation of the O-protonated carbamates is involved in the cyclization, but the concentration of the dications is very low and suggests that the rate-determining step is dissociation of methanol from the diprotonated carbamate to generate protonated isocyanate, which reacts with the aromatic ring. Therefore, O-protonated carbamates are weak bases in sharp contrast to other Y-shaped monocations.

Microbiological Transformation. Part 14. Microbiological Transformations of Derivatives and Open-chain Analogues of 1,2,3,4-Tetrahydroisoquinoline with the Fungus Cunninghamella elegans.

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Conformational and steric aspects of the inhibition of phenylethanolamine N-methyltransferase by benzylamines

Compounds of the benzylamine (BA) class are potent inhibitors of phenylethanolamine N-methyltransferase (PNMT, EC 2.1.1.28). Restriction of the aminomethyl side chain through its incorporation into a cyclic framework as in 1,2,3,4-tetrahydroisoquinoline (