Methyl (isobutyl)carbamate

Base Information

• Chemical Name: Methyl (isobutyl)carbamate
• CAS No.: 56875-02-6
• Molecular Formula: C6H13 N O2
• Molecular Weight: 131.175
• European Community (EC) Number: 260-412-3
• UNII: SEU33Y3QYV
• DSSTox Substance ID: DTXSID90205401
• Nikkaji Number: J267.122K
• Wikidata: Q83078977
• Mol file: 56875-02-6.mol

Synonyms:Methyl (isobutyl)carbamate;56875-02-6;methyl isobutylcarbamate;EINECS 260-412-3;SEU33Y3QYV;SCHEMBL6755678;Methyl (2-methylpropyl)carbamate;DTXSID90205401;Isobutylcarbamic acid methyl ester;AKOS003873596;Carbamic acid, (2-methylpropyl)-, methyl ester

Chemical Property of Methyl (isobutyl)carbamate

Chemical Property:

• Vapor Pressure: 0.756mmHg at 25°C
• Boiling Point: 183.8°Cat760mmHg
• Flash Point: 65°C
• PSA: 41.82000
• Density: 0.935g/cm³
• LogP: 1.20280
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 91.1

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CNC(=O)OC

Technology Process of Methyl (isobutyl)carbamate

There total 3 articles about Methyl (isobutyl)carbamate 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: 86.0%

isobutylamine (78-81-9) + carbonic acid dimethyl ester (616-38-6) → N-methoxycarbonylisobutylamine (56875-02-6)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); at 20 ℃; for 24.3h;

DOI:10.1016/j.tet.2003.12.020

Reference yield:

(2-Methyl-3-tributylstannanyl-propyl)-carbamic acid methyl ester (105941-73-9) → N-methoxycarbonylisobutylamine (56875-02-6)

Guidance literature:

With n-butyllithium; water; ammonium chloride; Yield given. Multistep reaction; 1.) THF, hexane, -80 gradC to -30 gradC, 1h;

DOI:10.1016/S0040-4039(00)84120-9

Reference yield:

isobutylamine (78-81-9) + methyl chloroformate (79-22-1) → N-methoxycarbonylisobutylamine (56875-02-6)

Guidance literature:

With potassium hydroxide; Eiskuehlung;

upstream raw materials:

isobutylamine

methyl chloroformate

(2-Methyl-3-tributylstannanyl-propyl)-carbamic acid methyl ester

carbonic acid dimethyl ester

Downstream raw materials:

(2-Methyl-1-phenylcarbamoyl-propyl)-carbamic acid methyl ester

N-methoxycarbonyl-2-hydroxy-2-methylpropylamine

N-methyl-N-benzylisobutylamine

Refernces

• 1、 Distaso, Monica,Quaranta, Eugenio. "Group 3 metal (Sc, La) triflates as catalysts for the carbomethoxylation of aliphatic amines with dimethylcarbonate under mild conditions". . p. 1531 - 1539. Retrieved 2007/10/03.