Isobutyl phenylcarbamate

Base Information

• Chemical Name: Isobutyl phenylcarbamate
• CAS No.: 2291-80-7
• Molecular Formula: C11H15 N O2
• Molecular Weight: 193.246
• NSC Number: 29704
• DSSTox Substance ID: DTXSID10283105
• Nikkaji Number: J1.144.464D
• Wikidata: Q82017558
• Mol file: 2291-80-7.mol

Synonyms:Isobutyl phenylcarbamate;2291-80-7;Carbamic acid, phenyl-, 2-methylpropyl ester;NSC29704;Isobutyl phenylcarbamate #;Isobutyl N-phenyl carbamate;SCHEMBL8602983;DTXSID10283105;ULLHJKVIRXQCJN-UHFFFAOYSA-N;NSC-29704;Carbamic acid, phenyl, isobutyl ester;SR-01000513204;SR-01000513204-1

Chemical Property of Isobutyl phenylcarbamate

Chemical Property:

• Vapor Pressure: 0.143mmHg at 25°C
• Boiling Point: 216°Cat760mmHg
• Flash Point: 99.6°C
• Density: 1.08g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC(=O)NC1=CC=CC=C1

Technology Process of Isobutyl phenylcarbamate

There total 16 articles about Isobutyl phenylcarbamate 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: 94.0%

Isobutyl bromide (78-77-3) + carbon dioxide (124-38-9,18923-20-1) + aniline (62-53-3) → iso-butyl N-phenylcarbamate (2291-80-7)

Guidance literature:

With choline chloride * 2ZnCl₂; at 20 ℃; for 2h; under 760.051 Torr; Green chemistry;

DOI:10.1039/c9nj02810b

Reference yield: 93.0%

iodobenzene (591-50-4) + isobutylcarbamate (543-28-2) → iso-butyl N-phenylcarbamate (2291-80-7)

Guidance literature:

With sodium t-butanolate; In toluene; at 100 ℃; for 2.5h;

DOI:10.1039/c6ra17268g

Reference yield: 92.0%

iodobenzene (591-50-4) + 2-methyl-propan-1-ol (78-83-1) + carbon monoxide (201230-82-2) → iso-butyl N-phenylcarbamate (2291-80-7)

Guidance literature:

With sodium azide; In 1,4-dioxane; at 60 ℃; for 12h; under 760.051 Torr;

DOI:10.1002/ejoc.201901140

upstream raw materials:

2-methyl-propan-1-ol

phenyl isocyanate

aniline

isobutyl chloroformate

Downstream raw materials:

2-methyl-propan-1-ol

phenyl isocyanate

N-(methyl-d₃)aniline

Refernces

• 1、 Dindarloo Inaloo, Iman,Majnooni, Sahar. "Carbon dioxide utilization in the efficient synthesis of carbamates by deep eutectic solvents (DES) as green and attractive solvent/catalyst systems". . p. 11275 - 11281. Retrieved 2019/07/31.
• 2、 Sardarian, Ali Reza,DindarlooInaloo, Iman,Zangiabadi, Milad. "Selective Synthesis of Secondary Arylcarbamates via Efficient and Cost Effective Copper-Catalyzed Mono Arylation of Primary Carbamates with Aryl Halides and Arylboronic Acids". . p. 642 - 652. Retrieved 2018/01/11.