3-(Benzyloxy)-2-methylpropanenitrile

Base Information

• Chemical Name: 3-(Benzyloxy)-2-methylpropanenitrile
• CAS No.: 59965-23-0
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• DSSTox Substance ID: DTXSID10543130
• Mol file: 59965-23-0.mol

Synonyms:3-(benzyloxy)-2-methylpropanenitrile;59965-23-0;2-methyl-3-phenylmethoxypropanenitrile;SCHEMBL3648827;DTXSID10543130;ZBSGERAQHPRQOJ-UHFFFAOYSA-N;rac. 3-Benzyloxy-2-methylpropionitrile;EN300-137801;G26167

Chemical Property of 3-(Benzyloxy)-2-methylpropanenitrile

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(COCC1=CC=CC=C1)C#N

Technology Process of 3-(Benzyloxy)-2-methylpropanenitrile

There total 2 articles about 3-(Benzyloxy)-2-methylpropanenitrile 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: 78.0%

methacrylonitrile (126-98-7,25067-61-2) + benzyl alcohol (100-51-6,185532-71-2) → 3-(benzyloxy)-2-methylpropanenitrile (59965-23-0)

Guidance literature:

With n-butyllithium; copper(I) 2-hydroxy-3-methylbenzoate; benzylamine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at 20 ℃; for 14.75h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201309755

Reference yield:

→ 3-(benzyloxy)-2-methylpropanenitrile (59965-23-0)

Guidance literature:

Reference yield: 63.0%

3-(benzyloxy)-2-methylpropanenitrile (59965-23-0) → 3-(benzyloxy)-2-methylpropanal (74130-31-7,79026-61-2,79027-28-4,73814-73-0)

Guidance literature:

With sodium hydride; zinc(II) chloride; In tetrahydrofuran; mineral oil; at 40 ℃; for 2.5h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0039-1690838

upstream raw materials:

methacrylonitrile

benzyl alcohol

Downstream raw materials:

(+/-)-methyl 2-methyl-3-(phenylmethoxy)propanoate

3-benzyloxy-2-methylpropionic acid

3-(benzyloxy)-2-methylpropanal

Refernces

• 1、 Uesugi, Shuhei,Li, Zhao,Yazaki, Ryo,Ohshima, Takashi. "Chemoselective catalytic conjugate addition of alcohols over amines". supporting information. p. 1611 - 1615. Retrieved 2014/03/21.
• 2、 -. "Synthesis of 2,6,10-trimethyl-undecan-1-ol". . . Retrieved 2008/06/13.