2-(Hydroxymethyl)-3-phenyloxirane-2-carbonitrile

Base Information

• Chemical Name: 2-(Hydroxymethyl)-3-phenyloxirane-2-carbonitrile
• CAS No.: 116204-22-9
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• DSSTox Substance ID: DTXSID30544583
• Mol file: 116204-22-9.mol

Synonyms:116204-22-9;2-(Hydroxymethyl)-3-phenyloxirane-2-carbonitrile;DTXSID30544583

Chemical Property of 2-(Hydroxymethyl)-3-phenyloxirane-2-carbonitrile

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 239

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(O2)(CO)C#N

Technology Process of 2-(Hydroxymethyl)-3-phenyloxirane-2-carbonitrile

There total 1 articles about 2-(Hydroxymethyl)-3-phenyloxirane-2-carbonitrile 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: 84.0%

(2R,3S)-2-Cyano-3-phenyl-oxirane-2-carboxylic acid ethyl ester (15726-64-4,25015-52-5) → (2S,3S)-2-Hydroxymethyl-3-phenyl-oxirane-2-carbonitrile (104165-24-4,116204-22-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81701-4

Reference yield: 93.0%

2-Hydroxymethyl-3-phenyl-oxirane-2-carbonitrile (116204-22-9) + acetyl chloride (75-36-5) → Acetic acid 2-cyano-3-phenyl-oxiranylmethyl ester (140666-65-5)

Guidance literature:

With pyridine; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88717-2

Reference yield: 92.0%

2-Hydroxymethyl-3-phenyl-oxirane-2-carbonitrile (116204-22-9) → (2S,3R)-3-Bromo-2-hydroxy-2-hydroxymethyl-3-phenyl-propionitrile

Guidance literature:

With boron trifluoride diethyl etherate; tetraethylammonium bromide; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1055/s-1996-4214

upstream raw materials:

(2R,3S)-2-Cyano-3-phenyl-oxirane-2-carboxylic acid ethyl ester

Downstream raw materials:

1-bromo-3-hydroxy-1-phenyl-2-propanone

3-Bromo-2-hydroxy-2-hydroxymethyl-3-phenyl-propionitrile

(Z)-2-Hydroxy-3-phenyl-propenal

Acetic acid 2-cyano-3-phenyl-oxiranylmethyl ester