3-Phenoxyphenylacetonitrile

Base Information

• Chemical Name: 3-Phenoxyphenylacetonitrile
• CAS No.: 51632-29-2
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2926909090
• European Community (EC) Number: 622-931-7
• UNII: 88VMT2O2DV
• DSSTox Substance ID: DTXSID20199581
• Nikkaji Number: J34.935F
• Wikidata: Q72501050
• Mol file: 51632-29-2.mol

Synonyms:3-Phenoxyphenylacetonitrile;51632-29-2;2-(3-phenoxyphenyl)acetonitrile;m-Phenoxybenzyl cyanide;3-Phenoxybenzyl cyanide;Benzeneacetonitrile, 3-phenoxy-;3-Phenoxybenzeneacetonitrile;(3-Phenoxyphenyl)acetonitrile;ACETONITRILE, (m-PHENOXYPHENYL)-;(m-Phenoxyphenyl)acetonitrile;BRN 2106883;88VMT2O2DV;m-phenoxy-benzyl cyanide;3-phenoxyphenylacetonitril;UNII-88VMT2O2DV;3-phenoxyphenylethanenitrile;SCHEMBL191669;DTXSID20199581;3-Phenoxyphenylacetonitrile, 99%;AMY24842;MFCD00016393;AKOS015855080;BP-12670;TS-00413;A7610;CS-0156081;FT-0616318;D84202;EN300-1864172

Chemical Property of 3-Phenoxyphenylacetonitrile

Chemical Property:

• Vapor Pressure: 1.91E-05mmHg at 25°C
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 137 °C0.3 mm Hg(lit.)
• Flash Point: 113 ºC
• PSA: 33.02000
• Density: 1.124
• LogP: 3.54498
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

3-Phenoxyphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC(=C2)CC#N
• Uses: 3-Phenoxyphenylacetonitrile is a useful compound in the preparation of pyrimidine derivatives as inhibitors of N-acylphosphatidylethanolamine phospholipase D (NAPE-PLD).

Technology Process of 3-Phenoxyphenylacetonitrile

There total 20 articles about 3-Phenoxyphenylacetonitrile 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: 97.0%

3-phenoxybenzyl bromide (51632-16-7) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 3-phenoxyphenylacetonitrile (51632-29-2)

Guidance literature:

With potassium carbonate; 18-C-6 AN; In acetonitrile; for 5h; Heating;

DOI:10.1007/BF01168107

Reference yield: 96.5%

3-phenoxybenzyl chloride (53874-66-1) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → 3-phenoxyphenylacetonitrile (51632-29-2)

Guidance literature:

With potassium carbonate; 18-C-6 AN; In acetonitrile; for 6h; Heating;

DOI:10.1007/BF01168107

Reference yield: 84.0%

potassium cyanide + 3-phenoxybenzyl chloride (53874-66-1) → 3-phenoxyphenylacetonitrile (51632-29-2)

Guidance literature:

In 1,4-dioxane; ethanol; water; Reflux;

DOI:10.1021/acs.jmedchem.0c01441

upstream raw materials:

diphenylether

lithioacetonitrile

3-phenoxybenzyl bromide

potassium cyanide

Downstream raw materials:

2-(3-phenoxyphenyl)butyronitrile

2-(hydroxyimino)-2-(3-phenoxyphenyl)acetonitrile

ethyl 3-cyano-3-(3-phenoxyphenyl)-2-ketopropionate

5-(3-phenoxybenzyl)-2H-tetrazole

Refernces

• 1、 -. "INHIBITORS OF N-ACYLPHOSPHATIDYLETHANOLAMINE PHOSPHOLIPASE D (NAPE-PLD)". . . Retrieved 2019/12/15.
• 2、 Popo,Korchagina,Lobasenko. "Synthesis of 3-phenoxyphenylacetonitrile". experimental part. p. 1743 - 1744. Retrieved 2011/12/02.