4-Phenoxyphenylacetonitrile

Base Information

• Chemical Name: 4-Phenoxyphenylacetonitrile
• CAS No.: 92163-15-0
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2926909090
• European Community (EC) Number: 623-316-6
• DSSTox Substance ID: DTXSID30380726
• Wikidata: Q72501055
• Mol file: 92163-15-0.mol

Synonyms:4-Phenoxyphenylacetonitrile;92163-15-0;2-(4-phenoxyphenyl)acetonitrile;4-PHENOXYBENZYL CYANIDE;4-Phenoxybenzeneacetonitrile;4-phenoxylphenylacetonitrile;4-phenoxy-benzeneacetonitrile;(4-Phenoxyphenyl)acetonitrile;SCHEMBL625835;DTXSID30380726;4-Phenoxyphenylacetonitrile, 97%;MFCD00016399;AKOS015855175;BS-42266;CS-0316874;FT-0619374;5-FLUORO-2-(TRIFLUOROMETHYL)BENZYLBROMIDE;A852577

Chemical Property of 4-Phenoxyphenylacetonitrile

Chemical Property:

• Vapor Pressure: 4.58E-05mmHg at 25°C
• Refractive Index: n20/D 1.5810(lit.)
• Boiling Point: 360-361 ºC
• Flash Point: 110 ºC
• PSA: 33.02000
• Density: 1.112
• LogP: 3.54498
• Storage Temp.: 2-8°C
• Solubility.: Miscible with toluene.
• 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: 241

Purity/Quality:

97% ^*data from raw suppliers

4-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=C(C=C2)CC#N
• Uses: 4-Phenoxyphenylacetonitrile is involved in the preparation of 2-(4-phenoxybenzoyl)-5-hydroxyindole, which is used as aCa2+/calmodulin-dependent protein kinase II (CaMKII) inhibitor.

Technology Process of 4-Phenoxyphenylacetonitrile

There total 8 articles about 4-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:

1-(bromomethyl)-4-phenoxybenzene (36881-42-2) + sodium cyanide (143-33-9,25596-52-5) → 1-cyanomethyl-4-phenoxybenzene (92163-15-0)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at 60 ℃; for 16h;

Reference yield:

4-phenoxy benzaldehyde (67-36-7) → 1-cyanomethyl-4-phenoxybenzene (92163-15-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 91.3 percent / ammonium acetate / benzene; acetic acid / 2 h / Heating; Dean-Stark apparatus

2: NaOH / H₂O / 40 h / Heating

3: 1.) NH₂OH*HCl, NaOEt; 2.) Ac₂O / 1.) H₂O, EtOH, reflux, 1 h; 2.) reflux, 1 h

With ammonium acetate; sodium hydroxide; hydroxylamine hydrochloride; sodium ethanolate; acetic anhydride; In water; acetic acid; benzene;

DOI:10.1248/cpb.34.701

Reference yield:

5-<(4-phenoxyphenyl)methylene>rhodanine (105769-26-4) → 1-cyanomethyl-4-phenoxybenzene (92163-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / H₂O / 40 h / Heating

2: 1.) NH₂OH*HCl, NaOEt; 2.) Ac₂O / 1.) H₂O, EtOH, reflux, 1 h; 2.) reflux, 1 h

With sodium hydroxide; hydroxylamine hydrochloride; sodium ethanolate; acetic anhydride; In water;

DOI:10.1248/cpb.34.701

upstream raw materials:

4-phenoxybenzyl chloride

sodium cyanide

p-phenoxyphenylacetamide

4-phenoxy benzaldehyde

Downstream raw materials:

2-<4-Phenoxy-phenyl>-hex-4-ensaeure-nitril

p-phenoxyphenylacetamide

Phenyltyramine hydrochloride

(5-mehoxybenzo[d]thiazol-2-yl)(4-phenoxyphenyl)methanone