2-(4-Cyanophenyl)acetophenone

Base Information

• Chemical Name: 2-(4-Cyanophenyl)acetophenone
• CAS No.: 59824-23-6
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• NSC Number: 103099
• DSSTox Substance ID: DTXSID90295564
• Nikkaji Number: J1.604.796A
• Wikidata: Q82035551
• Mol file: 59824-23-6.mol

Synonyms:2-(4-CYANOPHENYL)ACETOPHENONE;59824-23-6;4-phenacylbenzonitrile;4-(2-oxo-2-phenylethyl)benzonitrile;MFCD02260692;NSC103099;SCHEMBL1515736;DTXSID90295564;HSGUYVCQKRLJFD-UHFFFAOYSA-N;2-(4-cyanophenyl)-1-phenylethanone;AKOS016019527;NSC-103099

Chemical Property of 2-(4-Cyanophenyl)acetophenone

Chemical Property:

• Vapor Pressure: 1.73E-06mmHg at 25°C
• Boiling Point: 396.3°Cat760mmHg
• Flash Point: 193.5°C
• PSA: 40.86000
• Density: 1.16g/cm³
• LogP: 2.98368
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Cyanophenyl)acetophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC2=CC=C(C=C2)C#N

Technology Process of 2-(4-Cyanophenyl)acetophenone

There total 28 articles about 2-(4-Cyanophenyl)acetophenone 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: 83.0%

α-methoxystyrene (4747-13-1) + 4-iodobenzonitrile (3058-39-7) → 4-(2-oxo-2-phenylethyl)benzonitrile (59824-23-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at -78 - 25 ℃; for 17h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03935

Reference yield: 80.0%

1-styrenyloxytrimethylsilane (13735-81-4) + 4-bromobenzenecarbonitrile (623-00-7) → 4-(2-oxo-2-phenylethyl)benzonitrile (59824-23-6)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; In N,N-dimethyl-formamide; at 130 ℃; for 20h;

DOI:10.1002/ejoc.200700152

Reference yield: 63.0%

4-(2-phenylethynyl)benzonitrile (29822-79-5) → 4-(2-oxo-2-phenylethyl)benzonitrile (59824-23-6)

Guidance literature:

With methanol; platinum(IV) oxide; water; toluene-4-sulfonic acid; at 90 ℃; for 5h; regioselective reaction; Sealed tube;

DOI:10.1039/c8ra00564h

upstream raw materials:

4-cyanophenylacetic acid

benzoyl chloride

4-cyanobenzyl bromide

benzoic acid ethyl ester

Downstream raw materials:

3-phenylcinnoline-7-carbonitrile

benzoic acid phenyl ester

4-(2-benzoxazolylmethyl)benzonitrile

4-(6-chloro-2-benzoxazolylmethyl)benzonitrile