4-Benzoylbenzonitrile

Base Information

• Chemical Name: 4-Benzoylbenzonitrile
• CAS No.: 1503-49-7
• Molecular Formula: C14H9NO
• Molecular Weight: 207.232
• Hs Code.: 29269095
• European Community (EC) Number: 216-126-6
• UNII: VD6QK8C72H
• DSSTox Substance ID: DTXSID40164514
• Nikkaji Number: J206.709I
• Wikidata: Q83033578
• Mol file: 1503-49-7.mol

Synonyms:4-Benzoylbenzonitrile;4-Cyanobenzophenone;1503-49-7;Benzonitrile, 4-benzoyl-;4-benzoyl-benzonitrile;EINECS 216-126-6;MFCD00016382;Benzonitrile,4-benzoyl-;p-Cyanobenzophenone;4-Cyano-benzophenon;p-Benzoylbenzonitrile;4-Cyano-benzophenone;4-Benzoylbenzonitrile #;Benzonitrile, p-benzoyl-;p-Cyanophenyl phenyl ketone;4-Cyanobenzophenone, 97%;4-cyanophenyl phenyl ketone;VD6QK8C72H;(4-Cyanophenyl)phenylmethanone;SCHEMBL3215328;DTXSID40164514;AKOS015916254;RS-1016;CS-0156560;FT-0618299;C72859;J-008689;(S)-tert-butyl2-(tert-butoxycarbonylamino)-4-mercaptobutanoate

Chemical Property of 4-Benzoylbenzonitrile

Chemical Property:

• Appearance/Colour: slightly yellow crystalline powder
• Vapor Pressure: 6.95E-06mmHg at 25°C
• Melting Point: 110-114 °C(lit.)
• Refractive Index: 1.616
• Boiling Point: 377 °C at 760 mmHg
• Flash Point: 181.8 °C
• PSA: 40.86000
• Density: 1.19 g/cm³
• LogP: 2.78928
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

98%min ^*data from raw suppliers

4-Cyanobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)C#N
• Uses: Substituted benzophenones?are used to determine the quantum yields for norbornadiene(N)?quadricyclane(Q) and Q?N isomerization. It is employed as a triplet sensitizers.

Technology Process of 4-Benzoylbenzonitrile

There total 173 articles about 4-Benzoylbenzonitrile 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: 98.0%

benzoyl chloride (98-88-4) + 4-cyanophenylboronic acid (126747-14-6) → p-cyanobenzophenone (1503-49-7)

Guidance literature:

With C₁₇H₁₆Br₂N₄Pd; potassium carbonate; In toluene; at 60 ℃; for 4h; Inert atmosphere;

DOI:10.1039/d1ra07231e

Reference yield: 98.0%

4-cyanobenzoyl chlorIde (6068-72-0) + phenylboronic acid (98-80-6) → p-cyanobenzophenone (1503-49-7)

Guidance literature:

With water; sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; palladium diacetate; at 60 ℃; for 2h;

DOI:10.1021/jo060749d

Reference yield: 96.0%

carbon monoxide (201230-82-2) + 4-iodobenzonitrile (3058-39-7) + triphenylaluminium (841-76-9) → 4-cyano-1,1'-biphenyl (2920-38-9) + p-cyanobenzophenone (1503-49-7)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 50 ℃; for 2h; Product distribution;

upstream raw materials:

4-cyanobenzoyl chlorIde

benzene

(4-aminophenyl)(phenyl)methanone

cyanide^(1-)

Downstream raw materials:

4-(Cyclopenta-2,4-dienylidene-phenyl-methyl)-benzonitrile

p-cyanobenzophenone hydrazone

(Z)-2-(4-benzoylphenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one

(4-benzoylphenyl)(p-tolyl)methanone

Refernces

• 1、 -. "Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts". Page/Page column 20; 22-26. . Retrieved 2021/12/23.
• 2、 ?akir, Sinem,Karabiyik, Hande,Kavukcu, Serdar Batikan,Rethinam, Senthil,Türkmen, Hayati. "C(acyl)-C(sp2) and C(sp2)-C(sp2) Suzuki-Miyaura cross-coupling reactions using nitrile-functionalized NHC palladium complexes". . p. 37684 - 37699. Retrieved 2021/12/09.