4-Acetylbenzonitrile

Base Information

• Chemical Name: 4-Acetylbenzonitrile
• CAS No.: 1443-80-7
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 29269090
• European Community (EC) Number: 215-885-0
• DSSTox Substance ID: DTXSID10162668
• Nikkaji Number: J126.355B
• Wikidata: Q63398019
• ChEMBL ID: CHEMBL255115
• Mol file: 1443-80-7.mol

Synonyms:4-Acetylbenzonitrile;1443-80-7;4'-Cyanoacetophenone;Benzonitrile, 4-acetyl-;P-CYANOACETOPHENONE;4-Cyanoacetophenone;p-Acetylbenzonitrile;4-AcetYl-Benzonitrile;Benzonitrile, p-acetyl-;p-Cyanoacetophenone-d4;MFCD00001825;4-Cyanophenyl methyl ketone;EINECS 215-885-0;4-acetylbenznitrile;Paracyanoacetophenone;para-cyanoacetophenone;4-Cyano acetophenone;4-acetyl benzonitrile;4/'-Cyanoacetophenone;1-Acetyl-4-benzonitrile;4-Acetylbenzonitrile, 99%;SCHEMBL163209;CHEMBL255115;DTXSID10162668;STR03197;STK063185;AKOS000118782;AM84403;CS-W001929;AC-26106;SY012989;FT-0618294;EN300-16903;A21002;AE-562/40237167;W-108156;Q63398019;Z56820417;F1905-7162;4'-Cyanoacetophenonele;Benzonitrile,4-acetyl-

Chemical Property of 4-Acetylbenzonitrile

Chemical Property:

• Appearance/Colour: slightly yellow solid
• Vapor Pressure: 0.00174mmHg at 25°C
• Melting Point: 56-59 ºC(lit.)
• Refractive Index: 1.539
• Boiling Point: 293.3 ºC at 760 mmHg
• Flash Point: 131.2 ºC
• PSA: 40.86000
• Density: 1.11 g/cm³
• LogP: 1.76088
• Storage Temp.: 0-6°C
• Solubility.: Chloroform
• Water Solubility.: Soluble in chloroform. Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

p-Cyanoacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 36-36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C#N
• Uses: 4-Acetylbenzonitrile can be used in the preparation of antimalarial isonitriles. 4-Acetylbenzonitrile is used in the preparation of antimalarial isonitriles. It is also used for synthetic API such as anesthetic agents and anti-allergic agents.

Technology Process of 4-Acetylbenzonitrile

There total 209 articles about 4-Acetylbenzonitrile 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%

4-Iodoacetophenone (13329-40-3) + potassium ferrocyanide → 4-cyanophenyl methyl ketone (1443-80-7)

Guidance literature:

With 10% Pd/C; sodium fluoride; In water; at 130 ℃; for 2h; Microwave irradiation;

DOI:10.1002/ejoc.200800295

Reference yield: 97.0%

para-bromoacetophenone (99-90-1) + potassium ferrocyanide → 4-cyanophenyl methyl ketone (1443-80-7)

Guidance literature:

With dichlorobis(dibenzyl diisopropylphosphoramidite)palladium(II); sodium fluoride; In N,N-dimethyl-formamide; at 130 ℃; for 16h; Reagent/catalyst;

DOI:10.2174/1570178611310030013

Reference yield: 91.0%

<γ-(trimethylsilyl)butyryl>p-cyanophenone (153489-21-5) → 4-cyanophenyl methyl ketone (1443-80-7) + 1-(4-cyanophenyl)-2-(trimethylsilyl)-1-cyclobutanol + 1,4-bis(4-cyanophenyl)-butane-1,4-dione + ethenyltrimethylsilane (754-05-2)

Guidance literature:

In acetonitrile; Irradiation;

DOI:10.1016/S0040-4039(00)73797-X

upstream raw materials:

p-aminobenzophenone

terephthalonitrile

-butyl vinyl ether

4-cyanophenyl trifluoromethanesulfonate

Downstream raw materials:

(E)-4-(3-(4-methoxyphenyl)acryloyl)benzonitrile

3-Ethoxy-4-methoxy-4'-cyan-chalkon

2-Ethoxy-3-methoxy-4'-cyan-chalkon

2,4-Dibenzyloxy-4'-cyan-chalkon

Refernces

• 1、 Zheng, Kui,Liu, Bin,Chen, Shuyou,Chen, Fan. "Copper-catalyzed cyanation of aryl iodide with the combined cyanide source of urea and DMSO". . p. 5250 - 5252. Retrieved 2013.
• 2、 Pitts, Michael R.,McCormack, Peter,Whittall, John. "Optimisation and scale-up of microwave assisted cyanation". . p. 4705 - 4708. Retrieved 2006.
• 3、 Geng, Haoxing,Liu, Xin,Zhu, Qing. "Visible light-mediated, high-efficiency oxidation of benzyl to acetophenone catalyzed by fluorescein". supporting information. . Retrieved 2021/12/20.
• 4、 Uraguchi, Daisuke,Kato, Kohsuke,Ooi, Takashi. "o-Quinone methide with overcrowded olefin component as a dehydridation catalyst under aerobic photoirradiation conditions". . p. 2778 - 2783. Retrieved 2021/03/14.