4-METHYLBENZOYLACETONITRILE

Base Information

• Chemical Name: 4-METHYLBENZOYLACETONITRILE
• CAS No.: 7391-28-8
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 29269095
• Mol file: 7391-28-8.mol

Synonyms:Acetonitrile,p-toluoyl- (7CI,8CI);(4-Methylbenzoyl)acetonitrile;(p-Methylbenzoyl)acetonitrile;2-Cyano-4'-methylacetophenone;2-Cyano-p-methylacetophenone;3-(4-Methylphenyl)-3-oxopropionitrile;3-Oxo-3-p-tolylpropanenitrile;3-Oxo-3-p-tolylpropionitrile;3-p-Tolyl-3-oxopropionitrile;4-Toluoylacetonitrile;4'-Methyl-2-cyanoacetophenone;p-Toluoylacetonitrile;a-Cyano-p-methylacetophenone;

Chemical Property of 4-METHYLBENZOYLACETONITRILE

Chemical Property:

• Appearance/Colour: light beige needle-like powder
• Vapor Pressure: 0.000367mmHg at 25°C
• Melting Point: 105-108 °C
• Refractive Index: 1.532
• Boiling Point: 318.2 °C at 760 mmHg
• PKA: 8.09±0.10(Predicted)
• Flash Point: 146.2 °C
• PSA: 40.86000
• Density: 1.081 g/cm³
• LogP: 2.09138
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylbenzoylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn:Harmful
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Toluoylacetonitrile (Tol-4) may be used to synthesize (nitrido)(nitrile-enolato) complex, trans-[Mo(N)(NCCHCOTol-4)(dppe)2], where dppe = Ph2PCH2CH2PPh2.

Technology Process of 4-METHYLBENZOYLACETONITRILE

There total 42 articles about 4-METHYLBENZOYLACETONITRILE 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: 91.0%

4-Methylbenzyl alcohol (589-18-4) + acetonitrile (75-05-8,26809-02-9) → p-tolueneacetonitrile (7391-28-8)

Guidance literature:

With potassium tert-butylate; at 50 ℃; for 8h;

Reference yield: 88.0%

acetonitrile (75-05-8,26809-02-9) + p-toluoyl-1H-1,2,3-benzotriazole (59046-28-5) → p-tolueneacetonitrile (7391-28-8)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

p-toluoyl-1H-1,2,3-benzotriazole; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1021/jo026796x

Reference yield: 85.0%

4-methylbenzoyl cyanide (14271-73-9) + cyanomethyl bromide (590-17-0) → p-tolueneacetonitrile (7391-28-8)

Guidance literature:

With indium; In tetrahydrofuran; at 20 ℃; for 5h; sonication;

DOI:10.1016/S0040-4039(02)00925-5

upstream raw materials:

3-amino-3-p-tolylacrylonitrile

cyanoacetic acid chloride

toluene

malononitrile

Downstream raw materials:

2-(6-chloro-benzothiazol-2-yl)-5-p-tolyl-2H-pyrazol-3-ylamine

(2E,4E)-2-(4-Methyl-benzoyl)-5-phenyl-penta-2,4-dienenitrile

4-cyano-2-methyl-5-(4-methylphenyl)-2-(2-thienyl)-2,3-dihydrofuran-3-carboxamide

(2Z)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxo-3-p-tolylpropanenitrile

Refernces

• 1、 Liu, Chong,Yuan, Jing,Zhang, Zhenfeng,Gridnev, Ilya D.,Zhang, Wanbin. "Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3-Chirogenic Center". supporting information. p. 8997 - 9002. Retrieved 2021/03/16.
• 2、 Zeng, Ge,Liu, Jichao,Shao, Yinlin,Zhang, Fangjun,Chen, Zhongyan,Lv, Ningning,Chen, Jiuxi,Li, Renhao. "Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles". . p. 861 - 867. Retrieved 2021/01/09.