2-(4-Methylphenyl)propanenitrile

Base Information

• Chemical Name: 2-(4-Methylphenyl)propanenitrile
• CAS No.: 75920-45-5
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.204
• European Community (EC) Number: 846-869-7
• Nikkaji Number: J593.099E
• Mol file: 75920-45-5.mol

Synonyms:2-(4-methylphenyl)propanenitrile;75920-45-5;SCHEMBL958687;alpha,4-Dimethylbenzeneacetonitrile;AKOS008129050;(r,s)-2-(4-methylphenyl)-propionitrile;EN300-68715;Z415654732

Chemical Property of 2-(4-Methylphenyl)propanenitrile

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C)C#N

Technology Process of 2-(4-Methylphenyl)propanenitrile

There total 26 articles about 2-(4-Methylphenyl)propanenitrile 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: 100.0%

1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → (+/-)-2-(4'-methylphenyl)-propionitrile (75920-45-5)

Guidance literature:

With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 35 ℃; for 25h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.200805092

Reference yield: 93.0%

zinc(II) cyanide (557-21-1) + 1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) → (+/-)-2-(4'-methylphenyl)-propionitrile (75920-45-5)

Guidance literature:

With nickel(II) chloride hexahydrate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc; In 1,4-dioxane; water; at 80 ℃; for 4h; Reagent/catalyst; Glovebox; Inert atmosphere;

Reference yield: 92.0%

para-bromotoluene (106-38-7) + potassium 2-cyanopropanoate (1266802-94-1) → (+/-)-2-(4'-methylphenyl)-propionitrile (75920-45-5)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 16.1667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

upstream raw materials:

(4-methylphenyl)acetonitrile

methanol

α-acetoxy-2-(4-methylphenyl)acetonitrile

carbonic acid dimethyl ester

Downstream raw materials:

(R,S)-2-(4'-methylphenyl) propionic acid

(+/-)-2-(4'-methylphenyl)-propylamide

(R)-(-)-2-(4'-methylphenyl)propionamide

(S)-(+)-2-(4'-methylphenyl)propanoic acid