2-Fluoro-4-methylphenylacetonitrile

Base Information

• Chemical Name: 2-Fluoro-4-methylphenylacetonitrile
• CAS No.: 518070-26-3
• Molecular Formula: C9H8FN
• Molecular Weight: 149.168
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30380963
• Wikidata: Q82171474
• Mol file: 518070-26-3.mol

Synonyms:518070-26-3;2-Fluoro-4-methylphenylacetonitrile;2-(2-fluoro-4-methylphenyl)acetonitrile;Benzeneacetonitrile, 2-fluoro-4-methyl- (9CI);SCHEMBL2779759;DTXSID30380963;CL9516;MFCD03094328;AKOS015890202;AC-26160;DS-12662;CS-0135398;FT-0654009;A21992;EN300-1847965

Chemical Property of 2-Fluoro-4-methylphenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.0418mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 238.7 °C at 760 mmHg
• Flash Point: 96.1 °C
• PSA: 23.79000
• Density: 1.095 g/cm³
• LogP: 2.20018
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.064077422
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

98%Min ^*data from raw suppliers

2-Fluoro-4-methylphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-4-methylphenylacetonitrile

There total 1 articles about 2-Fluoro-4-methylphenylacetonitrile 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-bromo-3-fluorotoluene (452-74-4) + sodium cyanoacetate (1071-36-9) → 2-(2-fluoro-4-methylphenyl)acetonitrile (518070-26-3)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)); In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 5.16667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

Reference yield: 33.0%

2-(2-fluoro-4-methylphenyl)acetonitrile (518070-26-3) + N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine (118753-70-1) → 1,1-dimethylethyl 4-cyano-4-(2-fluoro-4-methylphenyl)-1-piperidinecarboxylate (1150315-87-9)

Guidance literature:

2-(2-fluoro-4-methylphenyl)acetonitrile; With sodium hydride; In dimethyl sulfoxide; for 5h;

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine; In dimethyl sulfoxide; at 0 - 20 ℃;

Reference yield:

(1R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}{2-[(methylsulfonyl)oxy]ethyl}amino)-1-methylethyl methanesulfonate (690653-42-0) + 2-(2-fluoro-4-methylphenyl)acetonitrile (518070-26-3) → 1,1-dimethylethyl (3R,4S)-4-cyano-4-(2-fluoro-4-methylphenyl)-3-methyl-1-piperidinecarboxylate (1150315-80-2) + C19H25FN2O2 (1150315-82-4)

Guidance literature:

2-(2-fluoro-4-methylphenyl)acetonitrile; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(1R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}{2-[(methylsulfonyl)oxy]ethyl}amino)-1-methylethyl methanesulfonate; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

4-bromo-3-fluorotoluene

sodium cyanoacetate

Downstream raw materials:

1,1-dimethylethyl 4-cyano-4-(2-fluoro-4-methylphenyl)-1-piperidinecarboxylate

1,1-dimethylethyl (3R,4S)-4-cyano-4-(2-fluoro-4-methylphenyl)-3-methyl-1-piperidinecarboxylate

C₁₉H₂₅FN₂O₂

Refernces