2-(Trifluoromethyl)phenylacetonitrile

Base Information

• Chemical Name: 2-(Trifluoromethyl)phenylacetonitrile
• CAS No.: 3038-47-9
• Molecular Formula: C9H6F3N
• Molecular Weight: 185.149
• Hs Code.: 29269090
• European Community (EC) Number: 221-239-9
• UNII: JJT2S6XK2E
• DSSTox Substance ID: DTXSID50184460
• Nikkaji Number: J205.346B
• Wikidata: Q72512266
• Mol file: 3038-47-9.mol

Synonyms:3038-47-9;2-(Trifluoromethyl)phenylacetonitrile;2-(2-(Trifluoromethyl)phenyl)acetonitrile;2-(Trifluoromethyl)benzyl Cyanide;2-[2-(trifluoromethyl)phenyl]acetonitrile;Benzeneacetonitrile, 2-(trifluoromethyl)-;o-trifluoromethylbenzyl cyanide;o-Trifluoromethylphenylacetonitrile;2-Trifluoromethylbenzyl cyanide;EINECS 221-239-9;MFCD00001903;2-(Trifluoromethyl)benzeneacetonitrile;2-(Trifluoromethyl)phenyl acetonitrile;2-(Trifluoromethyl)-benzeneacetonitrile;1-(2-(trifluoromethyl)phenyl)acetonitrile;1-[2-(Trifluoromethyl)phenyl]acetonitrile;[2-(trifluoromethyl)phenyl]acetonitrile;o-(Trifluoromethyl)benzyl cyanide;(2-Trifluoromethyl-phenyl)-acetonitrile;JJT2S6XK2E;SCHEMBL195521;DTXSID50184460;(2-Trifluoromethylphenyl)acetonitrile;CK2050;AKOS005207089;AM10737;PS-8506;2-(2-Trifluoromethylphenyl)ethanenitrile;AC-25727;SY023515;2-(2-(trifluoromethyl)phenyl)ethanenitrile;2-(Trifluoromethyl)phenylacetonitrile, 98%;CS-0063127;FT-0608973;T2366;EN300-69819;(alpha,alpha,alpha-Trifluoro-o-tolyl)acetonitrile;J-017941;Acetonitrile, (alpha,alpha,alpha-trifluoro-o-tolyl)-

Chemical Property of 2-(Trifluoromethyl)phenylacetonitrile

Chemical Property:

• Appearance/Colour: off-white low melting crystalline solid
• Vapor Pressure: 0.168mmHg at 25°C
• Melting Point: 32-35 °C(lit.)
• Refractive Index: 1.457
• Boiling Point: 213.03 °C at 760 mmHg
• Flash Point: 89.444 °C
• PSA: 23.79000
• Density: 1.241 g/cm³
• LogP: 2.77148
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 185.04523368
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

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

2-(Trifluoromethyl)phenylacetonitrile 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-28-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC#N)C(F)(F)F
• Uses: 2-(Trifluoromethyl)-benzeneacetonitrile was used to prepare non-peptide CCR1 receptor antagonists. It was also used to synthesize cyclopentimidazopyridinone and related compounds as interleukin-6 inhibitors. 2-(Trifluoromethyl)phenylacetonitrile was used in the facile synthesis of 1,2,3,4-tetrasubstituted naphthalenes via the condensation reaction with aromatic acetonitriles under basic conditions.

Technology Process of 2-(Trifluoromethyl)phenylacetonitrile

There total 6 articles about 2-(Trifluoromethyl)phenylacetonitrile 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:

sodium cyanide (773837-37-9) + o-trifluoromethylbenzyl bromide (395-44-8) → 2-(trifluoromethyl)phenylacetonitrile (3038-47-9)

Guidance literature:

In dimethyl sulfoxide; at 90 ℃; for 3h;

Reference yield:

o-trifluoromethylbenzyl bromide (395-44-8) → 2-(trifluoromethyl)phenylacetonitrile (3038-47-9)

Guidance literature:

In ethanol; water;

Reference yield:

(2-(trifluoromethyl)phenyl)methanol (346-06-5) → 2-(trifluoromethyl)phenylacetonitrile (3038-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / benzene / Heating

2: ethanol; H₂O / Heating

With thionyl chloride; In ethanol; water; benzene;

DOI:10.1021/jm00136a006

upstream raw materials:

o-trifluoromethylbenzyl bromide

potassium cyanide

2-(trifluoromethyl)benzyl chloride

(2-(trifluoromethyl)phenyl)methanol

Downstream raw materials:

1-(2-(trifluoromethyl)phenyl)cyclobutane-1-carbonitrile

2-(trifluoromethyl)phenylacetic acid

6-(2-Trifluoromethyl-phenyl)-pyrido[2,3-d]pyrimidin-7-ylamine

tert-butyl 4-cyano-4-[2-(trifluoromethyl)phenyl]-1-piperidinecarboxylate

Refernces

• 1、 -. "17α-HYDROXYLASE/C17,20-LYASE INHIBITORS". Page/Page column 75. . Retrieved 2012/04/04.
• 2、 Bennett, Lawrence R.,Blankley, C. John,Fleming, Robert W.,Smith, Ronald D.,Tessman, Deirdre K.. "Antihypertensive Activity of 6-Arylpyridopyrimidin-7-amine Derivatives". . p. 382 - 389. Retrieved 2007/10/02.