85068-32-2

Basic information

• Product Name: 3,5-Bis(trifluoromethyl)phenylacetonitrile
• Synonyms: 3,5-Bis(trifluoromethyl)benzyl cyanide, 5-(Cyanomethyl)-alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-m-xylene;2-[3,5-DI(TRIFLUOROMETHYL)PHENYL]ACETONITRILE;2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ACETONITRILE;3,5-BIS(TRIFLUOROMETHYL)PHENYLACETONITRILE;3,5-BIS(TRIFLUOROMETHYL)BENZYL CYANIDE;3,5-DI(TRIFLUORO METHYL)BENZYL CYANIDE;3,5-Bis(Trifluoromethyl)Phenylacetonitrile/3,5-DoubleTrifluoroMethylPhenylacetonitrile;3,5-Bis(trifluoromethyl)phenylacetonitrile 98%
• CAS NO: 85068-32-2
• Molecular Formula: C₁₀H₅F₆N
• Molecular Weight: 253.14
• EINECS: 285-294-0
• Product Categories: Aromatic Nitriles;Miscellaneous;C10 to C27;Cyanides/Nitriles;Nitrogen Compounds;Fluorine series
• Mol File: 85068-32-2.mol

Chemical Properties

• Boiling Point: 195.4 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: clear colorless to pale yellow liquid
• Density: 1.42 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.421mmHg at 25°C
• Refractive Index: n20/D 1.4234(lit.)
• Storage Temp.: 2-8°C
• Solubility: Difficult to mix.
• BRN: 6810362
• CAS DataBase Reference: 3,5-Bis(trifluoromethyl)phenylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Bis(trifluoromethyl)phenylacetonitrile(85068-32-2)
• EPA Substance Registry System: 3,5-Bis(trifluoromethyl)phenylacetonitrile(85068-32-2)

Safety Data

• Hazard Codes: Xn,C,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 85068-32-2(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to pale yellow liquid

Uses

3,5-Bis(trifluoromethyl)phenylacetonitrile may be used in chemical synthesis.

InChI:InChI=1/C10H5F6N/c11-9(12,13)7-3-6(1-2-17)4-8(5-7)10(14,15)16/h3-5H,1H2

Upstream product

• 328-72-3 3,5-(bistrifluoromethyl)chlorobenzene 
• 372-09-8 cyanoacetic acid 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 1071-36-9 sodium cyanoacetate 

Downstream Products

• 162781-04-6 1-<3,5-Bis(trifluoromethyl)phenyl>cyclopentanecarbonitrile 
• 769132-64-1 (3,5-bis-trifluoromethylphenyl)-bromo-acetonitrile 
• 871834-77-4 (R)-1-((R)-(3,5-bis(trifluoromethyl)phenyl)(2-methyl-2H-tetrazol-5-yl)methyl)-3-ethyl-7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoxaline 
• 871834-78-5 (R)-1-((S)-(3,5-bis(trifluoromethyl)phenyl)(2-methyl-2H-tetrazol-5-yl)methyl)-3-ethyl-7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoxaline 
• 871834-69-4 (3S)-1-((R)-(3,5-bis(trifluoromethyl)phenyl)(2-methyl-2H-tetrazol-5-yl)methyl)-3-ethyl-7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoxaline 
• 871834-72-9 (3S)-1-((S)-(3,5-bis(trifluoromethyl)phenyl)(2-methyl-2H-tetrazol-5-yl)methyl)-3-ethyl-7-(trifluoromethyl)-1,2,3,4-tetrahydroquinoxaline 

Relevant articles and documents

Method for synthesizing drug intermediate

The invention discloses a method for synthesizing a drug intermediate. Cyano-acetate and 3,5-bis(trifluoromethyl) halogenobenzene are dissolved in a solvent and have a decarboxylation cyanomethylation reaction under the action of a palladium catalyst and an organic phosphorus ligand to obtain 2-(3,5-bis(trifluoromethyl phenyl) acetonitrile, then 2-(3,5-bis(trifluoromethyl phenyl) acetonitrile reacts with a methylation reagent to obtain 2-(3,5-bis(trifluoromethyl phenyl)-2-methyl propanenitrile, and finally cyano groups are converted into carboxyl groups with alkali to obtain the target product. The method for synthesizing the drug intermediate is easy to operate, raw materials are cheap and easy to obtain, synthesis is easy, side reactions do not happen, and the yield is high.

Synthesis method of netupitant intermediates

The invention discloses a synthesis method of netupitant intermediates. The method includes the steps of dissolving cyano-acetate and 3,5-bis(trifluoromethylphenyl halide) in solvent, conducting decarboxylation and cyanomethylation reaction under the effect of a palladium catalyst and organophosphorus ligand to obtain 2-(3,5-bistrifluoromethylphenyl)acetonitrile, converting a cyano group into a carboxy group through alkali to obtain 2-(3,5-bistrifluoromethylphenyl)acetic acid, and making 2-(3,5-bistrifluoromethylphenyl)acetic acid react with a methylating agent to obtain a target product. The method is easy to operate, free of side reaction and high in yield, and raw materials are low in price, easy to obtain and easy to synthesize.

Carboanion Reactivity: Kinetics of the Reactions of Benzyl Cyanide Anions with Aromatic Nitro-compounds

Rate and equilibrium measurements are reported for the reactions in methanol of carbanions derived from 12 ring-substituted benzyl cyanides with 1,3,5-trinitrobenzene to give ?-adducts.Some data for reaction of the carbanions with 4-nitrobenzofuroxan were also measured.With increasing carbanion reactivity, rate constants approach a limit of just below 109 dm3 mol-1 s-1.Intrinsic reactivities of carbanions in ?-adduct forming reactions and in proton transfer reactions are compared.