3-Trifluoromethylbenzylcyanide Chemical Properties

Boiling point:

92-93 °C4 mm Hg(lit.)

Density 

1.187 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4565(lit.)

Flash point:

120 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

1.187

BRN 

909640

Exposure limits

NIOSH: IDLH 25 mg/m3

InChI

InChI=1S/C9H6F3N/c10-9(11,12)8-3-1-2-7(6-8)4-5-13/h1-3,6H,4H2

InChIKey

JOIYKSLWXLFGGR-UHFFFAOYSA-N

SMILES

C1(CC#N)=CC=CC(C(F)(F)F)=C1

CAS DataBase Reference

2338-76-3(CAS DataBase Reference)

NIST Chemistry Reference

Benzeneacetonitrile, 3-(trifluoromethyl)-(2338-76-3)

EPA Substance Registry System

Benzeneacetonitrile, 3-(trifluoromethyl)- (2338-76-3)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

10-20/21/22-36/37/38

Safety Statements 

16-26-27-36/37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

RTECS 

CY1820000

Hazard Note 

Irritant

TSCA 

T

HazardClass 

3

PackingGroup 

III

HS Code 

29269090

MSDS

• Language:English Provider:2-[3-(Trifluoromethyl)phenyl]acetonitrile
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Trifluoromethylbenzylcyanide Usage And Synthesis

Chemical Properties

CLEAR YELLOW-BROWN LIQUID

Uses

3-(Trifluoromethyl)phenylacetonitrile may be used in chemical synthesis studies.

Synthesis

The general procedure for the synthesis of m-trifluoromethylphenylacetonitrile from the compound (CAS: 773837-37-9) and 3-trifluoromethylbenzyl chloride was as follows: An aqueous solution of sodium cyanide was prepared by adding 61.7 g of sodium cyanide and 112 g of water to a 250 mL beaker and stirring for 2 h until completely dissolved. Add 235 g of 2,3-trifluoromethylbenzyl chloride and 2.5 g of triethylbenzylammonium chloride to a 500 mL three-necked flask, and heat to 60°C. The temperature is controlled at 55~65°C. The aqueous sodium cyanide solution prepared above was slowly added dropwise under the temperature control of 55~65°C. After the dropwise addition was completed, the reaction temperature was maintained at 60°C for 8 hours. Samples were taken for HPLC analysis during the reaction to ensure that the mass fraction of 3-trifluoromethylbenzyl chloride was less than 0.5%. After completion of the reaction, it was cooled to room temperature and left to stratify. The aqueous layer was washed twice with 50 g of water, all aqueous layers were combined and treated with 5% sodium hypochlorite solution. The oil layer was distilled under reduced pressure and the 94-97 °C fraction was collected at -0.095 MPa to give 204 g of m-trifluoromethylbenzylacetonitrile with a product purity ≥94.0% and a yield of 91%.

References

[1] Patent: CN106349006, 2017, A. Location in patent: Paragraph 0007; 0024; 0037

3-Trifluoromethylbenzylcyanide(2338-76-3)Related Product Information

• 2-Methylbenzyl cyanide
• 4-(TRIFLUOROMETHYL)PHENYLACETONITRILE
• Trifluoromethanesulfonic acid
• 4-Methylbenzyl cyanide
• PHENYL VALERATE
• 4-Aminobenzotrifluoride
• 3-(Trifluoromethyl)benzaldehyde
• 3-Aminobenzotrifluoride
• 4-Trifluoromethylphenol
• 2-Methylbenzotrifluoride
• 2-(Trifluoromethyl)benzoic acid
• 3-Trifluoromethylphenol
• (3-Methoxyphenyl)acetonitrile
• 3-Bromobenzonitrile
• 3-Bromoaniline
• 3-(Trifluoromethyl)benzoic acid
• 3-Chloromethyl-benzotrifluoride
• 3'-(Trifluoromethyl)acetophenone