3-Methylbenzyl cyanide Chemical Properties

Boiling point:

240-241 °C(lit.)

Density 

1.002 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.52(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Light orange to Yellow

Specific Gravity

1.002

Water Solubility 

INSOLUBLE

BRN 

1099644

Exposure limits

NIOSH: IDLH 25 mg/m3

InChI

InChI=1S/C9H9N/c1-8-3-2-4-9(7-8)5-6-10/h2-4,7H,5H2,1H3

InChIKey

WOJADIOTNFDWNQ-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

2947-60-6(CAS DataBase Reference)

NIST Chemistry Reference

3-Tolylacetic acid nitrile(2947-60-6)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-37/39-36/37

RIDADR 

UN 3276 6.1/PG 3

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

MSDS

• Language:English Provider:3-Methylbenzyl cyanide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Methylbenzyl cyanide Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

(3-Methylphenyl)acetonitrile was used as a reactant to synthesize potential non-nucleoside reverse transcriptase inhibitors (NNRTIs) against HIV. It was also used as a reactant to prepare hepatitis C virus inhibitors.

Synthesis

GENERAL METHOD: To a mixture of benzyl halide (1.0 mmol) and MY (Y: N3, SCN, OAc, CN) (2 mmol) in water (5 mL) was added -CDPU-MNPs (0.1 g). The suspension was magnetically stirred under reflux conditions for the time indicated in Table 1. The progress of the reaction was monitored by TLC (using n-hexane-ethyl acetate as eluent), and after confirming that the feedstock was completely consumed, the catalyst was adsorbed to the side wall of the reaction vessel using an external magnet. The aqueous phase was separated by decantation and extracted with ether (2 x 10 mL). The organic phases were combined and dried with anhydrous calcium chloride (CaCl2) and subsequently concentrated under vacuum to give the target product m-methylphenylacetonitrile. The residual catalyst in the reaction vessel was washed and dried and can be used directly in the next reaction.

References

[1] Journal of Molecular Catalysis A: Chemical, 2012, vol. 365, p. 80 - 86
[2] Applied Organometallic Chemistry, 2018, vol. 32, # 4,
[3] Applied Organometallic Chemistry, 2018, vol. 32, # 2,
[4] Catalysis Communications, 2012, vol. 18, p. 102 - 105

3-Methylbenzyl cyanide(2947-60-6)Related Product Information

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• Acetonitrile
• N,N-Dimethylformamide
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• m-Toluic acid
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• ALPHA-METHYLBENZYL CYANIDE,A-METHYLBENZYL CYANIDE,à-methylbenzyl cyanide
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• O-METHYLBENZYL CYANIDE,2-METHYLBENZYL CYANIDE
• POTASSIUM CYANIDE
• 4-Methylbenzyl cyanide