2,3-Dimethylbenzonitrile Chemical Properties

Melting point:

23-25°C

Boiling point:

64-66°C 0,8mm

Density 

1.0111 (estimate)

refractive index 

1.5320

Flash point:

64-66°C/0.8mm

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Light yellow to Light orange

BRN 

1932620

CAS DataBase Reference

5724-56-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzonitrile, 2,3-dimethyl-(5724-56-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22

Safety Statements 

23-36/37/39

RIDADR 

3276

RTECS 

DI4357600

Hazard Note 

Harmful

HazardClass 

IRRITANT-HARMFUL

HS Code 

2926907090

MSDS

• Language:English Provider:ALFA

2,3-Dimethylbenzonitrile Usage And Synthesis

Chemical Properties

off white crystal or liquid

Synthesis

General method: n-Butyllithium (1.67 M hexane solution, 3.3 mL, 5.5 mmol) was slowly added dropwise to a tetrahydrofuran (THF, 5 mL) solution of 4-bromo-1,2-xylene (855 mg, 5.0 mmol) at -70 °C. After the dropwise addition was completed, the reaction mixture was kept stirred at -70 °C for 30 min. Subsequently, the reaction system was slowly warmed to 0 °C and stirring was continued for 5 min. Next, N,N-dimethylformamide (DMF, 0.43 mL, 5.5 mmol) was added to the reaction mixture and the reaction mixture was stirred at 0 °C. After 1 h, ammonia solution (10 mL, 150 mmol) and iodine (I2, 1.40 g, 5.5 mmol) were sequentially added to the reaction system and the reaction mixture was then transferred to room temperature and stirred for 2 h. The reaction was completed with the addition of saturated iminosilicate (I2, 1.40 g, 5.5 mmol). Upon completion of the reaction, the reaction was quenched with saturated aqueous sodium sulfite (Na2SO3) solution (15 mL), followed by extraction of the reaction mixture with ether (Et2O, 3 x 20 mL). The organic layers were combined, washed with saturated saline and dried over anhydrous sodium sulfate (Na2SO4). The solvent was removed by distillation under reduced pressure to give the crude product, 4-methylbenzyl cyanide, with a purity of more than 80%. The crude product was purified by silica gel short-column chromatography (eluent: hexane/ethyl acetate = 9:1) to give pure 4-methylbenzonitrile in 80% yield as a colorless solid.

References

[1] Synlett, 2010, # 10, p. 1562 - 1566
[2] Tetrahedron, 2011, vol. 67, # 5, p. 958 - 964

2,3-Dimethylbenzonitrile(5724-56-1)Related Product Information

• 2-Cyanophenol
• Dimethyl sulfoxide
• N,N-Dimethylformamide
• Phthalonitrile
• 4-Cyanophenol
• Benzonitrile
• p-Tolunitrile
• Poly(dimethylsiloxane)
• Tetrachloroterephthalonitrile
• 4-Nitrobenzonitrile
• 2,3-dihydro-1-oxo-1H-indene-4-carbonitrile
• PENTAMETHYLBENZONITRILE
• 2-METHYL-3-(TRIFLUOROMETHYL)BENZONITRILE
• 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-5-CARBONITRILE HYDROCHLORIDE
• 3,4-DIMETHYLBENZONITRILE
• 2,6-DIMETHYLBENZONITRILE
• 4-tert-butyl-3-hydroxyl-2,6-dimethylbenzonitrile
• 3,5-DIMETHYLBENZONITRILE,3,5-DIMETHYLBENZONITRILE 98%