Methyl 3-(cyanomethyl)benzoate Property

Boiling point:

314.1±25.0 °C(Predicted)

Density 

1.141±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Safety

HazardClass 

IRRITANT

HS Code 

2926907090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

Methyl 3-(cyanomethyl)benzoate Chemical Properties,Usage,Production

Uses

Methyl 3-(cyanomethyl)benzoate is used as an intermediate in organic synthesis for the preparation of other compounds such as 3-(cyanomethyl)benzoic acid.

Synthesis

Methyl 3-(cyanomethyl)benzoate is synthesised using Methyl 3-(bromomethyl)benzoate as raw material by chemical reaction. The specific synthesis steps are as follows:
(i) To a solution of methyl 3-bromobenzoate (10.0 g, 44 mmol) in acetonitrile (100 mL) were added potassium cyanide (5.7 g, 87 mmol) and 18-crown-6 (1.0 g), and the mixture was stirred at room temperature for 3 days. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=5/95-->30/70), and the fraction containing the object product was concentrated under reduced pressure to give the title compound (7.0 g, 91percent) as a colorless oil. 1H-NMR (DMSO-d6, 300 MHz) δ 3.88 (3H, s), 4.17 (2H, s), 7.57 (1H, t, J = 7.6 Hz), 7.61 - 7.69 (1H, m), 7.88 - 7.95 (1H, m), 7.97 (1H, br s).