3,5-Dimethoxybenzonitrile Chemical Properties

Melting point:

87-89 °C(lit.)

Boiling point:

290.25°C (rough estimate)

Density 

1.2021 (rough estimate)

refractive index 

1.5300 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

powder

Appearance

White to off-white Solid

InChI

InChI=1S/C9H9NO2/c1-11-8-3-7(6-10)4-9(5-8)12-2/h3-5H,1-2H3

InChIKey

NVTHWSJNXVDIKR-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

19179-31-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-36/37

RIDADR 

3276

WGK Germany 

3

RTECS 

DI4355800

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

Toxicity

mouse,LD50,intraperitoneal,1gm/kg (1000mg/kg),Farmaco, Edizione Scientifica. Vol. 41, Pg. 41, 1986.

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,5-Dimethoxybenzonitrile Usage And Synthesis

Uses

3,5-Dimethoxybenzonitrile can be used as a pharmaceutical intermediate and can also participate in various organic synthesis processes.

Chemical Properties

white to beige or grey crystalline powder

Synthesis

General procedure for the synthesis of 3,5-dimethoxybenzonitrile from 3,5-dimethoxybenzenemethanol: In a 25 mL Schlenk tube equipped with a magnetic stirrer, CuCl (0.05 mmol, 5 mol%), DABCO (0.10 mmol, 10 mol%), and 4-HO-TEMPO (0.05 mmol, 5 mol%) were added in turn . Subsequently, a solution of 3,5-dimethoxybenzyl alcohol (1 mmol) and ammonia (25-28%, 3 mmol, 3.0 equiv) in acetonitrile (2 mL) was added. The reaction mixture was stirred at room temperature for 24 h under argon protection. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with water and extracted with ethyl acetate. The organic layers were combined and dried with anhydrous magnesium sulfate. Subsequently, the organic layer was concentrated under reduced pressure and the crude product was purified by column chromatography to afford the target product 3,5-dimethoxybenzonitrile.

References

[1] Chinese Chemical Letters, 2018, vol. 29, # 3, p. 464 - 466
[2] Applied Organometallic Chemistry, 2018, vol. 32, # 4,

3,5-Dimethoxybenzonitrile(19179-31-8)Related Product Information

• Dimethyldimethoxysilane
• 4-Nitrobenzonitrile
• 1,1-Dimethoxyethane
• Diphenyldimethoxysilane
• Phthalonitrile
• Benzonitrile
• 3,5-Dimethoxybenzoic acid
• 3,5-Dimethoxyphenol
• 2-Cyanophenol
• 1,3-Dicyanobenzene
• 1,4-Dicyanobenzene
• Anisonitrile
• Dimethoxymethane
• 3,5-dimethoxyphenylacetic acid
• 3,4,5-Trimethoxybenzonitrile
• 2-AMINO-4,5-DIMETHOXYBENZONITRILE,2-AMINO-4,5-DIMETHOXYBENZONITRILE TECHN. 95%,2-AMINO-4 5-DIMETHOXYBENZONITRILE 96%
• 2,4-DIMETHOXYBENZONITRILE
• 3,5-DIACETOXYBENZONITRILE