4-Chlorobenzylamine Chemical Properties

Melting point:

277-278 °C(Solv: N,N-dimethylformamide (68-12-2))

Boiling point:

215 °C (lit.)

Density 

1.164 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.558(lit.)

Flash point:

195 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Liquid

pka

8.85±0.10(Predicted)

color 

Clear slightly yellow

Water Solubility 

Not miscible in water.

Sensitive 

Air Sensitive

BRN 

507949

CAS DataBase Reference

104-86-9(CAS DataBase Reference)

NIST Chemistry Reference

Benzenemethanamine, 4-chloro-(104-86-9)

EPA Substance Registry System

Benzenemethanamine, 4-chloro- (104-86-9)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

36/37/38-34-52-21/22

Safety Statements 

26-36-45-36/37/39

RIDADR 

2735

WGK Germany 

3

F 

9-23

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29214990

MSDS

• Language:English Provider:4-Chlorobenzylamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-Chlorobenzylamine Usage And Synthesis

Chemical Properties

clear slightly yellow liquid

Uses

4-Chlorobenzylamine is used as pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of p-chlorobenzylamine from p-chlorobenzonitrile: Ruthenium(II) complex (1 M) and 2-butanol (5 mL) were added to a 25 mL flask under argon protection and stirred for 5 min at room temperature. Subsequently, KOtBu (0.05 mM) was added and stirring was continued for 5 minutes. Next, p-chlorobenzonitrile (0.5 mM) was added and the reaction mixture was heated on a hot plate at 120°C for 30 minutes. Upon completion of the reaction, the catalyst was separated from the reaction mixture by the addition of petroleum ether, followed by filtration. The filtrate was neutralized with 1 M HCl. The ether layer was purified by short path silica gel column chromatography. Hexadecane was added to the purified filtrate as an internal standard and the yield of the product p-chlorobenzylamine was determined by gas chromatography (GC).

References

[1] Chemistry - A European Journal, 2016, vol. 22, # 14, p. 4991 - 5002
[2] Journal of the American Chemical Society, 2015, vol. 137, # 28, p. 8888 - 8891
[3] Journal of Coordination Chemistry, 2015, vol. 68, # 2, p. 321 - 334
[4] Synlett, 2001, # 10, p. 1623 - 1625
[5] Catalysis Letters, 2016, vol. 146, # 10, p. 2149 - 2156

4-Chlorobenzylamine(104-86-9)Related Product Information

• 4-Hydroxybenzylamine
• Flunixin meglumine
• 2-(4-Chlorobenzyl)pyridine
• Trimethylamine
• 3-Iodobenzylamine
• Phenoxybenzamine hydrochloride
• 4-Chlorophenol
• Trimethoprim
• 2-Chlorobenzamide
• 4-Fluorobenzylamine
• trimethylamine oxide
• Meglumine
• Dibenzylamine
• Benzylamine
• 1-Chloro-4-iodobenzene
• 4-Cyanobenzaldehyde
• 4-Chlorobenzaldehyde
• 4-BROMO-DL-PHENYLALANINE