3-Chlorobenzylamine Chemical Properties

Melting point:

97-98 °C

Boiling point:

110-112 °C/17 mmHg (lit.)

Density 

1.159 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.559(lit.)

Flash point:

209 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

8.77±0.10(Predicted)

form 

Liquid

Specific Gravity

1.159

color 

Clear colorless to faint yellow

Sensitive 

Air Sensitive

BRN 

774509

CAS DataBase Reference

4152-90-3(CAS DataBase Reference)

NIST Chemistry Reference

Benzenemethanamine, 3-chloro-(4152-90-3)

EPA Substance Registry System

Benzenemethanamine, 3-chloro- (4152-90-3)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-20/21/22-36/37/38

Safety Statements 

26-36/37/39-45-36

RIDADR 

UN 2735 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29214990

MSDS

• Language:English Provider:3-Chlorobenzylamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Chlorobenzylamine Usage And Synthesis

Chemical Properties

clear colorless to faint yellow liquid

Uses

3-Chlorobenzylamine is used as pharmaceutical, pesticide and dye intermediates. It is used in the synthesis of 3-Chlorobenzamide and N-(3-Chlorobenzyl)-4-(2-indolyl)-2-pyrimidinamine.

General Description

3-Chlorobenzylamine undergoes reductive amination during dihydroquinolone synthesis. It is used in the synthesis of N- (3-chlorobenzyl) toluene-p-sulphonamide.

Synthesis

The general procedure for the synthesis of 3-chlorobenzylamine from 3-chlorobenzonitrile was as follows: in a 25 mL round-bottomed flask, CuNP/WS catalyst was added to a mixed solution containing 5 mL of double-distilled water and 1 mmol of 3-chlorobenzonitrile. Subsequently, 4 mmol NaBH4 was added to the reaction mixture in 4 portions and stirred at room temperature for an appropriate time. The reaction process was monitored by thin layer chromatography (TLC) using ethyl acetate/hexane (1:5) as eluent. After completion of the reaction, the reaction mixture was filtered and the catalyst was rinsed twice with dichloromethane. The organic phase was washed with distilled water, dried over anhydrous MgSO4 and finally the solvent was evaporated under vacuum to give the target product 3-chlorobenzylamine.

References

[1] Journal of Organic Chemistry, 2012, vol. 77, # 1, p. 221 - 228
[2] ChemSusChem, 2017, vol. 10, # 5, p. 842 - 846
[3] Journal of the American Chemical Society, 2017, vol. 139, # 38, p. 13554 - 13561
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 19, p. 7965 - 7983
[5] Inorganic and Nano-Metal Chemistry, 2018, vol. 48, # 3, p. 176 - 181

3-Chlorobenzylamine(4152-90-3)Related Product Information

• 3-Iodobenzylamine
• Dibenzylamine
• 4-Hydroxybenzylamine
• Phenoxybenzamine hydrochloride
• 3-Chloroperoxybenzoic acid
• 3-Chlorobenzyl chloride
• 3,4-DICHLOROBENZENE-1-CARBOHYDRAZIDE
• 3,4-Dichlorobenzylamine
• 2,3-DICHLOROBENZAMIDE
• Tetrachlorophthalimide
• 3-CHLOROBENZAMIDE
• 2-Amino-5-chlorobenzamide
• 2,5-DICHLOROBENZHYDRAZIDE
• (3,4-Dichlorobenzyl)methylamine
• 5-CHLOROSALICYLANILIDE
• 3-Chloro-4-methylbenzylamine
• 2-(AMINOMETHYL)-4-CHLOROPHENOL
• N-(4-AMINO-2-METHYLPHENYL)-4-CHLOROPHTHALIMIDE