2,6-Dichlorobenzylamine Chemical Properties

Melting point:

40°C

Boiling point:

108°C/ 8mm

Density 

1.320±0.06 g/cm3(Predicted)

refractive index 

1.557-1.559

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

7.98±0.10(Predicted)

form 

Liquid

color 

Clear colorless to yellow

Sensitive 

Air Sensitive

CAS DataBase Reference

6575-27-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

45-36/37/39-26

RIDADR 

UN2735

HazardClass 

8

PackingGroup 

III

HS Code 

29214990

MSDS

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2,6-Dichlorobenzylamine Usage And Synthesis

Chemical Properties

Clear pale yellow liquid

Uses

(2,6-Dichlorophenyl)methanamine was one of the reactants used in making a library of highly selective and potent G protein-coupled receptor kinase 2 inhibitors.

Synthesis

The general procedure for the synthesis of 2,6-dichlorobenzaldehyde oxime as raw material for 2,6-dichlorobenzylamine was as follows: 2,6-dichlorobenzaldehyde oxime (0.121 g, 1 mmol) was mixed and milled with nano Fe3O4 (0.046 g, 0.2 mmol, particle size about 70 nm) in a porcelain mortar. Subsequently, ZrCl4 (0.233 g, 1 mmol) was added and the mixture continued to be ground at room temperature. The mortar was heated in an oil bath until the temperature of the reaction mixture reached 75-80 °C. After batchwise addition of NaBH3CN (0.314 g, 5 mmol), the reaction mixture was continued to be ground at 75-80 °C for 15 min. After the reaction was completed, H2O (5 mL) was added and stirred for 5 min. The mixture was extracted with EtOAc (2 x 5 mL), the organic phases were combined and dried with anhydrous Na2SO4. Evaporation of the solvent gave a pure 2,6-dichlorobenzylamine liquid in 93% yield (0.1 g, see Table 2, entry 1).

References

[1] Journal of the Iranian Chemical Society, 2015, vol. 12, # 5, p. 873 - 878
[2] Journal of Medicinal Chemistry, 1984, vol. 27, # 9, p. 1111 - 1118

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