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2-AMINO-5-CHLOROBENZYL ALCOHOL

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2-AMINO-5-CHLOROBENZYL ALCOHOL Basic information

Product Name:
2-AMINO-5-CHLOROBENZYL ALCOHOL
Synonyms:
  • RARECHEM AL BD 1516
  • (2-AMINO-5-CHLOROPHENYL)METHANOL
  • 2-AMINO-5-CHLOROBENZYL ALCOHOL
  • 2-Amino-5-chlorobenzenemethanol
  • Benzenemethanol, 2-amino-5-chloro-
  • 2-AMINO-5-CHLOROBENZYL ALCOHOL USP/EP/BP
  • SKL307
CAS:
37585-25-4
MF:
C7H8ClNO
MW:
157.6
Product Categories:
  • Amino Alcohols
  • Organic Building Blocks
  • Oxygen Compounds
Mol File:
37585-25-4.mol
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2-AMINO-5-CHLOROBENZYL ALCOHOL Chemical Properties

Melting point:
107-109 °C(lit.)
Boiling point:
320.7±27.0 °C(Predicted)
Density 
1.341±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
13.94±0.10(Predicted)
Appearance
White to off-white Solid
CAS DataBase Reference
37585-25-4
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3

MSDS

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2-AMINO-5-CHLOROBENZYL ALCOHOL Usage And Synthesis

Synthesis

635-21-2

37585-25-4

GENERAL PROCEDURE: A solution was prepared by dissolving 2-amino-5-chlorobenzoic acid (8.5 mmol) in THF (24 mL) at room temperature. This solution was added dropwise to a suspension of lithium aluminum hydride (20.4 mmol) in THF (10 mL) over 20 minutes. The reaction mixture was stirred continuously for 3.5 h at room temperature. Subsequently, water (10 mL) was added slowly at 0 °C to quench the reaction. The resulting suspension was filtered through a diatomaceous earth plug and washed with EtOAc (100 mL). The organic phase was washed with brine (30 mL), dried over anhydrous MgSO4 and finally concentrated under vacuum to give 2-amino-5-chlorobenzyl alcohol.

References

[1] ACS Catalysis, 2013, vol. 3, # 4, p. 622 - 624
[2] Organic Letters, 2017, vol. 19, # 12, p. 3219 - 3222
[3] Tetrahedron Letters, 2017, vol. 58, # 40, p. 3795 - 3799
[4] Patent: WO2010/37533, 2010, A1. Location in patent: Page/Page column 44
[5] Organic Letters, 2016, vol. 18, # 21, p. 5572 - 5575

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