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2-AMINO-5-METHYLBENZYL ALCOHOL

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2-AMINO-5-METHYLBENZYL ALCOHOL Basic information

Product Name:
2-AMINO-5-METHYLBENZYL ALCOHOL
Synonyms:
  • (2-AMINO-5-METHYL-PHENYL)-METHANOL
  • 2-AMINO-5-METHYLBENZYL ALCOHOL
  • Benzenemethanol, 2-amino-5-methyl-
  • 2-AMINO-5-METHYLBENZYL ALCOHOL USP/EP/BP
CAS:
34897-84-2
MF:
C8H11NO
MW:
137.18
Product Categories:
  • Amino Alcohols
  • Organic Building Blocks
  • Oxygen Compounds
Mol File:
34897-84-2.mol
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2-AMINO-5-METHYLBENZYL ALCOHOL Chemical Properties

Melting point:
123-126 °C(lit.)
Boiling point:
145-150 °C(Press: 13 Torr)
Density 
1.126±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
14.48±0.10(Predicted)
Appearance
Off-white to light yellow Solid
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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-METHYLBENZYL ALCOHOL Usage And Synthesis

Synthesis

2941-78-8

34897-84-2

General procedure for the synthesis of 2-amino-5-methylbenzenemethanol from 2-amino-5-methylbenzoic acid: lithium aluminum hydride (20.4 mmol) was suspended in tetrahydrofuran (THF, 10 mL) at room temperature, followed by slow dropwise addition of a solution of 2-amino-5-methylbenzoic acid (8.5 mmol) dissolved in THF (24 mL) over a period of 20 min. The reaction mixture was stirred continuously for 3.5 h at room temperature. Upon completion of the reaction, the reaction was carefully quenched with deionized water (10 mL) at 0 °C. The resulting suspension was filtered through a diatomaceous earth pad and the filter cake was washed well with ethyl acetate (EtOAc, 100 mL). The combined organic phases were washed with saturated saline (30 mL), dried over anhydrous magnesium sulfate (MgSO?), and finally concentrated under reduced pressure to give the target product 2-amino-5-methylbenzyl alcohol.

References

[1] ACS Catalysis, 2013, vol. 3, # 4, p. 622 - 624
[2] Chemical Communications, 2017, vol. 53, # 1, p. 216 - 219
[3] Organic Letters, 2017, vol. 19, # 12, p. 3219 - 3222
[4] Tetrahedron Letters, 2017, vol. 58, # 40, p. 3795 - 3799
[5] Patent: US5190971, 1993, A

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