3-Aminobenzylalcohol Chemical Properties

Melting point:

92-95 °C (lit.)

Boiling point:

229.26°C (rough estimate)

Density 

1.0877 (rough estimate)

refractive index 

1.5380 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Fine Crystalline Powder

pka

14.46±0.10(Predicted)

color 

Beige or gray-beige to brown

Water Solubility 

Soluble in water.

BRN 

2205844

InChI

InChI=1S/C7H9NO/c8-7-3-1-2-6(4-7)5-9/h1-4,9H,5,8H2

InChIKey

OJZQOQNSUZLSMV-UHFFFAOYSA-N

SMILES

C1(CO)=CC=CC(N)=C1

CAS DataBase Reference

1877-77-6(CAS DataBase Reference)

NIST Chemistry Reference

Benzenemethanol, 3-amino-(1877-77-6)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

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

Safety Statements 

26-37/39-36

RIDADR 

UN2811

WGK Germany 

3

RTECS 

DN3154450

F 

8-10-23

Hazard Note 

Irritant/Harmful

HazardClass 

6.1

PackingGroup 

III

HS Code 

29221980

MSDS

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

3-Aminobenzylalcohol Usage And Synthesis

Chemical Properties

beige or grey-beige to brown fine crystalline

Uses

3-Aminobenzyl alcohol, is used as a reagent in the synthesis of quinone analogs as dynamin GTPase inhibitors. Also used as a reagent in the synthesis of pyrrolo[2,1-f][1,2,4]triazines as novel hedgehog signaling pathway inhibitors.

Synthesis

GENERAL PROCEDURE: In a 10 mL round bottom flask equipped with a magnetic stirrer, m-nitrobenzaldehyde (0.123 g, 1 mmol) and water (2 mL) were added to form a mixture. Subsequently, Ni2B (0.006 g, 0.05 mmol) was added to the mixture and stirred for 5 minutes. Next, NaBH4 (0.095 g, 2.5 mmol) was added and the resulting mixture continued to be stirred for 3 minutes at room temperature. The reaction process was monitored by thin layer chromatography (TLC) using hexane/ether (5:3) as eluent. After the reaction was completed, 2% aqueous KOH solution (5 mL) was added and stirring was continued for 10 min. After that, the mixture was extracted with ethyl acetate (3 x 8 mL), the organic phases were combined and dried with anhydrous Na2SO4. Finally, the solvent was evaporated to give pure 3-aminobenzyl alcohol liquid in 95% yield (0.088 g, Table 2, entry 1).

References

[1] Journal of the Iranian Chemical Society, 2015, vol. 12, # 7, p. 1221 - 1226
[2] Journal of Chemical Research, 2006, # 8, p. 542 - 544
[3] Dalton Transactions, 2016, vol. 45, # 36, p. 14230 - 14237
[4] Asian Journal of Chemistry, 2010, vol. 22, # 7, p. 5575 - 5580
[5] Journal of the Chemical Society of Pakistan, 2016, vol. 38, # 4, p. 679 - 684

3-Aminobenzylalcohol(1877-77-6)Related Product Information

• p-Anisidine
• Sulfanilic acid
• Aniline
• Benzyl alcohol
• Benzocaine
• 4-Aminobenzoic acid
• 4-Aminophenylacetic acid
• Sulfanilamide
• diethyl 4,4'-(carbonylbis(azanediyl))dibenzoate
• Ethyl 3-aminobenzoate
• Ethyl p-nitrobenzoate
• Diethylamino hydroxybenzoyl hexyl benzoate
• 4-[(1-Oxoheptyl)amino]benzoic Acid Ethyl Ester
• 3-Maleimidobenzoic acid N-hydroxysuccinimide ester
• 5(6)-Aminofluorescein
• 6-Aminofluorescein
• 4-Nitrophthalic anhydride
• 4-Aminobenzyl alcohol