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3-Aminobenzylalcohol

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CAS:1877-77-6
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  • CAS:1877-77-6
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  • (3-aminophenyl)methanol
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  • CAS:1877-77-6
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3-Aminobenzylalcohol Basic information
Product Name:3-Aminobenzylalcohol
Synonyms:3-amino-benzenemethano;Benzocaine Impurity 6(Benzocaine EP Impurity F);3-aminobenzenemethanol;Benzyl alcohol, m-amino-;m-amino-benzylalcoho;3-Hydrozymethylaniline;Benzenemethanol, 3-amino-;3-Aminobenzyl alcohol, 98+%
CAS:1877-77-6
MF:C7H9NO
MW:123.15
EINECS:217-514-8
Product Categories:Benzhydrols, Benzyl & Special Alcohols
Mol File:1877-77-6.mol
3-Aminobenzylalcohol Structure
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
pka14.46±0.10(Predicted)
color Beige or gray-beige to brown
Water Solubility Soluble in water.
BRN 2205844
InChIInChI=1S/C7H9NO/c8-7-3-1-2-6(4-7)5-9/h1-4,9H,5,8H2
InChIKeyOJZQOQNSUZLSMV-UHFFFAOYSA-N
SMILESC1(CO)=CC=CC(N)=C1
CAS DataBase Reference1877-77-6(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenemethanol, 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
8-10-23
Hazard Note Irritant/Harmful
HazardClass 6.1
PackingGroup III
HS Code 29221980
MSDS Information
ProviderLanguage
3-Aminobenzylalcohol English
SigmaAldrich English
ACROS English
ALFA English
3-Aminobenzylalcohol Usage And Synthesis
Chemical Propertiesbeige or grey-beige to brown fine crystalline
Uses3-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
3-Nitrobenzaldehyde

99-61-6

3-Aminobenzylalcohol

1877-77-6

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
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