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122831

2-Aminobenzyl alcohol

Name: 2-Aminobenzyl alcohol
Brand: ALDRICH

98%

Synonym(s):

2-(Hydroxymethyl)aniline

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About This Item

Linear Formula:

H₂NC₆H₄CH₂OH

CAS Number:

5344-90-1

Molecular Weight:

123.15

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847510

EC Number:

226-293-7

Beilstein/REAXYS Number:

1072211

MDL number:

MFCD00007749

Assay:

98%

Form:

solid

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Properties

Quality Level

100

assay

98%

form

solid

bp

162 °C/15 mmHg (lit.)

mp

81-83 °C (lit.)

functional group

hydroxyl

SMILES string

Nc1ccccc1CO

InChI

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

InChI key

VYFOAVADNIHPTR-UHFFFAOYSA-N

Description

General description

2-Aminobenzyl alcohol is oxidatively cyclised with an array of ketones in dioxane at 80°C in the presence of a ruthenium catalyst and KOH to give corresponding quinolines. It undergoes oxidation catalyzed by heterotrimetallic RuMnMn species on the hydrotalcite surface in the presence of O₂ to yield 2-aminobenzaldehyde.

Application

2-Aminobenzyl alcohol was used in the synthesis of ethyl 2-hydroxymethylcarbanilate.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Heterotrimetallic RuMnMn species on a hydrotalcite surface as highly efficient heterogeneous catalysts for liquid-phase oxidation of alcohols with molecular oxygen.

Kohki Ebitani et al.

Angewandte Chemie (International ed. in English), 44(22), 3423-3426 (2005-04-30)

Facile intramolecular nucleophilic attack by alkoxide ions on ethyl and p-nitrophenyl carbamates.

J E Hutchins et al.

Journal of the American Chemical Society, 95(11), 3786-3790 (1973-05-30)

Ruthenium-catalysed oxidative cyclisation of 2-aminobenzyl alcohol with ketones: modified Friedlaender quinoline synthesis.

Cho CS, et al.

Chemical Communications (Cambridge, England), 24, 2576-2577 (2001)

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Global Trade Item Number

SKU	GTIN
122831-10G	04061838721822
122831-25G	04061838721839