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Key Documents

191558

Sigma-Aldrich

4-Aminobenzyl alcohol

98%

Synonym(s):

4-(Hydroxymethyl)aniline

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About This Item

Linear Formula:
H2NC6H4CH2OH
CAS Number:
Molecular Weight:
123.15
Beilstein:
2078680
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

60-65 °C (lit.)

functional group

hydroxyl

storage temp.

2-8°C

SMILES string

Nc1ccc(CO)cc1

InChI

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

InChI key

AXKGIPZJYUNAIW-UHFFFAOYSA-N

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General description

4-Aminobenzyl alcohol is used as a starting material to synthesize other organic compounds.

Application

4-Aminobenzyl alcohol can be used:
  • In the synthesis of 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutylamino}benzyl ester.
  • As a reactant to synthesize cross-azo compounds and cathepsin B cleavable dipeptide linker.
  • As a starting material to synthesize hydrogelators for drug delivery applications.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Improved Methodology for the Synthesis of a Cathepsin B Cleavable Dipeptide Linker, Widely Used in Antibody-Drug Conjugate Research
Mondal D, et al.
Tetrahedron Letters, 59(40), 3594-3599 (2018)
Katarzyna Gorska et al.
Chemical communications (Cambridge, England), 47(15), 4364-4366 (2011-03-04)
Nucleic acid templated reactions have attracted significant attention for nucleic acid sensing. Herein we report a general design which extends the potential of nucleic acid templated reactions to unleash the function of a broad diversity of small molecules such as
A novel 4-aminobenzyl ester-based carboxy-protecting group for synthesis of atypical peptides by Fmoc-But solid-phase chemistry.
Chan WC, et al.
Journal of the Chemical Society. Chemical Communications, 21, 2209-2210 (1995)
The rational design of a peptide-based hydrogel responsive to H 2 S
Peltier R, et al.
Chemical Communications (Cambridge, England), 51(97), 17273-17276 (2015)
Selective Single-Step Oxidation of Amine to Cross-Azo Compounds with an Unhampered Primary Benzyl Alcohol Functionality
Sarkar S, et al.
Organic Letters, 20(21), 6725-6729 (2018)

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