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191558

Sigma-Aldrich

4-Aminobenzyl alcohol

98%

Synonym(s):

4-(Hydroxymethyl)aniline

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About This Item

Linear Formula:
H2NC6H4CH2OH
CAS Number:
623-04-1
Molecular Weight:
123.15
Beilstein:
2078680
EC Number:
210-767-5
MDL number:
MFCD00014782
UNSPSC Code:
12352100
PubChem Substance ID:
24851494
NACRES:
NA.22

Assay

98%

mp

60-65 °C (lit.)

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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)
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)
Supramolecular hydrogels for enzymatically triggered self-immolative drug delivery
Saez J, et al.
Tetrahedron, 66(14), 2614-2618 (2010)
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