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100242

Sigma-Aldrich

3-Aminophenol

98%

Synonym(s):

m-Aminophenol

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About This Item

Linear Formula:
H2NC6H4OH
CAS Number:
591-27-5
Molecular Weight:
109.13
Beilstein:
636059
EC Number:
209-711-2
MDL number:
MFCD00007786
UNSPSC Code:
12352100
PubChem Substance ID:
24846518
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

bp

164 °C/11 mmHg (lit.)

mp

120-124 °C (lit.)

SMILES string

Nc1cccc(O)c1

InChI

1S/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2

InChI key

CWLKGDAVCFYWJK-UHFFFAOYSA-N

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Application

3-Aminophenol has been used in the synthesis of disulfonated bis[4-(3-aminophenoxy)phenyl]sulfone (S-BAPS).
It can be used to synthesize:
  • Methyl 2-oxo-7-[(triphenylphosphoranylidene)amino]-2H-chromene-4-carboxylate by reacting with dimethyl acetylenedicarboxylate (DMAD) in the presence of triphenylphosphine.
  • 3-Amino-2-cyclohexen-1-one via palladium-catalyzed hydrogenation.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 + H332,H319,H411

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

100242-VAR:
100242-500G:
100242-5G:
100242-5KG:
100242-BULK:
100242-10KG:
100242-100G:

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 Practical and One-Pot Procedure for the Synthesis of 3-Amino-2-cyclohexen-1-one from 3-Aminophenol.
Sajiki H
Organic Process Research & Development, 9(2), 219-220 (2005)
Sijing Chen et al.
Polymers, 11(6) (2019-06-20)
Benzoxazine containing fluorinated aromatic ether nitrile linkage (FAEN-Bz) had been synthesized from 2,6-dichlorobenzonitrile, 4,4'-(hexafluoroisopropylidene)diphenol (bisphenol AF), 3-Aminophenol, formaldehyde, phenol by condensation polymerization and Mannich ring-forming reaction. Structures of the monomer were verified by Proton NMR spectrum (1H-NMR) and Fourier transform
Vinyltriphenylphosphonium salt mediated synthesis of 1, 4-benzoxazine and coumarin derivatives.
Yavari I, et al.
Tetrahedron, 58(34), 6895-6899 (2002)
Ping-Chih Hsu et al.
Oncology reports, 42(2), 697-707 (2019-06-25)
Human non‑small cell lung cancer (NSCLC) is associated with an extremely poor prognosis especially for the 40% of patients who develop brain metastasis, and few treatment strategies exist. Cucurbitacin E (CuE), an oxygenated tetracyclic triterpenoid isolated from plants particularly of
Jennifer A Reese et al.
Journal of the American Chemical Society, 126(36), 11387-11392 (2004-09-10)
Rotationally resolved electronic spectroscopy in the gas phase, in the absence and presence of an applied electric field, has been used to distinguish the two conformers of 3-aminophenol (3AP) on the basis of differences in their electric dipole moments. cis-3AP
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