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Sigma-Aldrich

2-Aminothiophenol

99%

Synonym(s):

2-Aminobenzenethiol, 2-Aminophenyl mercaptan, 2-Mercaptoaniline

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About This Item

Linear Formula:
H2NC6H4SH
CAS Number:
137-07-5
Molecular Weight:
125.19
Beilstein/REAXYS Number:
606076
EC Number:
205-277-3
MDL number:
MFCD00007702
UNSPSC Code:
12352100
PubChem Substance ID:
24856575
NACRES:
NA.22

Quality Level

200

assay

99%

form

liquid

refractive index

n20/D 1.642 (lit.)

bp

70-72 °C/0.2 mmHg (lit.)

mp

16-20 °C (lit.)

density

1.17 g/mL at 25 °C (lit.)

SMILES string

Nc1ccccc1S

InChI

1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2

InChI key

VRVRGVPWCUEOGV-UHFFFAOYSA-N

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General description

2-Aminothiophenol is an organosulfur compound used in the synthesis of urea derivatives.

Application

2-Aminothiophenol was used in the synthesis of 1,5-benzothiazepines derivatives by reacting with 1,3-diphenylpropenone derivatives and using aluminosilicate solid catalysts. It was also used in the synthesis of benzothiazole and 3-(benzothiazol-2-yl)coumarin derivatives.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

174.2 °F

flash_point_c

79 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT6821
0000276283
MKCQ6766
MKCN0917
MKCJ7658

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Maria J Climent et al.
ChemSusChem, 7(4), 1177-1185 (2014-03-13)
1,5-Benzothiazepines derivatives were obtained first by starting from 1,3-diphenylpropenone derivatives (chalcones) and 2-aminothiophenol by using aluminosilicate solid catalysts. However, diffusional limitations and the strong adsorption of products on the catalyst are deleterious for catalyst activity and life. Then a structured
Vikas S Patil et al.
Journal of fluorescence, 23(5), 1019-1029 (2013-05-18)
Novel ESIPT inspired benzimidazole, benzoxazole and benzothiazole were synthesized from 2,4-dihydroxy benzoic acid and 1,2-phenelenediamine, 2-aminophenol, and 2-aminothiophenol respectively. The synthesized 2-(2',4'-dihydroxyphenyl) benzimidazole, benzoxazole and benzothiazole are fluorescent and the emission characteristic are very sensitive to the micro-environment. They show
Tianzhi Yu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 108, 274-279 (2013-03-19)
Two different types of fluorescent materials containing benzothiazolyl moiety, 2-(benzothiazol-2-yl)phenol derivatives and 3-(benzothiazol-2-yl)coumarin derivatives, were synthesized synchronously using ethyl cyanoacetate, appropriate aromatic aldehyde and 2-aminothiophenol as the starting materials under the catalysis of benzoic acid by one-pot reaction. This method
Chemoselective synthesis, X-ray characterization and DFT studies of new organic single crystal: S-(2-aminophenyl) cyclohexylcarbamothioate
Dougan S, et al.
Journal of Molecular Structure, 1204, 127499-127499 (2020)
William P Morrow et al.
Archives of biochemistry and biophysics, 631, 66-74 (2017-08-23)
Thiol dioxygenases are non-heme mononuclear iron enzymes that catalyze the O
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