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Sigma-Aldrich

2-Aminothiophenol

technical grade, 90%

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Synonym(s):
2-Aminobenzenethiol, 2-Aminophenyl mercaptan, 2-Mercaptoaniline
Linear Formula:
H2NC6H4SH
CAS Number:
137-07-5
Molecular Weight:
125.19
Beilstein:
606076
EC Number:
205-277-3
MDL number:
MFCD00007702
PubChem Substance ID:
24847524
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

90%

refractive index

n20/D 1.642 (lit.)

bp

70-72 °C/0.2 mmHg (lit.)

mp

16-20 °C (lit.)

solubility

H2O: slightly soluble

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 couples with Amberlite XAD by means of an N=N spacer to prepare a new functionalized resin for on-line preconcentration of copper and cadmium.

Application

2-Aminothiophenol was used in one-pot synthesis of stable phosphonium ylides. It was also used in the synthesis of 2-[(2-benzothiazolylmethyl)thio]-benzenamine. It was used to functionalize silver nano particles for biological pH sensing based on surface enhanced Raman scattering.

Signal Word

Danger

Hazard Statements

H302 - H314 - H400

Hazard Classifications

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

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

174.2 °F

Flash Point(C)

79 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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One-pot synthesis of stable phosphonium ylides using 2-aminothiophenol.
Esmaili AA, et al.
Tetrahedron, 59(26), 4785-4788 (2003)
Valfredo Azevedo Lemos et al.
Talanta, 67(3), 564-570 (2008-10-31)
A new functionalized resin has been applied in an on-line preconcentration system for copper and cadmium determination. Amberlite XAD-2 was functionalized by coupling it to 2-aminothiophenol (AT-XAD) by means of an NN spacer. This resin was packed in a minicolumn
Dustin W Demoin et al.
Journal of chemical crystallography, 42(5), 508-512 (2012-06-02)
2-[2-benzothiazoylmethyl)thio]-benzenamine, which was first reported in 1898, was isolated from the reaction of bromoacetyl bromide and 2-aminothiophenol [1]. The product crystallized from an aqueous methanol solution of the reaction mixture to which nickel(II) acetate had been added. 2-[(2-benzothiazolylmethyl)thio]-benzenamine crystallized in
Exposure-pattern dermatitis due to 2-aminothiophenol and 2-aminophenyldisulfide.
S Sommer et al.
Contact dermatitis, 41(3), 173-174 (1999-09-04)
Valfredo Azevedo Lemos et al.
Journal of hazardous materials, 155(1-2), 128-134 (2007-12-25)
A solid-phase extraction method combined with flow injection (FI) on-line flame atomic absorption spectrometry (FAAS) for the determination of cadmium and nickel in tobacco samples is presented. The 2-aminothiophenol functionalized Amberlite XAD-4 (AT-XAD) resin was synthesized by covalent coupling of
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