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123137

Sigma-Aldrich

2-Aminothiophenol

technical grade, 90%

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:
606076
EC Number:
205-277-3
MDL number:
MFCD00007702
UNSPSC Code:
12352100
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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP9338
SHBL8949
SHBK4326
SHBJ2571
SHBH8170

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One-pot synthesis of stable phosphonium ylides using 2-aminothiophenol.
Esmaili AA, et al.
Tetrahedron, 59(26), 4785-4788 (2003)
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
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
L S Jacobs et al.
Endocrinology, 115(3), 1210-1217 (1984-09-01)
Analogs of the aminothiol cysteamine (CySH) have been studied to clarify the structural features required for exertion of inhibitory effects on PRL. The inhibited functions examined were the detectability of PRL by RIA and the release of PRL from suspensions
Luigi Aurelio et al.
Bioorganic & medicinal chemistry, 16(3), 1319-1327 (2007-11-06)
Two series of 5-substituted 2-amino-4-(3-trifluoromethylphenyl)thiophenes were prepared and evaluated as allosteric enhancers at the A(1) adenosine receptor (A(1)AR). In the 3-benzoyl series, a 5-phenyl group was found to confer the greatest potency (9a: ED(50)=2.1 microM, AE score=18%). However, the analogue
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