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Merck

123137

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847524
EC Number:
205-277-3
Beilstein/REAXYS Number:
606076
MDL number:
MFCD00007702
Assay:
90%

Key Documents

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InChI key

VRVRGVPWCUEOGV-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1ccccc1S

grade

technical grade

assay

90%

Quality Level

100

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.)

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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.

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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

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
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)
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
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
Bob Muir et al.
Journal of chromatography. A, 1098(1-2), 156-165 (2005-11-30)
The reactivity of phosgene and perfluoroisobutylene (PFIB) towards 1,2-bis-nucleophiles was exploited to allow determination of these gases in air samples. 2-Aminothiophenol (ATP), 3,4-dimercaptotoluene (DMT) and 2-hydroxymethylpiperidine (HMP) were evaluated as bis-nucleophiles capable of forming thermally-stable derivatives with phosgene and PFIB
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