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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:
606076
EC Number:
205-277-3
MDL number:
MFCD00007702
UNSPSC Code:
12352100
PubChem Substance ID:
24856575
NACRES:
NA.22
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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.[1]

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[2]. It was also used in the synthesis of benzothiazole[3] and 3-(benzothiazol-2-yl)coumarin derivatives[4].

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
0000276283
MKCT6821
0000276283
MKCQ6766
MKCN0917

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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
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
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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