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2-Aminobenzenethiol

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2-Aminobenzenethiol Basic information

Product Name:
2-Aminobenzenethiol
Synonyms:
  • O-AMINOBENZENETHIOL
  • O-AMINOPHENYL MERCAPTAN
  • O-AMINOTHIOPHENOL
  • TIMTEC-BB SBB009960
  • 1-Amino-2-mercaptobenzene
  • 2-amino-benzenethio
  • 2-Mercaptaniline
  • AKOS BBS-00004284
CAS:
137-07-5
MF:
C6H7NS
MW:
125.19
EINECS:
205-277-3
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Sulfur Compounds
  • Thiols/Mercaptans
  • sulfide|amine
  • Phenol&Thiophenol&Mercaptan
  • Phenoles and thiophenoles
  • Carbonyl Group Labeling Reagents for Fluorescence HPLC
  • Fluorescence Detection (HPLC Labeling Reagents)
  • Amines
  • Aromatics
  • Sulfur & Selenium Compounds
  • Pyridines
  • HPLC Labeling Reagents
  • Analytical Chemistry
  • bc0001
  • K00001
Mol File:
137-07-5.mol
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2-Aminobenzenethiol Chemical Properties

Melting point:
23 °C
Boiling point:
70-72 °C0.2 mm Hg(lit.)
Density 
1.17 g/mL at 25 °C(lit.)
vapor pressure 
1 hPa (69 °C)
refractive index 
n20/D 1.642(lit.)
Flash point:
175 °F
storage temp. 
Store at <= 20°C.
solubility 
H2O: slightly soluble
pka
pK1: <2(+1);pK2: 7.90(0) (25°C)
form 
Liquid
color 
Clear yellow to amber
Water Solubility 
INSOLUBLE
Sensitive 
Stench
BRN 
606076
Stability:
Air Sensitive
InChIKey
VRVRGVPWCUEOGV-UHFFFAOYSA-N
CAS DataBase Reference
137-07-5(CAS DataBase Reference)
NIST Chemistry Reference
Benzenethiol, 2-amino-(137-07-5)
EPA Substance Registry System
Benzenethiol, 2-amino- (137-07-5)
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Safety Information

Hazard Codes 
C,N
Risk Statements 
22-34-50/53-37-20/21/22
Safety Statements 
26-36/37/39-45-60-61-25-27
RIDADR 
UN 1760 8/PG 3
WGK Germany 
3
RTECS 
DC0600000
9-13-23
Hazard Note 
Corrosive/Stench
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29309070

MSDS

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2-Aminobenzenethiol Usage And Synthesis

Chemical Properties

clear yellow to amber liquid

Uses

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 benzothiazole2 and 3-(benzothiazol-2-yl)coumarin derivatives. The ternary complexes of copper (II) with salicylidene-2-aminothiophenol (L) and glycine, alanine, valine and histidene amino acids.

Uses

A multifunctional compound which shows antioxidant activity in a skin cell model of UVA-induced stress.

Uses

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.

Definition

ChEBI: 2-aminothiophenol is an aryl thiol that is thiophenol substituted at position 2 by an amino group. It has a role as a plant metabolite. It is a substituted aniline and an aryl thiol.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 1514, 1946 DOI: 10.1021/ja01212a038

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.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Moderately flammable. Can react with oxilzing materials. To fight fire, use water, foam, CO2, mist or spray, dry chemical

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