2-Aminobenzenethiol

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
2-Aminobenzenethiol Structure
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.)
Fp 175 °F
storage temp. Store at <= 20°C.
solubility H2O: slightly soluble
pkapK1: <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
InChIKeyVRVRGVPWCUEOGV-UHFFFAOYSA-N
CAS DataBase Reference137-07-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenethiol, 2-amino-(137-07-5)
EPA Substance Registry SystemBenzenethiol, 2-amino- (137-07-5)
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 Information
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2-Aminobenzenethiol English
SigmaAldrich English
ACROS English
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2-Aminobenzenethiol Usage And Synthesis
Chemical Propertiesclear yellow to amber liquid
UsesA multifunctional compound which shows antioxidant activity in a skin cell model of UVA-induced stress.
Uses2-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.
Uses2-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.
DefinitionChEBI: 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 Description2-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 ProfilePoison 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
nitrazine yellow ACID YELLOW 40 ACID ORANGE 63 Mordant Blue 13 REACTIVE BLUE 4 ACID FUCHSIN CALCIUM SALT ACID VIOLET 34 ACID RED 66 REACTIVE BLACK 5 Acid Green 25 ARSENAZO I disodium 5-((4-acetylamino-2-sulphophenyl)azo)-6-amino-4-hydroxynaphthalene-2-disulphonate ACID RED 8 Ponceau S ARSENAZO III DISODIUM SALT SULFONAZO III, TITRATION INDICATOR FOR S O4 ACID BLUE 40 ACID GREEN 27 (C.I. 61580)

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