2-Aminothiophenol
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Basic information
- CAS
137-07-5- Standard SMILES
Nc1ccccc1S- InChIKey
VRVRGVPWCUEOGV-UHFFFAOYSA-N- Molecular formula
- C6H7NS
- Average molar mass
- 125.19 g/mol
- Monoisotopic mass
- 125.02992022
Overview
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.
Names & identifiers
- Preferred name
- 2-Aminothiophenol
- IUPAC
- 2-aminobenzenethiol
- English name
- 2-Aminobenzenethiol
- Molecular formula
- C6H7NS
- Molecular weight
- 125.19
Names & synonyms
2-Aminothiophenol2-AMINOBENZENETHIOL137-07-5o-Aminothiophenol2-Mercaptoanilineo-Aminobenzenethiolo-MercaptoanilineBenzenethiol, 2-amino-2-Mercaptaniline1-Amino-2-mercaptobenzeneBenzenethiol, o-amino-o-Aminophenyl mercaptan
Show more names
Aminothiophenol2-Aminoa-Ethyl pyrrole2-AMINOBENZENTHIOL2-mercaptonoanilineNSC 106635
2-Aminophenyl mercaptan2-Amino-1-mercaptobenzeneKIT82KOK2ZNSC-4738DTXSID6051693CHEBI:91019NSC-106635RefChem:465230
Database identifiers
- CAS
137-07-5、40451-21-6- PubChem CID
- 8713
- DTXSID
DTXSID6051693- ChEMBL
CHEMBL116835- ChEBI
CHEBI:91019- UNII
- KIT82KOK2Z
- EC Number
- 205-277-3
- Nikkaji
- J5.628F
Properties
Computed structural propertiesFilling in
- XLogP
- 1.4
- Topological polar surface area
- 27 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 74.9
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Vapor Pressure0.02 [mmHg]
Physical DescriptionMelting point = 26 deg C; [ChemIDplus] Liquid with a stench; Sensitive to air; mp = 19-21 deg C; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 23 °C · 23 °C
- Boiling point
- 70 · 70-72 °C0.2 mm Hg(lit.)
- Density
- 1.17 g/mL · 1.17 g/mL at 25 °C(lit.)
- vapor pressure
- 1 hPa · 1 hPa (69 °C)
- refractive index
- 20 · n20/D 1.642(lit.)
- Flash point
- 175 °F · 175 °F
- storage temp.
- 20 °C · Store at <= 20°C.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 97% (2010 of 2073) of all reports.
Not Classified
Aggregated GHS information provided per 2073 reports by companies from 15 notifications to the ECHA C&L Inventory.
Warning
H227: Combustible liquid [Warning Flammable liquids]
P210, P280, P370+P378, P403, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: Benzenethiol, 2-amino-
Status: Active Update: 15-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22901
2-Aminothiophenol: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes methemoglobinemia in oral lethal-dose studies of rats; [RTECS] Causes burns; May cause skin sensitization and methemoglobinemia; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Toxic by ingestion; May have cumulative effects; [Alfa Aesar MSDS] See 2-Aminophenol.
Hazard Classes and Categories
Not Classified
Flammable liquids - Category 4
Toxicology
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Safety data
- F
Chemistry & industry
Uses & manufacturing
UsesUsed for synthesis in the chemical industry; [IUCLID]
General Manufacturing InformationBenzenethiol, 2-amino-: ACTIVE
Applications
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.
UsesA multifunctional compound which shows antioxidant activity in a skin cell model of UVA-induced stress.
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.
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
428 records
Compound notes
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