2-Aminothiophenol
2-AMINOTHIOPHENOL · Aminothiophenol · 2-Amino · 2-MERCAPTOANILINE · O-AMINOTHIOPHENOL · a-Ethyl pyrrole · 2-AMINOBENZENTHIOL · O-AMINOBENZENETHIOL

Identifiers & Physical Properties
| CAS No. | 137-07-5 |
|---|---|
| Molecular formula | C6H7NS |
| Average molar mass | 125.19 g/mol |
| Monoisotopic mass | 125.02992022 g/mol |
| SMILES | Nc1ccccc1S |
| InChIKey | VRVRGVPWCUEOGV-UHFFFAOYSA-N |
| PubChem CID | 8713 |
| ChEMBL | CHEMBL116835 |
| ChEBI | CHEBI:91019 |
| EC No. | 205-277-3 |
| DTXSID | DTXSID6051693 |
Chemical & Physical Properties
| XLogP | 1.4 |
|---|---|
| Topological polar surface area | 27 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 74.9 |
| Chemical classes | Other Classes -> Sulfur Compounds |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Vapor pressure | 0.02 [mmHg]1 hPa (69 °C) |
| Physical Description | Melting point = 26 deg C[ChemIDplus] Liquid with a stenchSensitive to airmp = 19-21 deg C[Alfa Aesar MSDS] |
| Melting point | 23 °C |
| Boiling point | 70-72 °C0.2 mm Hg(lit.) |
| Density | 1.17 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.642(lit.) |
| Flash point | 175 °F |
| Storage conditions | Store at <= 20°C. |
| Solubility | H2O: slightly solubleINSOLUBLE |
| pKa (acidity coefficient) | pK1: <2(+1)pK2: 7.90(0) (25°C) |
| Physical state | Liquid |
| Color | Clear yellow to amber |
| Sensitivity | Stench |
| BRN | 606076 |
| Stability | Air Sensitive |
| InChI | 1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2 |
| InChIKey | VRVRGVPWCUEOGV-UHFFFAOYSA-N |
| SMILES | Nc1ccccc1S |
| CAS DataBase Reference | 137-07-5(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | KIT82KOK2Z |
| NIST Chemistry Reference | Benzenethiol, 2-amino-(137-07-5) |
| EPA Substance Registry System | Benzenethiol, 2-amino- (137-07-5) |
| UNSPSC Code | 12352105 |
| NACRES | NA.22 |
| GHS pictogram | GHS05,GHS07,GHS08,GHS09 |
| Signal word | Danger |
| GHS hazard statements | H302-H314-H341-H410 |
| GHS precautionary statements | P501-P273-P270-P202-P201-P264-P280-P391-P308+P313-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | C,N |
| Risk statements (R) | 22-34-50/53-37-20/21/22 |
| Safety statements (S) | 26-36/37/39-45-60-61-25-27 |
| UN transport number | UN 1760 8/PG 3 |
| Water hazard class (WGK) | 3 |
| RTECS number | DC0600000 |
| F | 9-13-23 |
| Hazard Note | Corrosive/Stench |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Acute Tox. 4 OralAquatic Acute 1Eye Dam. 1Skin Corr. 1B |
| Packing group | III |
| Customs code | 29309070 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| REACH registrations | Active |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 97% (2010 of 2073) of all reports.Not ClassifiedAggregated GHS information provided per 2073 reports by companies from 15 notifications to the ECHA C&L Inventory.WarningH227: Combustible liquid [Warning Flammable liquids]P210, P280, P370+P378, P403, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatory information | Chemical: Benzenethiol, 2-amino-Status: Active Update: 15-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/229012-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 burnsMay cause skin sensitization and methemoglobinemiaInhalation may cause corrosive injuries to upper respiratory tract and lungsToxic by ingestionMay have cumulative effects[Alfa Aesar MSDS] See 2-Aminophenol. |
| Hazard Classes and Categories | Not ClassifiedFlammable liquids - Category 4 |
| Adverse effects | Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effect |
| F | 9-13-23 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | DC0600000 |
| UN transport number | UN 1760 8/PG 3 |
| Customs code | 29309070 |
| Risk statements (R) | 22-34-50/53-37-20/21/22 |
| Signal word | Danger |
| GHS pictogram | GHS05,GHS07,GHS08,GHS09 |
| Hazard symbols | C,N |
| hazard_note | Corrosive/Stench |
| Safety statements (S) | 26-36/37/39-45-60-61-25-27 |
| Hazard class | 8Acute Tox. 4 OralAquatic Acute 1Eye Dam. 1Skin Corr. 1B |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Packing group | III |
| GHS hazard statements | H302-H314-H341-H410 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| REACH registrations | Active |
| GHS precautionary statements | P501-P273-P270-P202-P201-P264-P280-P391-P308+P313-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405 |
Applications & Uses
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.
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.