2-Aminobenzenethiol

Base Information

• Chemical Name: 2-Aminobenzenethiol
• CAS No.: 137-07-5
• Molecular Formula: C6H7NS
• Molecular Weight: 125.194
• Hs Code.: 2930.90
• European Community (EC) Number: 205-277-3
• NSC Number: 4738
• UNII: KIT82KOK2Z
• DSSTox Substance ID: DTXSID6051693
• Nikkaji Number: J5.628F
• Wikipedia: 2-Aminothiophenol
• Wikidata: Q471781
• ChEMBL ID: CHEMBL116835
• Mol file: 137-07-5.mol

Synonyms:NSC 106635;o-Aminobenzenethiol;o-Aminophenyl mercaptan;o-Aminothiophenol;o-Mercaptoaniline;a-Aminothiophenol;Benzenethiol,2-amino-;Benzenethiol,o-amino- (6CI,8CI);1-Amino-2-mercaptobenzene;2-Amino-1-mercaptobenzene;2-Aminophenyl mercaptan;2-Mercaptoaniline;2-Thioaniline;

Chemical Property of 2-Aminobenzenethiol

Chemical Property:

• Appearance/Colour: clear yellow to amber liquid
• Vapor Pressure: 0.0517mmHg at 25°C
• Melting Point: 23 °C
• Refractive Index: n20/D 1.642(lit.)
• Boiling Point: 234.9 °C at 760 mmHg
• PKA: pK1: <2(+1);pK2: 7.90(0) (25°C)
• Flash Point: 95.8 °C
• PSA: 64.82000
• Density: 1.2 g/cm³
• LogP: 2.13870
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Sensitive.: Stench
• Solubility.: H2O: slightly soluble
• Water Solubility.: INSOLUBLE
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 125.02992040
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

2-Aminothiophenol90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: C,N
• Statements: 22-34-50/53-37-20/21/22
• Safety Statements: 26-36/37/39-45-60-61-25-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC=C(C(=C1)N)S
• Uses: A multifunctional compound which shows antioxidant activity in a skin cell model of UVA-induced stress. 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. 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.

Technology Process of 2-Aminobenzenethiol

There total 98 articles about 2-Aminobenzenethiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1,3-Benzothiazole (95-16-9) → 2-amino-benzenethiol (137-07-5)

Guidance literature:

With tert.-butylhydroperoxide; iodine; In water; dimethyl sulfoxide; at 60 ℃;

DOI:10.1055/s-0040-1707204

Reference yield: 96.0%

2-Aminophenyl disulfide (1141-88-4) → 2-amino-benzenethiol (137-07-5)

Guidance literature:

With indium; ammonium chloride; In ethanol; for 2h; Heating;

Reference yield: 95.0%

2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine (86333-20-2) → 2-Phenylquinoline (612-96-4) + 2-amino-benzenethiol (137-07-5) + 2-Aminophenyl disulfide (1141-88-4)

Guidance literature:

In toluene; for 4h; Heating;

upstream raw materials:

bis(2-nitrophenyl)disulfide

1,3-Benzothiazole

2-chlorobenzo[d][1,3]thiazole

2-thioxo-3H-1,3-benzothiazole

Downstream raw materials:

2,2'-thiodianiline

1,3-benzothiazol-2-ylacetone

1,3-Benzothiazole

2-(furan-2-yl)-1,3-benzothiazole

Refernces

• 1、 Knowles,Watt. "-". . p. 56,58. Retrieved 1942.
• 2、 Sharma, Kshitija,Khandelwal, Sarita,Samarth,Kumar, Mahendra. "Natural Product-Mimetic Scaffolds with Privileged Heterocyclic Systems: Design, Synthesis, and Evaluation of Antioxidant Activity of Quinazoquinobenzothiazinones". . p. 220 - 228. Retrieved 2016.
• 3、 Chen, Xiran,Fu, Lianrong,Hao, Xin-Qi,Shi, Linlin,Song, Mao-Ping,Zhu, Xinju,Zhu, Yu-Shen. "Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles". . . Retrieved 2021/09/09.
• 4、 Wang, Bin,Zhang, Qianwei,Guo, Zhongqi,Ablajan, Keyume. "Iodine- And TBHP-Promoted Acylation of Benzothiazoles under Metal-Free Conditions". . p. 3058 - 3064. Retrieved 2020/08/28.