2-Nitrothiophenol

Base Information

• Chemical Name: 2-Nitrothiophenol
• CAS No.: 4875-10-9
• Molecular Formula: C6H5 N O2 S
• Molecular Weight: 155.177
• Hs Code.: 2930909899
• European Community (EC) Number: 225-483-7
• DSSTox Substance ID: DTXSID60197602
• Nikkaji Number: J71.673A
• Wikidata: Q83070428
• ChEMBL ID: CHEMBL4458612
• Mol file: 4875-10-9.mol

Synonyms:2-Nitrothiophenol;4875-10-9;2-NITROBENZENETHIOL;o-Nitrobenzenethiol;Benzenethiol, 2-nitro-;2-nitrobenzene-1-thiol;nitrothiophenol;2-nitro-benzenethiol;2-Thionitrobenzene;Benzenethiol, nitro-;2-Sulphanylnitrobenzene;SCHEMBL28593;CHEMBL4458612;AMY1797;DTXSID60197602;EINECS 225-483-7;MFCD00797853;STL229167;AKOS002286817;AC-13541;EN300-81022;A853182;W-106042

Chemical Property of 2-Nitrothiophenol

Chemical Property:

• Vapor Pressure: 0.0177mmHg at 25°C
• Melting Point: 56 °C
• Boiling Point: 262.5°Cat760mmHg
• PKA: 5.10±0.43(Predicted)
• Flash Point: 112.6°C
• PSA: 84.62000
• Density: 1.362g/cm³
• LogP: 2.40670
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 155.00409958
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99%, ^*data from raw suppliers

2-NITRO THIOPHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])S

Technology Process of 2-Nitrothiophenol

There total 34 articles about 2-Nitrothiophenol 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: 100.0%

bis(2-nitrophenyl)disulfide (1155-00-6) → o-nitrothiophenol (4875-10-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran;

DOI:10.1021/jm00095a022

Reference yield: 90.0%

bis(2-nitrophenyl)disulfide (1155-00-6) → o-nitrothiophenol (4875-10-9) + 2-amino-benzenethiol (137-07-5)

Guidance literature:

With sodium tetrahydroborate; zirconium(IV) chloride; In tetrahydrofuran; at 35 ℃; for 0.5h;

DOI:10.1080/00397910008086947

Reference yield: 87.0%

2-Chloronitrobenzene (88-73-3) → o-nitrothiophenol (4875-10-9)

Guidance literature:

With sodium sulfide; In N,N-dimethyl-formamide; for 62h; Ambient temperature;

upstream raw materials:

bis(2-nitrophenyl)disulfide

ethanol

glucose

methanol

Downstream raw materials:

2,3-bis-(2-nitro-phenylsulfanyl)-[1,4]naphthoquinone

3-[(2-nitrophenyl)thio]propanoic acid

bis(2-nitrophenyl)disulfide

p-toluene sulfinic acid

Refernces

• 1、 Chen, Ji-An,Gao, Jie,Gu, Xianfeng,Li, Mimi,Tan, Jiahui,Yin, Xiaofan,Zhao, Zhen. "Rational design of fluorescent probes for targeted: In vivo nitroreductase visualization". supporting information. p. 4744 - 4747. Retrieved 2020/07/13.
• 2、 Dornan, Peter K.,Kou, Kevin G. M.,Houk,Dong, Vy M.. "Dynamic kinetic resolution of allylic sulfoxides by Rh-catalyzed hydrogenation: A combined theoretical and experimental mechanistic study". supporting information. p. 291 - 298. Retrieved 2014/01/23.