Benzenethiol, 4-amino-3-nitro-

Base Information

• Chemical Name: Benzenethiol, 4-amino-3-nitro-
• CAS No.: 80983-47-7
• Molecular Formula: C6H6N2O2S
• Molecular Weight: 170.192
• DSSTox Substance ID: DTXSID80465370
• Wikidata: Q82291242
• Mol file: 80983-47-7.mol

Synonyms:4-amino-3-nitrobenzenethiol;Benzenethiol, 4-amino-3-nitro-;80983-47-7;4-amino-3-nitrothiophenol;SCHEMBL9285883;DTXSID80465370;CS-0379226

Chemical Property of Benzenethiol, 4-amino-3-nitro-

Chemical Property:

• PSA: 110.64000
• LogP: 2.57010
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 170.01499861
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1S)[N+](=O)[O-])N

Technology Process of Benzenethiol, 4-amino-3-nitro-

There total 2 articles about Benzenethiol, 4-amino-3-nitro- 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: 99.28%

2-nitro-4-thiocyanoaniline (54029-45-7) → 4-amino-3-nitrobenzenethiol (80983-47-7)

Guidance literature:

With sodium hydroxide; for 1.5h;

Reference yield:

2-nitro-aniline (88-74-4) → 4-amino-3-nitrobenzenethiol (80983-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; bromine / water-d2 / 72 h / 5 °C

2: potassium hydroxide / ethanol / 1 h / 5 °C

With bromine; acetic acid; potassium hydroxide; In ethanol; water-d2;

DOI:10.1039/c6ra13681h

Reference yield: 97.35%

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + 4-amino-3-nitrobenzenethiol (80983-47-7) → 1-amino-2-nitro-4-n-propylthiobenzene (54393-89-4)

Guidance literature:

With hydrogenchloride; In propan-1-ol; water; at 100 ℃; under 9000.9 Torr; pH=3; Temperature; Pressure; Autoclave;

upstream raw materials:

2-nitro-4-thiocyanoaniline

2-nitro-aniline

Downstream raw materials:

bis(3,4-diaminophenyl) disulfide

3,4-diaminobenzenethiol

1-amino-4-benzylthio-2-nitrobenzene

4-benzylmercapto-o-phenylenediamine

Refernces

• 1、 Xu, Qiao,Liu, Wei,Li, Li,Zhou, Feng,Zhou, Jian,Tian, Yang. "Ratiometric SERS imaging and selective biosensing of nitric oxide in live cells based on trisoctahedral gold nanostructures". supporting information. p. 1880 - 1883. Retrieved 2017/02/10.
• 2、 Zhang, Chi,Lu, Li-Qiang,Deng, Pan,Tian, Xi-Ke,Liu, Ming-Yang,Li, Ai-Min. "Synthesis of 3,4-diaminobenzenethiol and its application in gold nanoparticle-based colorimetric determination of copper ions". . p. 105119 - 105124. Retrieved 2016/11/18.