4-Nitrothiophenol

Base Information

• Chemical Name: 4-Nitrothiophenol
• CAS No.: 1849-36-1
• Molecular Formula: C6H5NO2S
• Molecular Weight: 155.177
• Hs Code.: 29309090
• European Community (EC) Number: 217-436-4
• NSC Number: 128182
• UNII: QL9H28763R
• DSSTox Substance ID: DTXSID1075145
• Nikkaji Number: J293.772G
• Wikidata: Q72496343
• ChEMBL ID: CHEMBL120606
• Mol file: 1849-36-1.mol

Synonyms:4-nitrobenzenethiol;4-nitrothiophenol;4-nitrothiophenolate;4-nitrothiophenolate sodium salt;para-nitrothiophenol

Chemical Property of 4-Nitrothiophenol

Chemical Property:

• Appearance/Colour: yellow crystalline powder and/or chunks
• Melting Point: 72-77 °C(lit.)
• Refractive Index: 1.5380 (estimate)
• Boiling Point: 281.9 °C at 760 mmHg
• PKA: 4.68±0.10(Predicted)
• Flash Point: 124.3 °C
• PSA: 84.62000
• Density: 1.362 g/cm³
• LogP: 2.40670
• Storage Temp.: 2-8°C
• Sensitive.: Stench
• Water Solubility.: Partly soluble in water and chloroform.
• 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: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrothiophenol(ContainsDimer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])S
• Uses: 4-Nitrothiophenol has been used in the synthesis of dual emission fluorescent probe for the differential sensing of of glutathione (GSH) and cysteine/homocysteine (Cys/Hcy). pNTP can also be used to synthesize diaryl thioethers via copper-catalyzed C-S coupling reaction.

Technology Process of 4-Nitrothiophenol

There total 160 articles about 4-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:

para-nitrophenyl bromide (586-78-7) → di(p-nitrophenyl) disulfide (100-32-3) + para-nitrobenzenethiol (1849-36-1)

Guidance literature:

With trisodium thiophosphate; In methanol; Yield given. Yields of byproduct given; Heating;

DOI:10.1016/S0040-4039(00)77459-4

Reference yield:

trans-[(diphenylphosphino)ethylene(gold(I)(p-nitrobenzenethiol))2] (1401246-35-2) → (AuCl)2(μ-trans-1,2-bis(diphenylphosphino)ethylene) (99396-97-1) + di(p-nitrophenyl) disulfide (100-32-3) + para-nitrobenzenethiol (1849-36-1)

Guidance literature:

In dichloromethane; UV-irradiation;

DOI:10.1016/j.ica.2012.03.030

Reference yield:

phosphoric acid mono-[2,3-dihydroxy-3-(4-nitro-phenylsulfanyl)-propyl] ester → DL-glyceraldehyde 3-phosphate (142-10-9,591-57-1,20283-52-7,591-59-3) + para-nitrobenzenethiol (1849-36-1)

Guidance literature:

In water; at 25 ℃; Equilibrium constant;

DOI:10.1021/ja00505a030

upstream raw materials:

ethanol

S-(4-nitro-phenyl)-N,N'-diphenyl-isothiourea

di(p-nitrophenyl) disulfide

4-chlorobenzonitrile

Downstream raw materials:

1-[(4-nitro-phenylsulfanyl)-methyl]-piperidine

di(p-nitrophenyl) disulfide

4-(4-nitro-phenylsulfanyl)-pyridine-1-oxide

2-(4-nitro-phenyl-mercapto)-4,6-dimethyl-pyrimidine

Refernces

• 1、 Bai, Lu,Fan, Chenghao,Hu, Yanfang,Li, Yonglong,Liu, Jun,Shi, Faxing,Xie, Wei,Yang, Ling,Zhang, Kaifu,Zhao, Yaran. "Synthesis of a Gold–Metal Oxide Core–Satellite Nanostructure for In Situ SERS Study of CuO-Catalyzed Photooxidation". . p. 18003 - 18009. Retrieved 2020.
• 2、 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.