3-Nitro-2-phenylthiophene

Base Information

• Chemical Name: 3-Nitro-2-phenylthiophene
• CAS No.: 18150-94-2
• Molecular Formula: C10H7NO2S
• Molecular Weight: 205.237
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80596537
• Nikkaji Number: J2.842.204K
• Wikidata: Q82491820
• Mol file: 18150-94-2.mol

Synonyms:3-NITRO-2-PHENYLTHIOPHENE;18150-94-2;Thiophene, 3-nitro-2-phenyl-;SCHEMBL7459172;DTXSID80596537;MOMYURHNCLKYIA-UHFFFAOYSA-N;MFCD00159558;AKOS022173057;AS-35559;CS-0171299;A880989

Chemical Property of 3-Nitro-2-phenylthiophene

Chemical Property:

• PSA: 74.06000
• LogP: 3.84650
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 205.01974964
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99.90% ^*data from raw suppliers

3-Nitro-2-phenylthiophene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C=CS2)[N+](=O)[O-]

Technology Process of 3-Nitro-2-phenylthiophene

There total 11 articles about 3-Nitro-2-phenylthiophene 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: 91.0%

4-nitro-5-phenyl-tetrahydro-thiophen-3-ol → 3-nitro-2-phenylthiophene (18150-94-2)

Guidance literature:

4-nitro-5-phenyl-tetrahydro-thiophen-3-ol; With chloranil; at 125 ℃; for 0.0666667h; Microwave irradiation;

In dichloromethane; for 1h;

With potassium hydroxide; In dichloromethane; for 1h;

DOI:10.1021/jo902656y

Reference yield: 85.0%

→ 3-nitro-2-phenylthiophene (18150-94-2)

Guidance literature:

Reference yield:

nitrostyrene (5153-67-3) → 2-phenylthiophene (825-55-8) + 3-nitro-2-phenylthiophene (18150-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / chloroform / 20 °C / Inert atmosphere

2: acidic alumina / dichloromethane / 24 h / Reflux

With triethylamine; In dichloromethane; chloroform;

DOI:10.1016/j.tet.2015.05.032

upstream raw materials:

2-phenylthiophene

nitric acid

acetic anhydride

nitrostyrene

Refernces

• 1、 O Connor, Cornelius J.,Roydhouse, Mark D.,Przybyl, Anna M.,Wall, Michael D.,Southern, J. Mike. "Facile synthesis of 3-nitro-2-substituted thiophenes". supporting information; experimental part. p. 2534 - 2538. Retrieved 2010/07/17.
• 2、 -. "Substituted thiophene derivative and agricultural and horticultural fungicide containing the same as active ingredient". . . Retrieved 2008/06/13.