2-Nitro-1-benzothiophene

Base Information

• Chemical Name: 2-Nitro-1-benzothiophene
• CAS No.: 10133-33-2
• Molecular Formula: C8H5NO2S
• Molecular Weight: 179.199
• DSSTox Substance ID: DTXSID50474035
• Nikkaji Number: J991.022K
• Wikidata: Q82303800
• Mol file: 10133-33-2.mol

Synonyms:2-Nitro-1-benzothiophene;2-nitrobenzothiophene;10133-33-2;SCHEMBL848125;DTXSID50474035

Chemical Property of 2-Nitro-1-benzothiophene

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.00409958
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)[N+](=O)[O-]

Technology Process of 2-Nitro-1-benzothiophene

There total 2 articles about 2-Nitro-1-benzothiophene 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: 39.0%

Benzo[b]thiophene (95-15-8,11095-43-5) → 2-nitro-1-benzothiophene (10133-33-2) + 3-nitrobenzo[b]thiophene (17402-80-1)

Guidance literature:

With nitric acid; acetic anhydride; at -10 ℃; Inert atmosphere;

DOI:10.1016/j.chempr.2017.06.015

Reference yield: 10.0%

2-(tributylstannyl)benzothiophene (148961-88-0) → 2-nitro-1-benzothiophene (10133-33-2) + Benzo[b]thiophene (95-15-8,11095-43-5)

Guidance literature:

With tetranitromethane; In dimethyl sulfoxide; for 3h;

DOI:10.1016/S0022-328X(99)00699-3

Reference yield: 99.0%

2-nitro-1-benzothiophene (10133-33-2) + C17H12ClF3N2O → (1R,3R,3aS,8bS)-1'-benzyl-6'-chloro-3a-nitro-1-(trifluoromethyl)-1,2,3a,8b-tetrahydrospiro[benzo[4,5]thieno[2,3-c]pyrrole-3,3'-indolin]-2'-one

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl)thiourea; In dichloromethane; at 0 ℃; Molecular sieve;

upstream raw materials:

2-(tributylstannyl)benzothiophene

Benzo[b]thiophene

Downstream raw materials:

2-hydroxydibenzothiophene 5,5-dioxide

dibenzothiophene