2-Ethynyl-5-nitrothiophene

Base Information

• Chemical Name: 2-Ethynyl-5-nitrothiophene
• CAS No.: 74610-87-0
• Molecular Formula: C6H3NO2S
• Molecular Weight: 153.161
• DSSTox Substance ID: DTXSID00416081
• Nikkaji Number: J1.208.092A
• Wikidata: Q82225237
• Mol file: 74610-87-0.mol

Synonyms:2-ethynyl-5-nitrothiophene;74610-87-0;DTXSID00416081;EN300-1855478;InChI=1/C6H3NO2S/c1-2-5-3-4-6(10-5)7(8)9/h1,3-4

Chemical Property of 2-Ethynyl-5-nitrothiophene

Chemical Property:

• PSA: 74.06000
• LogP: 2.16080
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.98844951
• Heavy Atom Count: 10
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

2-Ethynyl-5-nitrothiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(S1)[N+](=O)[O-]

Technology Process of 2-Ethynyl-5-nitrothiophene

There total 4 articles about 2-Ethynyl-5-nitrothiophene 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: 72.0%

trimethyl((5-nitrothiophen-2-yl)ethynyl)silane (294638-17-8) → trimethyl((5-nitrothiophen-2-yl)ethynyl)silane (74610-87-0)

Guidance literature:

With ammonium fluoride; In methanol; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/om4001204

Reference yield: 72.0%

2-(2,2-Dibromo-vinyl)-5-nitro-thiophene (93250-16-9) → trimethyl((5-nitrothiophen-2-yl)ethynyl)silane (74610-87-0)

Guidance literature:

With tetrabutyl ammonium fluoride; water; triphenylphosphine; In tetrahydrofuran; at 70 ℃; for 1h; Sealed tube;

DOI:10.1002/adsc.201400782

Reference yield: 65.0%

(Z)-2-bromo-1-(5-nitro-2-thienyl)ethylene (74610-86-9) → trimethyl((5-nitrothiophen-2-yl)ethynyl)silane (74610-87-0)

Guidance literature:

With methanolate; In methanol;

DOI:10.1016/S0040-4039(00)77753-7

upstream raw materials:

(Z)-2-bromo-1-(5-nitro-2-thienyl)ethylene

2,3-dibromo-3-(5-nitro-2-thienyl)propionic acid

trimethyl((5-nitrothiophen-2-yl)ethynyl)silane

2-(2,2-Dibromo-vinyl)-5-nitro-thiophene

Downstream raw materials:

Ru(CC-(5-nitro-2-thienyl))(PPh3)2(η(5)-C5H5)