5-Nitrothiophene-2-carbonyl chloride

Base Information

• Chemical Name: 5-Nitrothiophene-2-carbonyl chloride
• CAS No.: 39978-57-9
• Molecular Formula: C5H2 Cl N O3 S
• Molecular Weight: 191.595
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00507887
• Wikidata: Q82364435
• Mol file: 39978-57-9.mol

Synonyms:5-NITROTHIOPHENE-2-CARBONYL CHLORIDE;39978-57-9;5-Nitro-2-thenoyl Chloride;5-Nitrothiophene-2-carboxylic Acid Chloride;SCHEMBL6736049;DTXSID00507887;BYEANWQDRDXPPA-UHFFFAOYSA-N;MFCD09260988;AKOS000278518;BS-53102;5-NITROTHIOPHENE-2-CARBONYLCHLORIDE;FT-0673015;F75669;F1908-0048

Chemical Property of 5-Nitrothiophene-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 299.523°C at 760 mmHg
• Flash Point: 134.947°C
• PSA: 91.13000
• Density: 1.635g/cm³
• LogP: 2.55850
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.9443918
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

5-Nitrothiophene-2-carbonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)[N+](=O)[O-])C(=O)Cl
• Uses: A thiophene building block. An intermediate of raltitrexed A thiophene building block. An intermediate of raltitrexed.

Technology Process of 5-Nitrothiophene-2-carbonyl chloride

There total 4 articles about 5-Nitrothiophene-2-carbonyl chloride 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: 100.0%

5-nitrothiophene-2-carboxylic acid (6317-37-9) → 5-nitrothiophene-2-carbonyl chloride (39978-57-9)

Guidance literature:

With oxalyl dichloride; Reflux;

Reference yield:

5-nitro-2-thiophenecarboxaldehyde (4521-33-9) → 5-nitrothiophene-2-carbonyl chloride (39978-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: KMnO₄; NaH₂PO₄ / acetone; H₂O / 0.75 h / 20 °C

2: SOCl₂ / 0.5 h / Heating

With potassium permanganate; sodium dihydrogenphosphate; thionyl chloride; In water; acetone;

DOI:10.1016/S0968-0896(02)00018-4

Reference yield:

5-nitro-2-thienyl cyanide (16689-02-4) → 5-nitrothiophene-2-carbonyl chloride (39978-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: concentrated aqueous hydrochloric acid

2: thionyl chloride

With hydrogenchloride; thionyl chloride;

upstream raw materials:

5-nitrothiophene-2-carboxylic acid

5-nitro-2-thiophenecarboxaldehyde

5-nitro-2-thienyl cyanide

2-thiophenylcarboxylic acid

Downstream raw materials:

N-phenyl-5-nitro-2-thiophenecarboxamide

5-nitrothiophene-2-carboxamide

cyclohexyl 5-nitro-2-thiophenecarboxylate

methyl 5-nitrothiophene-2-carboxylate