2-Methyl-3,5-dinitrothiophene

Base Information

• Chemical Name: 2-Methyl-3,5-dinitrothiophene
• CAS No.: 78771-28-5
• Molecular Formula: C₅H₄N₂O₄S
• Molecular Weight: 188.164
• NSC Number: 157847
• DSSTox Substance ID: DTXSID60303322
• Nikkaji Number: J1.249.111E
• Wikidata: Q82048524
• Mol file: 78771-28-5.mol

Synonyms:2-methyl-3,5-dinitrothiophene;78771-28-5;NSC157847;2-methyl-3,5-dinitrothiophen;SCHEMBL11948736;2-methyl-3,5-dinitro-thiophene;DTXSID60303322;AKOS006271394;NSC-157847;BS-24335;CS-0205289;EN300-119970

Chemical Property of 2-Methyl-3,5-dinitrothiophene

Chemical Property:

• Vapor Pressure: 0.000689mmHg at 25°C
• Boiling Point: 318.1°C at 760 mmHg
• Flash Point: 146.2°C
• Density: 1.582g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 187.98917779
• Heavy Atom Count: 12
• Complexity: 211

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Methyl-3,5-dinitrothiophene

There total 9 articles about 2-Methyl-3,5-dinitrothiophene 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: 76.0%

5-nitro-2-methylthiophene (42297-94-9) → 2-Methyl-3,5-dinitrothiophene (78771-28-5)

Guidance literature:

With sulfuric acid; nitric acid; at 5 - 10 ℃; for 0.5h;

DOI:10.1039/a904945b

Reference yield: 67.0%

2-Methylthiophene (554-14-3) + nitro acetate (591-09-3) → 5-nitro-2-methylthiophene (42297-94-9) + 2-methyl-5-nitrothiophene S-oxide (1021187-16-5) + 2-Methyl-3,5-dinitrothiophene (78771-28-5)

Guidance literature:

With acetic anhydride; at -45 - 25 ℃; for 24h;

DOI:10.1055/s-2008-1032187

Reference yield: 60.0%

5-nitro-2-methylthiophene (42297-94-9) + nitro acetate (591-09-3) → 2-Methyl-3,5-dinitrothiophene (78771-28-5)

Guidance literature:

With acetic anhydride; at 25 ℃; for 12h;

DOI:10.1055/s-2008-1032187

upstream raw materials:

5-nitro-2-methylthiophene

5-methyl-4-nitro-thiophene-2-carboxylic acid

sulfuric acid

nitric acid

Downstream raw materials:

2-{[4-Bis(acetoxyethyl)phenyl]ethenyl}-3,5-dinitrothiophene

Refernces

• 1、 Yuquan, Shen,Yuxia, Zhao,Zao, Li,Jianghong, Wang,Ling, Qiu,Shixiong, Liu,Jianfeng, Zhai,Jiayun, Zhou. "The synthesis of highly active thiophene ring-containing chromophore components for photonic polymers based on a newly designed route". . p. 3691 - 3695. Retrieved 2007/10/03.