2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride

Base Information

• Chemical Name: 2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride
• CAS No.: 112440-47-8
• Molecular Formula: C18H18 O3 S2
• Molecular Weight: 346.471
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90464218
• Nikkaji Number: J1.078.994J,J382.948K
• Wikidata: Q82289467
• Mol file: 112440-47-8.mol

Synonyms:112440-47-8;2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride;3,4-bis(2,4,5-trimethylthiophen-3-yl)furan-2,5-dione;2,5-Furandione,3,4-bis(2,4,5-trimethyl-3-thienyl)-;2,3-Bis(2,4,5-trimethyl-3-thienyl)maleicanhydride;2,3-bis-(2,4,5-Trimethyl-3-thienyl)maleic anhydride;SCHEMBL1309549;DTXSID90464218;MFCD00142789;AKOS015842172;SB61075;AC-22287;AS-69050;B1534;CS-0373746;FT-0763422;T70093;2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride, 97%;BIS(2,4,5-TRIMETHYLTHIOPHEN-3-YL)-2,5-DIHYDROFURAN-2,5-DIONE

Chemical Property of 2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride

Chemical Property:

• Melting Point: 168 °C
• Boiling Point: 514.4oC at 760 mmHg
• Flash Point: 264.9oC
• PSA: 99.85000
• Density: 1.297g/cm3
• LogP: 4.65420
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 346.06973678
• Heavy Atom Count: 23
• Complexity: 523

Purity/Quality:

97% ^*data from raw suppliers

2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=C1C2=C(C(=O)OC2=O)C3=C(SC(=C3C)C)C)C)C

Technology Process of 2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride

There total 6 articles about 2,3-Bis(2,4,5-trimethyl-3-thienyl)maleic Anhydride 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: 20.0%

2-ethoxy-ethanol (110-80-5) + 1,2-dicyano-1,2-bis(2,3,5-trimethyl-3-thienyl)ethene (112440-46-7) → 1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride (112440-47-8)

Guidance literature:

With potassium hydroxide; for 24h; Heating;

DOI:10.1021/jo00239a022

Reference yield:

2,4,5-trimethylthiophene (1795-05-7) → 1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride (112440-47-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / SnCl₄ / CS₂ / 1 h / 0 °C

2: 85 percent / triethylbenzylammonium chloride / H₂O / 1 h / Heating

3: 50percent aq. NaOH, triethylbenzylamonium chloride / CCl₄ / 1.5 h / 45 °C

4: 20 percent / 50percent aq. KOH / 24 h / Heating

With potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; tin(IV) chloride; In carbon disulfide; tetrachloromethane; water;

DOI:10.1021/jo00239a022

Reference yield:

3-(cyanomethyl)-2,4,5-trimethylthiophene (112440-49-0) → 1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride (112440-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 50percent aq. NaOH, triethylbenzylamonium chloride / CCl₄ / 1.5 h / 45 °C

2: 20 percent / 50percent aq. KOH / 24 h / Heating

With potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In tetrachloromethane;

DOI:10.1021/jo00239a022

upstream raw materials:

2-ethoxy-ethanol

1,2-dicyano-1,2-bis(2,3,5-trimethyl-3-thienyl)ethene

1,2-bis(2,4-dimethyl-5-phenyl-3-thienyl)-3,3,4,4,5,5-hexafluoro-1-cyclopentene

2,4,5-trimethylthiophene

Downstream raw materials:

C₃₇H₃₂N₂O₂S₂

C₃₆H₃₀N₂O₂S₂

C₃₆H₂₉FN₂O₂S₂

C₃₇H₃₂N₂O₄S₃