3,4-Dimethyloxolane-2,5-dione

Base Information

• Chemical Name: 3,4-Dimethyloxolane-2,5-dione
• CAS No.: 7475-92-5
• Molecular Formula: C6H8 O3
• Molecular Weight: 128.128
• NSC Number: 400522
• DSSTox Substance ID: DTXSID001027762
• Nikkaji Number: J680.708I
• Mol file: 7475-92-5.mol

Synonyms:3,4-dimethyloxolane-2,5-dione;7475-92-5;2,3-dimethylsuccinic anhydride;cis-3,4-Dihydro-3,4-dimethyl-2,5-furandione;trans-3,4-Dihydro-3,4-dimethyl-2,5-furandione;NSC400522;35392-94-0;dimethylsuccinic anhydride;dimethyl succinic anhydride;trans-2,3-Dimethylsuccinican;SCHEMBL106898;cis-2,3-Dimethylsuccinic anhyd;2,3-Dimethyl succinic anhydride;DTXSID001027762;3,4-Dimethyldihydrofuran-2,5-dione;NSC-400522;3,4-Dimethyldihydro-2,5-furandione #;EN300-171396;d-I+/-,I+/-'-DimethylbernsteinsA currencyureanhydrid

Chemical Property of 3,4-Dimethyloxolane-2,5-dione

Chemical Property:

• Vapor Pressure: 0.0714mmHg at 25°C
• Boiling Point: 228.9°Cat760mmHg
• Flash Point: 102.5°C
• Density: 1.136g/cm³
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.047344113
• Heavy Atom Count: 9
• Complexity: 144

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(=O)OC1=O)C

Technology Process of 3,4-Dimethyloxolane-2,5-dione

There total 12 articles about 3,4-Dimethyloxolane-2,5-dione 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: 96.0%

carbon monoxide (201230-82-2) + cis-α,β-dimethyl-β-propiolactone (5402-54-0,69780-66-1,69780-67-2,114613-80-8,125827-30-7,138665-82-4) → trans-2,3-dimethylsuccinic anhydride (5866-20-6,5866-21-7,7475-92-5,16844-07-8,35046-66-3,35392-94-0)

Guidance literature:

With ({1,2-di[(2-OH-3,5-di-tBu)PhCH=N]Ph}Al[THF]2)⁺[Co(CO)4]^-; In toluene; at 50 ℃; for 24h; under 10343 Torr;

DOI:10.1021/ja048946m

Reference yield: 73.0%

2,3-dimethylsuccinic acid (13545-04-5) → meso-2,3-dimethylsuccinic anhydride (16844-07-8) + trans-2,3-dimethylsuccinic anhydride (5866-20-6,5866-21-7,7475-92-5,16844-07-8,35046-66-3,35392-94-0)

Guidance literature:

With acetic anhydride; Title compound not separated from byproducts; Heating;

Reference yield:

carbon monoxide (201230-82-2) + 2,3-trans-epoxybutane (21490-63-1) → trans-2,3-dimethylsuccinic anhydride (5866-20-6,5866-21-7,7475-92-5,16844-07-8,35046-66-3,35392-94-0)

Guidance literature:

[(meso-tetra(4-Cl-C₆H₄)porphyrinato)Al(THF)2]+[Co(CO)4]-; In 1,4-dioxane; at 50 ℃; for 24h; under 43958.7 Torr;

DOI:10.1021/ja066901a

upstream raw materials:

2,3-dimethylsuccinic acid

acetyl chloride

2,2-dimethylsuccinic acid

carbon monoxide

Downstream raw materials:

4-(4-isopropyl-phenyl)-2,3-dimethyl-4-oxo-butyric acid

meso 2,3-dimethylsuccinic acid

2,3,6,7-tetramethylnaphthalene

cis-5,5-dibenzyl-3,4-dimethyldihydrofuran-2(3H)-one