Ethyl 2,3-dimethylcycloprop-2-ene-1-carboxylate

Base Information

• Chemical Name: Ethyl 2,3-dimethylcycloprop-2-ene-1-carboxylate
• CAS No.: 5783-75-5
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• DSSTox Substance ID: DTXSID10496591
• Nikkaji Number: J3.133.652J

Synonyms:Ethyl 2,3-dimethylcycloprop-2-ene carboxylate;Ethyl 2,3-dimethylcycloprop-2-ene-1-carboxylate;5783-75-5;SCHEMBL354474;DTXSID10496591;NXYMSISRMBZIQD-UHFFFAOYSA-N;ethyl 2,3-dimethylcycloprop-2-enecarboxylate

Chemical Property of Ethyl 2,3-dimethylcycloprop-2-ene-1-carboxylate

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1C(=C1C)C

Technology Process of Ethyl 2,3-dimethylcycloprop-2-ene-1-carboxylate

There total 3 articles about Ethyl 2,3-dimethylcycloprop-2-ene-1-carboxylate 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:

diazoacetic acid ethyl ester (623-73-4) + dimethylacetylene (503-17-3) → 4,5-dimethylfuran-2(5H)-one (10547-85-0) + ethyl 2-hydroxyacetate (623-50-7) + 2,3-dimethyl-1-ethoxycarbonylcyclopropene (5783-75-5) + 2-Ethoxy-4,5-dimethyl-furan (66481-30-9) + Diethyl maleate (141-05-9)

Guidance literature:

With copper(II) sulfate; at 100 ℃; for 2h; Product distribution; influence of temperature, other catalyst;

DOI:10.1007/BF01168281

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + dimethylacetylene (503-17-3) → 4,5-dimethylfuran-2(5H)-one (10547-85-0) + 2,3-dimethyl-1-ethoxycarbonylcyclopropene (5783-75-5) + 2-Ethoxy-4,5-dimethyl-furan (66481-30-9) + Diethyl maleate (141-05-9)

Guidance literature:

With copper(II) sulfate; at 135 ℃; for 4.2h; Further byproducts given;

DOI:10.1007/BF01168281

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + dimethylacetylene (503-17-3) → 1,2-Dimethyl-4-ethoxy-1-cyclobuten-3-on (56787-63-4) + 2,3-dimethyl-1-ethoxycarbonylcyclopropene (5783-75-5) + 2-Ethoxy-4,5-dimethyl-furan (66481-30-9) + Diethyl maleate (141-05-9)

Guidance literature:

With copper(II) sulfate; at 135 ℃; for 4.2h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1007/BF01168281

upstream raw materials:

diazoacetic acid ethyl ester

dimethylacetylene

Downstream raw materials:

(dimethyl-2,3 cyclopropene-2) yl methyl cetone

tosylhydrazone of 1,2-dimethyl-3-acetylcyclopropene

2,4-dinitrophenylhydrazone of 1,2-dimethyl-3-formylcyclopropene

2,4-dinitrophenylhydrazone of 1,2-dimethyl-3-acetylcyclopropene

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