Ethyl 2,3-dibromoprop-2-enoate

Base Information

• Chemical Name: Ethyl 2,3-dibromoprop-2-enoate
• CAS No.: 26631-66-3
• Molecular Formula: C5H6 Br2 O2
• Molecular Weight: 257.909
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID30400953
• Mol file: 26631-66-3.mol

Synonyms:Ethyl 2,3-dibromoprop-2-enoate;DTXSID30400953

Chemical Property of Ethyl 2,3-dibromoprop-2-enoate

Chemical Property:

• Boiling Point: 222.9±25.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.919±0.06 g/cm3(Predicted)
• LogP: 2.18070
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 257.87141
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CBr)Br

Technology Process of Ethyl 2,3-dibromoprop-2-enoate

There total 3 articles about Ethyl 2,3-dibromoprop-2-enoate 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: 99.0%

propynoic acid ethyl ester (623-47-2) → ethyl (Z)-2,3-dibromoprop-2-enoate (26631-66-3)

Guidance literature:

With bromine; In tetrachloromethane; at 70 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)93407-0

Reference yield:

propynoic acid ethyl ester (623-47-2) → ethyl (E)-2,3-dibromopropenoate (26631-69-6) + ethyl (Z)-2,3-dibromoprop-2-enoate (26631-66-3)

Guidance literature:

With bromine; In tetrachloromethane; at -78 ℃; Product distribution; other solvents and temperatures;

DOI:10.1016/S0040-4039(01)93407-0

Reference yield:

ethanol (64-17-5) + propargyl alcohol (107-19-7) → ethyl (E)-2,3-dibromopropenoate (26631-69-6) + ethyl (Z)-2,3-dibromoprop-2-enoate (26631-66-3)

Guidance literature:

Multistep reaction. Title compound not separated from byproducts; (i) Jones reagent, acetone, (ii) /BRN= 1718733/, H₂SO₄, (iii) Br₂, CCl₄;

DOI:10.1016/0031-9422(77)80067-8

upstream raw materials:

ethanol

propargyl alcohol

propynoic acid ethyl ester

Downstream raw materials:

(Z)-2,3-Dibrom-acrylsaeure

ethyl (Z)-3-phenyl-2-(2-thienyl)propenoate

Z-ethyl-2-(2-thienyl)-3-(2-thienyl)acrylate

(Z)-2-Bromo-5-trimethylsilanyl-pent-2-en-4-ynoic acid ethyl ester