Ethyl 4-bromo-3-ethoxybut-2-enoate

Base Information

• Chemical Name: Ethyl 4-bromo-3-ethoxybut-2-enoate
• CAS No.: 1116-50-3
• Molecular Formula: C8H13 Br O3
• Molecular Weight: 237.093
• Hs Code.: 2918990090
• European Community (EC) Number: 679-012-9
• Mol file: 1116-50-3.mol

Synonyms:ethyl 4-bromo-3-ethoxybut-2-enoate;1116-50-3;ETHYL 4-BROMO-3-ETHOXY-2-BUTENOATE;ethyl (E)-4-bromo-3-ethoxybut-2-enoate;SCHEMBL10432065;ethyl4-bromo-3-ethoxybut-2-enoate;AKOS015908891;BS-23551;4-Bromo-3-ethoxy-2-butenoic acid ethyl ester

Chemical Property of Ethyl 4-bromo-3-ethoxybut-2-enoate

Chemical Property:

• Vapor Pressure: 0.00929mmHg at 25°C
• Refractive Index: 1.4960
• Boiling Point: 88oC
• Flash Point: 88-90°C/1mm
• PSA: 35.53000
• Density: 1.339g/cm3
• LogP: 1.86480
• Water Solubility.: Not miscible in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 236.00481
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

ETHYL 4-BROMO-3-ETHOXYBUT-2-ENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 2042896
• Hazard Codes: Xi
• Statements: R36/38:Irritating to eyes and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=CC(=O)OCC)CBr
• Isomeric SMILES: CCO/C(=C/C(=O)OCC)/CBr
• Uses: Ethyl 4-bromo-3-ethoxy-2-butenoate is used as pharmaceutical intermediate.

Technology Process of Ethyl 4-bromo-3-ethoxybut-2-enoate

There total 8 articles about Ethyl 4-bromo-3-ethoxybut-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:

ethyl (E)-3-ethoxy-2-butenoate (57592-45-7) → 4-bromo-3-ethoxy-2-butenoic acid ethyl ester (1116-50-3)

Guidance literature:

With tetrachloromethane; N-Bromosuccinimide;

DOI:10.1021/ja01147a050

Reference yield:

ethyl 3-ethoxy-2-butenoate (998-91-4) → 4-bromo-3-ethoxy-2-butenoic acid ethyl ester (1116-50-3)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1002/jps.2600530812

Reference yield:

ethyl 2,3-butadienoate (14369-81-4) → 4-bromo-3-ethoxy-2-butenoic acid ethyl ester (1116-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂, NaHCO₃ / diethyl ether

2: ethanol

With bromine; sodium hydrogencarbonate; In diethyl ether; ethanol;

upstream raw materials:

ethyl (E)-3-ethoxy-2-butenoate

diethyl ether

ethyl 3-ethoxy-2-butenoate

N-bromoacetamide

Downstream raw materials:

4-ethoxy-6-cyclopent-1-enyl-5,6-dihydro-pyran-2-one

4-ethoxy-6-phenyl-5,6-dihydropyran-2-one

4-ethoxy-5,6-dihydro-6-methyl-6-(4-methylphenyl)-pyran-2-one

(Z)-3-Ethoxy-4-(6-oxo-cyclohex-1-enyl)-but-2-enoic acid ethyl ester