(2E)-3-(2-Bromo-4,5-dimethoxyphenyl)acrylic acid

Base Information

• Chemical Name: (2E)-3-(2-Bromo-4,5-dimethoxyphenyl)acrylic acid
• CAS No.: 151539-52-5
• Molecular Formula: C11H11 Br O4
• Molecular Weight: 287.11
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID40301442
• Mol file: 151539-52-5.mol

Synonyms:3-(2-bromo-4,5-dimethoxyphenyl)prop-2-enoic acid;(2E)-3-(2-BROMO-4,5-DIMETHOXYPHENYL)ACRYLIC ACID;DTXSID40301442;MSJCWIFRXCLULX-UHFFFAOYSA-N;FT-0611430

Chemical Property of (2E)-3-(2-Bromo-4,5-dimethoxyphenyl)acrylic acid

Chemical Property:

• Vapor Pressure: 1.94E-07mmHg at 25°C
• Melting Point: 253-259 °C
• Refractive Index: 1.6
• Boiling Point: 409.5°Cat760mmHg
• Flash Point: 201.4°C
• PSA: 55.76000
• Density: 1.517g/cm³
• LogP: 2.56410
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.98407
• Heavy Atom Count: 16
• Complexity: 267

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-4,5-dimethoxycinnamic acid, 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C=CC(=O)O)Br)OC

Technology Process of (2E)-3-(2-Bromo-4,5-dimethoxyphenyl)acrylic acid

There total 6 articles about (2E)-3-(2-Bromo-4,5-dimethoxyphenyl)acrylic acid 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: 77.0%

2-(2-bromo-4,5-dimethoxy-benzylidene)-malonic acid → 2-bromo-4,5-dimethoxycinnamic acid (151539-52-5)

Guidance literature:

With piperidine; pyridine; for 4h; Heating;

DOI:10.1007/s11176-005-0377-9

Reference yield: 45.0%

malonic acid (141-82-2) + 2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) → 2-(2-bromo-4,5-dimethoxy-benzylidene)-malonic acid + 2-bromo-4,5-dimethoxycinnamic acid (151539-52-5)

Guidance literature:

With ammonium acetate; In butan-1-ol; Heating;

DOI:10.1007/s11176-005-0377-9

Reference yield:

malonic acid (141-82-2) + 2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) → 2-bromo-4,5-dimethoxycinnamic acid (151539-52-5)

Guidance literature:

With ammonium hydroxide; ethanol;

DOI:10.1021/jo01182a006

upstream raw materials:

malonic acid

2-bromo-4,5-dimethoxybenzaldehyde

acetic anhydride

6-bromovanillin

Downstream raw materials:

2-phenylpropynoic acid [3-(2-bromo-4,5-dimethoxyphenyl)propyl]-(4-methoxybenzyl)amide

2-butynoic acid [3-(2-bromo-4,5-dimethoxyphenyl)propyl]-(4-methoxybenzyl)amide

3-(2-bromo-4,5-dimethoxyphenyl)-N-(4-methoxybenzyl)propan-1-amine

3-(2-bromo-4,5-dimethoxyphenyl)-N-(4-methoxybenzyl)propionamide

Refernces

• 1、 Lebedev,Lebedeva,Sheludyakov,Kovaleva,Ustinova,Kozhevnikov. "Competitive formation of β-amino acids, propenoic, and ylidenemalonic acids by the Rodionov reaction from malonic acid, aldehydes, and ammonium acetate in alcoholic medium". . p. 1113 - 1124. Retrieved 2007/10/03.