3-(3,5-Dibromo-4-hydroxyphenyl)-2-phenyl-acrylic acid

Base Information

• Chemical Name: 3-(3,5-Dibromo-4-hydroxyphenyl)-2-phenyl-acrylic acid
• CAS No.: 5325-39-3
• Molecular Formula: C32H40N4O7S
• Molecular Weight: 398.051
• NSC Number: 160
• ChEMBL ID: CHEMBL4534357
• Mol file: 5325-39-3.mol

Synonyms:NSC160;CHEMBL4534357;NSC-160;3-(3,5-DIBROMO-4-HYDROXYPHENYL)-2-PHENYL-ACRYLIC ACID

Chemical Property of 3-(3,5-Dibromo-4-hydroxyphenyl)-2-phenyl-acrylic acid

Chemical Property:

• Vapor Pressure: 9.95E-08mmHg at 25°C
• Boiling Point: 417.8°Cat760mmHg
• Flash Point: 206.5°C
• Density: 1.826g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 397.89762
• Heavy Atom Count: 20
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC2=CC(=C(C(=C2)Br)O)Br)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C/C2=CC(=C(C(=C2)Br)O)Br)/C(=O)O

Technology Process of 3-(3,5-Dibromo-4-hydroxyphenyl)-2-phenyl-acrylic acid

There total 3 articles about 3-(3,5-Dibromo-4-hydroxyphenyl)-2-phenyl-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: 95.0%

(E)-3-(4-acetoxy-3,5-dibromophenyl)-2-phenylacrylic acid → (E)-3-(3,5-dibromo-4-hydroxyphenyl)-2-phenylacrylic acid (5325-39-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1016/j.bmc.2019.04.020

Reference yield:

3,5-dibromo-4-hydroxybenzaldehyde (2973-77-5) + potassium phenylacetate (13005-36-2) → (E)-3-(3,5-dibromo-4-hydroxyphenyl)-2-phenylacrylic acid (5325-39-3)

Guidance literature:

With acetic anhydride;

DOI:10.1021/ja01167a015

Reference yield:

phenylacetic acid (103-82-2) → (E)-3-(3,5-dibromo-4-hydroxyphenyl)-2-phenylacrylic acid (5325-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 3 h / 90 °C

2: sodium hydroxide / 1,4-dioxane; water / 20 °C

With triethylamine; sodium hydroxide; In 1,4-dioxane; water;

DOI:10.1016/j.bmc.2019.04.020

upstream raw materials:

3,5-dibromo-4-hydroxybenzaldehyde

potassium phenylacetate

phenylacetic acid