3-(3-Hydroxyphenyl)-2-propenoic acid

Base Information

• Chemical Name: 3-(3-Hydroxyphenyl)-2-propenoic acid
• CAS No.: 588-30-7
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.161
• DSSTox Substance ID: DTXSID00891551
• Wikidata: Q27120850
• Mol file: 588-30-7.mol

Synonyms:3-(3-hydroxyphenyl)-2-propenoic acid;82735-70-4;DTXSID00891551;3-(3-Hydroxy-phenyl)-acrylic acid;AKOS025243622;FT-0615839;FT-0648817;Q27120850

Chemical Property of 3-(3-Hydroxyphenyl)-2-propenoic acid

Chemical Property:

• Vapor Pressure: 3.12E-06mmHg at 25°C
• Melting Point: 193-195 °C(lit.)
• Boiling Point: 373.2°Cat760mmHg
• PKA: pK1:4.4 (25°C)
• Flash Point: 193.7°C
• PSA: 57.53000
• Density: 1.329g/cm³
• LogP: 1.49000
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Acetonitrile (Slightly) DMSO (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

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

3-(3-Hydroxyphenyl)acrylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C=CC(=O)O

Technology Process of 3-(3-Hydroxyphenyl)-2-propenoic acid

There total 25 articles about 3-(3-Hydroxyphenyl)-2-propenoic 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: 97.0%

acetic acid (64-19-7,77671-22-8) + meta-hydroxybenzaldehyde (100-83-4) → 3-hydroxy-trans-cinnamic acid (14755-02-3,588-30-7)

Guidance literature:

acetic acid; meta-hydroxybenzaldehyde; With titanium tetrachloride; In dichloromethane; at 25 ℃; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; at 25 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.04.098

Reference yield: 95.0%

malonic acid (141-82-2) + meta-hydroxybenzaldehyde (100-83-4) → 3-hydroxy-trans-cinnamic acid (14755-02-3,588-30-7)

Guidance literature:

With piperidine; pyridine; for 0.05h; microwave irradiation;

DOI:10.1080/00397919908085805

Reference yield: 95.0%

3-Iodophenol (626-02-8) + acrylic acid (79-10-7) → 3-hydroxy-trans-cinnamic acid (14755-02-3,588-30-7)

Guidance literature:

With palladium diacetate; potassium acetate; potassium carbonate; In water; at 50 ℃; for 1h;

upstream raw materials:

malonic acid

meta-hydroxybenzaldehyde

(E)-3-phenylacrylic acid

3-Iodophenol

Downstream raw materials:

3-sulfocinnamic acid

m-coumaric acid methyl ester

trans-3-(3-hydroxyphenyl)acrylic acid methyl ester

m-benzyloxymethoxycinnamyl alcohol

Refernces

• 1、 Ganji, Lata R.,Gandhi, Lekha,Musturi, Venkataramana,Kanyalkar, Meena A.. "Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus". . p. 285 - 301. Retrieved 2020/11/19.
• 2、 Cui, Man-Ying,Xiao, Meng-Wu,Xu, Lv-Jie,Chen, Yun,Liu, Ai-Lin,Ye, Jiao,Hu, Ai-Xi. "Bioassay of ferulic acid derivatives as influenza neuraminidase inhibitors". . . Retrieved 2019/11/13.