3-(4-Hydroxyphenyl)prop-2-enal

Base Information

• Chemical Name: 3-(4-Hydroxyphenyl)prop-2-enal
• CAS No.: 2538-87-6
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.161
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID201313650
• Wikidata: Q104961846
• Mol file: 2538-87-6.mol

Synonyms:3-(4-hydroxyphenyl)prop-2-enal;2-Propenal, 3-(4-hydroxyphenyl)-;p-hydroxylcinnamaldehyde;Spectrum2_001963;SPBio_002085;CHEBI:181650;DTXSID201313650;AKOS017404930

Chemical Property of 3-(4-Hydroxyphenyl)prop-2-enal

Chemical Property:

• Vapor Pressure: 0.000352mmHg at 25°C
• Melting Point: 140℃
• Boiling Point: 309.4°C at 760 mmHg
• PKA: 9.59±0.26(Predicted)
• Flash Point: 130.9°C
• PSA: 37.30000
• Density: 1.174g/cm³
• LogP: 1.60430
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98%Min ^*data from raw suppliers

p-Coumaraldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC=O)O
• Uses: p-Coumaraldehyde is a potential antitumor agents extracted from cucumbers. p-Coumaraldehyde was shown to significantly inhibit the cancer cell growth in a dose-dependent manner

Technology Process of 3-(4-Hydroxyphenyl)prop-2-enal

There total 45 articles about 3-(4-Hydroxyphenyl)prop-2-enal 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: 98.0%

4-(3-hydroxypropyl)phenyl acetate (107866-55-7) → p-hydroxy-cinnamaldehyde (20711-53-9,88264-59-9,2538-87-6)

Guidance literature:

With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In water; acetone; at 60 ℃; for 8h; Green chemistry;

DOI:10.1039/c5gc01785h

Reference yield: 97.0%

4-hydroxycinnamic alcohol (3690-05-9) → p-hydroxy-cinnamaldehyde (20711-53-9,88264-59-9,2538-87-6)

Guidance literature:

With MoO₂Cl₂(DMSO)2; dimethyl sulfoxide; for 0.166667h; Microwave irradiation;

DOI:10.1002/cssc.201800598

Reference yield: 90.0%

4‐((E)-2-formylvinyl)phenyl acetate (58505-83-2,157096-53-2) → trans-p-hydroxycinnamaldehyde (2538-87-6,20711-53-9,88264-59-9)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; Inert atmosphere;

DOI:10.1055/s-0037-1609554

upstream raw materials:

4-hydroxy-benzaldehyde

acetaldehyde

3-(4-hydroxyphenyl)prop-2-ene nitrile

3-(4-(2-(4-hydroxy-3-methoxyphenyl)-2-oxoethoxy)phenyl)acrylaldehyde

Downstream raw materials:

C₂₀H₂₂O₂

C₂₂H₂₇NO₃

C₂₃H₂₉NO₃

C₂₂H₂₇NO₃*ClH

Refernces

• 1、 Messenlehner, Julia,Hetman, Michael,Tripp, Adrian,Wallner, Silvia,Macheroux, Peter,Gruber, Karl,Daniel, Bastian. "The catalytic machinery of the FAD-dependent AtBBE-like protein 15 for alcohol oxidation: Y193 and Y479 form a catalytic base, Q438 and R292 an alkoxide binding site". . . Retrieved 2021/02/09.
• 2、 Aleku, Godwin A.,Leys, David,Roberts, George W.. "Biocatalytic reduction of α,β-unsaturated carboxylic acids to allylic alcohols". . p. 3927 - 3939. Retrieved 2020/07/09.