4-HYDROXY-3-METHOXYCINNAMALDEHYDE

Base Information

• Chemical Name: 4-HYDROXY-3-METHOXYCINNAMALDEHYDE
• CAS No.: 20649-42-7
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.188
• UNII: 06TPT01AD5
• ChEMBL ID: CHEMBL242529
• DSSTox Substance ID: DTXSID10174685
• Metabolomics Workbench ID: 50538
• Nikkaji Number: J196.170E,J330.750F
• Wikidata: Q53858035
• Wikipedia: Coniferyl_aldehyde
• Mol file: 20649-42-7.mol

Synonyms:CONIFERALDEHYDE;CONIFERYL ALDEHYDE;4-HYDROXY-3-METHOXYCINNAMALDEHYDE;trans-4-Hydroxy-3-methoxycinnamaldehyde

Chemical Property of 4-HYDROXY-3-METHOXYCINNAMALDEHYDE

Chemical Property:

• Melting Point: 80-82 °C(lit.)
• Boiling Point: 338.8 °C at 760 mmHg
• PKA: 9.65±0.31(Predicted)
• Flash Point: 136.8 °C
• PSA: 46.53000
• Density: 1.186 g/cm³
• LogP: 1.61290
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

98%min ^*data from raw suppliers

trans-Ferulaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CC=O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C=O)O
• Uses: trans-Ferulaldehyde can be used for anti-inflammatory and anti-HIV properties.

Technology Process of 4-HYDROXY-3-METHOXYCINNAMALDEHYDE

There total 21 articles about 4-HYDROXY-3-METHOXYCINNAMALDEHYDE 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: 91.0%

coniferol (458-35-5) → coniferaldehyde (20649-42-7,458-36-6)

Guidance literature:

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

DOI:10.1002/cssc.201800598

Reference yield: 91.0%

→ coniferaldehyde (20649-42-7,458-36-6)

Guidance literature:

With MoO₂⁽²⁺⁾*C₂H₆OS*2Cl^(1-); In dimethyl sulfoxide; for 0.166667h; Microwave irradiation;

Reference yield: 86.0%

4-acetoxy-3-methoxycinnamaldehyde (65401-83-4) → coniferaldehyde (20649-42-7,458-36-6)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 12h;

upstream raw materials:

(E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]acrylaldehyde

coniferol

3-methoxy-4-methoxymethoxy-benzaldehyde

3, 4-dihydroxylcinnamaldehyde

Downstream raw materials:

(R)-3-(3,4-Dihydroxy-phenyl)-2-[(E)-3-(4-hydroxy-3-methoxy-phenyl)-allylamino]-propionic acid methyl ester

N-[N-[3-(4-hydroxy-3-methoxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester

2-methoxy-4-(2-phenylpyridin-4-yl)phenol

Refernces

• 1、 Hati, Santanu,Hu, Qi,Huo, Zhiguang,Lu, Junxuan,Xing, Chengguo. "In vivo Structure-Activity Relationship of Dihydromethysticin in Reducing Nicotine-Derived Nitrosamine Ketone (NNK)-Induced Lung DNA Damage against Lung Carcinogenesis in A/J Mice". . . Retrieved 2022/03/08.
• 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.