143685

3-Hydroxy-4-methoxybenzaldehyde

99%

• Synonym(s): 3-Hydroxyanisaldehyde, Isovanillin
• Linear Formula: HOC₆H₃(OCH₃)CHO
• CAS Number: 621-59-0
• Molecular Weight: 152.15
• Beilstein: 1073021
• EC Number: 210-694-9
• MDL number: MFCD00003369
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848602
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 99%
• bp: 179 °C/15 mmHg (lit.)
• mp: 113-115 °C (lit.)
• functional group: aldehyde
• SMILES string: [H]C(=O)c1ccc(OC)c(O)c1
• InChI: 1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3
• InChI key: JVTZFYYHCGSXJV-UHFFFAOYSA-N

Description

General description

3-Hydroxy-4-methoxybenzaldehyde on condensation with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide yields Schiff-bases. It undergoes condensation reaction with1-azabicyclo[2.2.2]octan-3-one to give (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one.

Application

3-Hydroxy-4-methoxybenzaldehyde was used as starting reagent during the two-step stereoselective synthesis of the anticancer drug (Z)-combretastatin A-4 and glycitein synthesis.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): >212.0 °F
• Flash Point(C): > 100 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves