2539-53-9

Basic information

• Product Name: 4-ethoxy-3-hydroxybenzaldehyde
• Synonyms: 3-Hydroxy-4-Ethoxy-Benzaldehyde;Benzaldehyde, 4-ethoxy-3-hydroxy-
• CAS NO: 2539-53-9
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.1739
• EINECS: 219-812-3
• Mol File: 2539-53-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 125 °C
• Boiling Point: 178°C (estimate)
• Flash Point: 121 °C
• Appearance: /
• Density: 1.1097 (rough estimate)
• Vapor Pressure: 0.000677mmHg at 25°C
• Refractive Index: 1.4371 (estimate)
• PKA: 9.38±0.10(Predicted)
• CAS DataBase Reference: 4-ethoxy-3-hydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ethoxy-3-hydroxybenzaldehyde(2539-53-9)
• EPA Substance Registry System: 4-ethoxy-3-hydroxybenzaldehyde(2539-53-9)

Safety Data

• Hazardous Substances Data: 2539-53-9(Hazardous Substances Data)

Usage

General Description

4-Ethoxy-3-hydroxybenzaldehyde is a chemical compound with the molecular formula C9H10O3. It is a derivative of benzaldehyde, containing both ethoxy and hydroxy functional groups. 4-ethoxy-3-hydroxybenzaldehyde is commonly used as an intermediate in the synthesis of various organic compounds and pharmaceuticals. It is also used in the production of perfumes and flavorings due to its aromatic properties. 4-Ethoxy-3-hydroxybenzaldehyde has been studied for its potential medicinal properties, including its antioxidant and anti-inflammatory effects. It is important to handle this chemical with care and follow proper safety precautions when working with it due to its potential hazards.

InChI:InChI=1/C9H10O3/c1-2-12-9-4-3-7(6-10)5-8(9)11/h3-6,11H,2H2,1H3

Upstream product

• 94-86-0 2-ethoxy-5-propenylphenol 
• 63477-41-8 trans-2-ethoxy-5-(1-propenyl)-phenol 
• 64-67-5 diethyl sulfate 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 74-96-4 ethyl bromide 
• 7560-65-8 4-cyclohexenecarbaldehyde dimethylacetal 
• 50744-31-5 4-dimethoxymethyl-1,2-epoxy-cyclohexane 
• 64-17-5 ethanol 
• 120-25-2 4-ethoxy-3-methoxybenzaldehyde 
• 52987-93-6 2-(4-ethoxy-3-methoxyphenyl)-1,3-dioxolane 
• 584-08-7 potassium carbonate 
• 75-03-6 ethyl iodide 
• 6314-88-1 1,2,5,6-tetrahydrobenzaldehyde diethyl acetal 
• 100-50-5 3-Cyclohexene-1-carboxaldehyde 

Downstream Products

• 2029-94-9 3,4-diethoxybenzaldehyde 
• 26691-25-8 3-(benzyloxy)-4-ethoxybenzaldehyde 
• 1015697-66-1 3-triphenylmethoxy-4-ethoxy benzaldehyde 
• 1221157-00-1 3'-hydroxyl-4'-ethoxy-3,4,5-trimethoxy diphenylethane 
• 1334725-14-2 C₃₃H₃₇O₈P 
• 1333404-92-4 C₂₁H₂₂N₂O₄ 
• 1342313-37-4 C₂₁H₂₀N₂O₄ 
• 1221156-99-5 3'-benzyloxy-4'-ethoxy-3,4,5-trimethoxy stilbene 
• 1622204-15-2 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide 
• 1622205-38-2 (E)-2-(benzyloxy)-1-ethoxy-4-(2-nitrovinyl)benzene 
• 1622204-14-1 6-ethoxy-N-methyl-5-((2-(4-(piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide 
• 1401238-64-9 (E)-[4-ethoxy-3-({2-methyl-4-[(tetrahydro-2H-pyran-2-yl)-oxy]but-2-en-1-yl}oxy)phenyl]methanol 

Relevant articles and documents

Coenzyme A-Conjugated Cinnamic Acids – Enzymatic Synthesis of a CoA-Ester Library and Application in Biocatalytic Cascades to Vanillin Derivatives

We present a bioorthogonal method for the ligation of coenzyme A (CoA) with cinnamic acids. The reaction, which is the initial step in the biosynthesis of a multitude of bioactive secondary metabolites, is catalyzed by a promiscuous plant ligase and yields CoA conjugates with different functionalization in high purity and without formation of by-products. Its applicability in biosynthetic cascades is shown for the direct transformation of cinnamic acids into natural benzaldehydes (like vanillin) or artificial derivatives (e. g. ethylvanillin). (Figure presented.).

A (3 - alkoxy - 4 - hydroxy) - cyclohexyl acetal glycol and its isomers of use

The present invention discloses a (3-alkoxy-4-hydroxy)-cyclohexyl methylal diol, an (3-hydroxy-4-alkoxy)-cyclohexyl methylal diol and synthesis methods and use therefor. The (3-alkoxy-4-hydroxy)-cyclohexyl methylal diol and (3-hydroxy-4-alkoxy)-cyclohexyl methylal diol can be used for synthesis of a variety of vanillin and iso-vanillin. Compared to the existing synthetic method, the synthesis method has simple steps, and less discharge of "three wastes".

Design, synthesis and anti-proliferative effects in tumor cells of new combretastatin A-4 analogs

Abstract A total of 11 novel combretastatin A-4 (CA-4) analogs were designed, synthesized, and evaluated for the anti-proliferative effects in tumor cells. The compounds represent four structural classes: (i) hydrogenated derivatives, (ii) ethoxyl derivatives, (iii) amino derivatives and (iv) pro-drugs. Biological evaluations demonstrate that multiple structural features control the biological potency. Three of the compounds, sit-1, sit-2 and sit-3, have potent anti-proliferative activity against multiple cancer cell lines. Their pro-drugs were synthesized to increase water solubility. Structure-activity relationship study and Surflex-Docking were studied in this paper. These results will be useful for the design of new CA-4 analogs that are structurally related to the SAR study.