7339-87-9

Basic information

• Product Name: 2-(4-HYDROXYPHENYL)ACETALDEHYDE
• Synonyms: 2-(4-HYDROXYPHENYL)ACETALDEHYDE;AKOS BB-9813;P-HYDROXYPHENYLACETALDEHYDE;4-HYDROXYPHENYLACETALDEHYDE;4-Hydroxybenzeneacetaldehyde;4-Hydroxyphenylacetaldehyde, approxiMately ~40% by weight in Ethyl Acetate;4-(2-Oxoethyl)phenol;4-Hydroxyphenylacetaldehyde, approxiMately >15% by weight in Ethyl Acetate
• CAS NO: 7339-87-9
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 7339-87-9.mol
• Article Data: 40

Chemical Properties

• Melting Point: 118℃
• Boiling Point: 281.4±15.0℃ (760 Torr)
• Flash Point: 117.9±13.0℃
• Appearance: /
• Density: 1.153±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.00209mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: -20?C Freezer
• PKA: 9.93±0.15(Predicted)
• CAS DataBase Reference: 2-(4-HYDROXYPHENYL)ACETALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-HYDROXYPHENYL)ACETALDEHYDE(7339-87-9)
• EPA Substance Registry System: 2-(4-HYDROXYPHENYL)ACETALDEHYDE(7339-87-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 7339-87-9(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Liquid

Uses

An intermediate in the metabolic pathway in yeast. This compound contains p-Hydroxybenzaldehyde.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 299, 1989 DOI: 10.1021/jo00263a009

InChI:InChI=1/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2

Upstream product

• 532-80-9 synephrine 
• 3703-79-5 bamethane 
• 328-50-7 α-ketoglutaric acid 
• 60-18-4 L-tyrosine 
• 556-02-5 ?Tyr 
• 501-94-0 p-hydroxyphenethyl alcohol 
• 105456-83-5 (Z)-(4-oxo-2-cyclohexen-1-ylidene)acetaldehyde 
• 86119-84-8 phosphoric acid 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 156-39-8 4-hydroxyphenylpiruvic acid 
• 156-38-7 4-hydroxyphenylacetate 
• 51-67-2 tyrosamine 
• 6482-98-0 2-hydroxy-3-(4-hydroxyphenyl)propanoic acid 
• 2628-17-3 4-Vinylphenol 

Downstream Products

• 107455-76-5 (4-hydroxy-phenyl)-acetaldehyde-(2,4-dinitro-phenylhydrazone) 
• 154458-49-8 [4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-acetaldehyde 
• 193696-27-4 4-(2-hydroxy-but-3-enyl)-phenol 
• 193696-27-4 2-hydroxy-1-(4'-hydroxyphenyl)-3-butene 
• 70365-12-7 4-hydroxyphenylacetaldoxime 
• 70365-10-5 p-hydroxyphenylacetaldehyde oxime 
• 433230-25-2 (3-{(4R,5S)-2-Acetoxy-4-hydroxy-5-[(E)-(S)-3-hydroxy-4-(4-hydroxy-phenyl)-but-1-enyl]-cyclopent-1-enylsulfanyl}-propylsulfanyl)-acetic acid methyl ester 
• 193696-30-9 (2S,3R)-3,4-epoxy-2-hydroxy-1-(4'-hydroxyphenyl)butane 
• 193696-32-1 (2S,3R)-3,4-epoxy-2,4'-di-t-butyldimethylsiloxy-1-phenylbutane 
• 193696-36-5 (2S)-2,4'-di-t-butyldimethylsiloxy-1,4-diphenyl-3-butanone 

Relevant articles and documents

Oxidation of L-Tyrosine by Vanadium (V) in Presence of Sulphuric Acid

Oxidation of L-tyrosine with vanadium (V) in sulphuric acid medium at constant ionic strength is first order in oxidant and H+.The order in tyrosine varies from 1 to 0.A mechanism consistent with the kinetic results is proposed in which the rate determining step is the decomposition of the complex formed in the prior equilibrium. - Keywords: Mechanism; Oxidation; Tyrosine

Biomimetic synthesis and anti-inflammatory effects of horsfiequinone A

Inspired by the oxy-tyrosinase type II copper enzyme, a biomimetic synthesis of the natural product horsfiequinone A (1) has been achieved using CuOTf/DBED/O2 catalyzed oxidation as a key step. The synthetic route furnished 1 in 33% overall yield (64% brsm) from commercially available para-hydroxybenzaldehyde. Moreover, revisiting the biological activity of 1 resulted in the discovery of its in vitro inhibitory activity towards nitric oxide (NO) production in LPS-induced RAW264.7 cells with an IC50 value of 4.42 ± 0.81 μM. The anti-inflammatory effect of 1 was further supported by an iNOS expression inhibition assay and molecular docking simulation.

Small-molecular boron drug and application thereof

The invention discloses a small-molecular boron drug. The small-molecular boron drug has a structure as shown in a formula I that is described in the specification. In the formula I, R is any one selected from the group consisting of ortho-carborane, meta

Design and Use of de novo Cascades for the Biosynthesis of New Benzylisoquinoline Alkaloids

The benzylisoquinoline alkaloids (BIAs) are an important group of secondary metabolites from higher plants and have been reported to show significant biological activities. The production of BIAs through synthetic biology approaches provides a higher-yielding strategy than traditional synthetic methods or isolation from plant material. However, the reconstruction of BIA pathways in microorganisms by combining heterologous enzymes can also give access to BIAs through cascade reactions. Most importantly, non-natural BIAs can be generated through such artificial pathways. In the current study, we describe the use of tyrosinases and decarboxylases and combine these with a transaminase enzyme and norcoclaurine synthase for the efficient synthesis of several BIAs, including six non-natural alkaloids, in cascades from l-tyrosine and analogues.