1855-30-7

Basic information

• Product Name: 1-(2,4-Dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone
• Synonyms: 1-(2,4-Dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone
• CAS NO: 1855-30-7
• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.3
• Mol File: 1855-30-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 155–156°C
• Appearance: /
• CAS DataBase Reference: 1-(2,4-Dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-Dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone(1855-30-7)
• EPA Substance Registry System: 1-(2,4-Dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone(1855-30-7)

Safety Data

• Hazardous Substances Data: 1855-30-7(Hazardous Substances Data)

Usage

Preparation

Obtained by reaction of 2,4-dimethoxyphenyl-acetonitrile with resorcinol (Hoesch reaction).

Upstream product

• 6496-89-5 2,4-dimethoxyphenylacetic acid 
• 108-46-3 recorcinol 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 118555-99-0 (Z)-4-(2,4-dimethoxybenzylidene)-2-phenyl-4H-oxazol-5-one 
• 1891-11-8 (2,4-dimethoxyphenyl)acetonitrile 

Downstream Products

• 860369-06-8 7-acetoxy-3-(2,4-dimethoxy-phenyl)-2-methyl-chromen-4-one 
• 1295579-29-1 C₁₈H₁₆O₆ 
• 1891-01-6 3-(2,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one 
• 58822-02-9 2',4',7-trimethoxyisoflavan 
• 7678-84-4 3-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one 
• 61503-83-1 3-(2,4-dimethoxyphenyl)-4-hydroxy-7-methoxy-1-benzopyran-2-one 
• 479-13-0 coumestrol 
• 70387-01-8 2-methyl-2',4',7-trimethoxyisoflavone 
• 855627-13-3 3-(2,4-dimethoxy-phenyl)-7-hydroxy-2-methyl-chromen-4-one 
• 860369-26-2 3-(2,4-dihydroxy-phenyl)-7-hydroxy-2-methyl-chromen-4-one 
• 57462-46-1 2',7-dihydroxy-4'-methoxyisoflavanone 
• 112182-86-2 4-ethoxymethoxy-2-hydroxy-α-hydroxymethyl-2',4'-dimethoxydesoxybenzoin 
• 129780-43-4 7-ethoxymethoxy-2',4'-dimethoxyisoflavanone 
• 51106-84-4 3-(2,4-dimethoxyphenyl)-7-hydroxychroman-4-one 

Relevant articles and documents

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Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans

A convenient synthesis of natural and synthetic pterocarpans was achieved in three steps. Optical resolution of the respective enantiomers was accomplished by analytical and semi-preparative HPLC on a chiral stationary phase. For medicarpin and its synthetic derivative 9-demethoxymedicarpin, the absolute configuration was confirmed by a combination of experimental LC-ECD coupling and quantum-chemical ECD calculations. (-)-Medicarpin and (-)-9-demethoxymedicarpin are both 6aR,11aR-configured, and consequently the corresponding enantiomers, (+)-medicarpin and (+)-9-demethoxymedicarpin, possess the 6aS,11aS-configuration. A comparative mechanism study for osteogenic (bone forming) activity of medicarpin (racemic versus enantiomerically pure material) revealed that (+)-(6aS,11aS)-medicarpin (6a) significantly increased the bone morphogenetic protein-2 (BMP2) expression and the level of the bone-specific transcription factor Runx-2 mRNA, while the effect was opposite for the other enantiomer, (-)-(6aR,11aR)-medicarpin (6a), and for the racemate, (±)-medicarpin, the combined effect of both the enantiomers on transcription levels was observed. The Royal Society of Chemistry 2012.

PREPARATION METHOD OF 2-PHENYLACETOPHENONE DERIVATIVES

Disclosed is a preparation method of 2-phenylacetophenone derivatives which are used as key intermediates in total syntheses of coumestans and isoflavonoids such as coumestrol, genistein and daidzein which are phytoestrogens contained in soybean and black