72474-42-1

Basic information

• Product Name: Benzene, 1-[(1Z)-2-chloro-1,2-diphenylethenyl]-4-methoxy-
• CAS NO: 72474-42-1
• Molecular Formula: C21H17ClO
• Molecular Weight: 320.818
• Mol File: 72474-42-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-[(1Z)-2-chloro-1,2-diphenylethenyl]-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(1Z)-2-chloro-1,2-diphenylethenyl]-4-methoxy-(72474-42-1)
• EPA Substance Registry System: Benzene, 1-[(1Z)-2-chloro-1,2-diphenylethenyl]-4-methoxy-(72474-42-1)

Safety Data

• Hazardous Substances Data: 72474-42-1(Hazardous Substances Data)

Upstream product

• 611-94-9 4-Methoxybenzophenone 
• 186968-62-7 2-(Chloro-phenyl-methyl)-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide 
• 536-74-3 phenylacetylene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 98-80-6 phenylboronic acid 
• 140868-82-2 (E)-(2-bromo-1-chloro-2-iodovinyl)benzene 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 501-65-5 diphenyl acetylene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 14382-03-7 1-(4-methoxy-phenyl)-1,2-diphenyl-ethanol 
• 451-40-1 phenyl benzyl ketone 
• 72474-39-6 4-(1,2-diphenylvinyl)anisole 

Downstream Products

• 72474-40-9 cis-1-Chloro-2-(4-hydroxyphenyl)-1,2-diphenylethylene 
• 911-45-5 Zuclomiphene 
• 911-45-5 clomiphene 

Relevant articles and documents

TEMPO-Regulated Regio- and Stereoselective Cross-Dihalogenation with Dual Electrophilic X+ Reagents

A TEMPO catalyzed cross-dihalogenation reaction was established via redox-regulation of the otherwise complex system of dual electrophilic X+ reagents. Formally, the ICl, BrCl, I2 and Br2 were generated in-situ, which enabled high regio- or stereoselective access to a myriad of iodochlorination, bromochlorination and homo-dihalogenation products with a wide spectrum of functionalities. With its mild conditions and operational simplicity, this method could enable wide applications in organic synthesis, which was exemplified by divergent synthesis of two pharmaceuticals. Detailed mechanistic investigations via radical clock reaction, pinacol ring expansion and Hammett experiments were conducted, which confirmed the intermediacy of halonium ion. In addition, a dynamic catalytic model based on the versatile catalytic role of TEMPO was proposed to explain the selective outcomes.

An easy access to trisubstituted vinyl chlorides and improved synthesis of chloro/bromostilbenes

The α-chlorophosphonates (OCH2CMe2CH2O)P(O)CHCl-C6H4-4-R [R=H (4), Me (5), OMe (6)], which are now readily accessible, react with ketones R'C(O)R' in the presence of NaH (without recourse to the more expensive t- BuLi) to afford trisubstituted vinyl halides R'C(R')=CCl(C6H4-4-R) in good yields. The corresponding α-bromophosphonates [R=H (7), Me (8)] failed to react with ketones and gave the symmetrical acetylenes 4-R-C6H4-C=C- C6H44-R as isolable products in low yield. We have found that K2CO3 in refluxing xylene is a good base for the synthesis of chlorostilbenes; using this base the bromostilbenes ArCH=CBr(C6H44-R) can be prepared in significantly higher yields than by using NaH. The stereochemistry of two of the trisubstituted vinyl chlorides is unambiguously proven by X-ray structure determination. Thus for (Cl)PhC=CPh(Me), the isomer with the upfield NMR shift for the CH3 protons and for (Cl)PhC=C(Ph)(C6H4-4-Me), the isomer with the downfield NMR shift for the -C6H4-4-CH3 protons have Z stereochemistry.

Triarylhaloethylenes as gonadotrophin inhibitors

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