64820-07-1

Basic information

• Product Name: Phosphonium, [(2-methoxyphenyl)methyl]triphenyl-, bromide
• CAS NO: 64820-07-1
• Molecular Formula: C26H24OP.Br
• Molecular Weight: 463.354
• Mol File: 64820-07-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Phosphonium, [(2-methoxyphenyl)methyl]triphenyl-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonium, [(2-methoxyphenyl)methyl]triphenyl-, bromide(64820-07-1)
• EPA Substance Registry System: Phosphonium, [(2-methoxyphenyl)methyl]triphenyl-, bromide(64820-07-1)

Safety Data

• Hazardous Substances Data: 64820-07-1(Hazardous Substances Data)

Upstream product

• 7035-02-1 o-Methoxybenzyl chloride 
• 603-35-0 triphenylphosphine 
• 578-58-5 2-methylmethoxybenzene 
• 52289-93-7 o-Methoxybenzyl bromide 
• 135-02-4 ortho-anisaldehyde 
• 612-16-8 (2-methoxyphenyl)methanol 
• 6399-81-1 triphenylphosphine hydrobromide 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 124150-10-3 (E)-(-)-(1R,5R,9R)-3-(methoxycarbonyl)-1-<((methoxymethyl)oxy)methyl>-9-(2-methoxystyryl)-5-methyl-3-azabicyclo<3.3.1>nonane 
• 98460-03-8 11-Fluoro-9-[(E)-2-(2-methoxy-phenyl)-vinyl]-dibenzo[c,g]phenanthrene 
• 134749-77-2 [1-(2-Methoxy-phenylmethanesulfonyl)-ethylidene]-triphenyl-λ⁵-phosphane 
• 134749-74-9 [(2-Methoxy-phenyl)-phenylmethanesulfonyl-methylene]-triphenyl-λ⁵-phosphane 
• 163494-29-9 2-(2-Methoxy-phenyl)-1-(2-methylsulfanyl-phenyl)-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 159052-03-6 (E)-1-(2-Methoxy-phenyl)-4-phenyl-1-(triphenyl-λ⁵-phosphanylidene)-but-3-en-2-one 
• 163494-27-7 1,2-Bis-(2-methoxy-phenyl)-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 17601-37-5 1,2-bis(2-methoxyphenyl)ethene 
• 107907-11-9 5-bromo-6-[2-(2-methoxyphenyl)-vinyl]-benzo[1,3]dioxole 
• 66107-12-8 2-Methoxy-2'-chlorstilben 
• 929033-38-5 (E)-5-bromo-6-[2-(2-methoxyphenyl)-vinyl]-benzo[1,3]dioxole 
• 929033-18-1 (E)-4-hydroxy-2,3-dimethoxy-4-{6-[2-(2-methoxyphenyl)vinyl]-benzo[1,3]dioxol-5-yl}cyclobut-2-enone 
• 926933-86-0 4-[4-(2-methoxy-benzylidene)-piperidin-1-yl]-benzoic acid 

Relevant articles and documents

Synthesis of combretastatin A4 analogues on steroidal framework and their anti-breast cancer activity

Combretastatin A4 analogues were synthesized on steroidal framework from gallic acid with a possibility of anti-breast cancer agents. Twenty two analogues were synthesized and evaluated for cytotoxicity against human breast cancer cell lines (MCF-7 & MDA-MB 231). The best analogue 22 showed potent antitubulin effect. Docking experiments also supported strong binding affinity of 22 to microtubule polymerase. In cell cycle analysis, 22 induced apoptosis in MCF-7 cells significantly. It was found to be non-toxic up to 300 mg/kg dose in Swiss albino mice in acute oral toxicity. This article is part of a Special Issue entitled "Synthesis and biological testing of steroid derivatives as inhibitors".

Oxidative cyclizations, the synthesis of aryl-substituted c-glycosides, and the role of the second electron transfer step

Anodic oxidation reactions have been used to synthesize aryl- and biaryl-substituted C-glycosides. The reactions take advantage of the tendency for alcohol nucleophiles to trap nonpolar radical cations. The addition of the alcohol to the radical cation appears to be reversible, and the success of the cyclizations is dependent on the ease with which the resulting benzylic radical is oxidized.

Effect of base on alkyltriphenylphosphonium salts in polar aprotic solvents

When arylmethyl phosphonium salts are treated with a base (e.g., t-BuOK or NaH) they homocouple to form symmetric 1,2-diarylethenes. In some cases, dilution and (or) use of excess base lead to very high yields of the product. This reaction is solvent sensitive: the reaction occurs only when polar aprotic solvents such as acetonitrile or DMSO are used. Other alkyl phosphonium salts (e.g., ethoxycarbonylmethyltriphenylphosphonium bromide and n- butyltriphenylphosphonium bromide) form a ylid (when an α-carbonyl group is present) or lose a phenyl group to form alkyldiphenylphosphine oxides when treated with the base. Mechanistic investigation of the homocoupling reaction indicates that the reaction proceeds through a ylid that acts as a nucleophile on an unreacted phosphonium salt. The resulting adduct undergoes elimination to form the observed product. The EIZ ratio seems to depend on the amount of the base used and the phosphonium salt involved.