74809-47-5

Basic information

• Product Name: (Z)-2-(4,5-methylenedioxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene
• Synonyms: (Z)-2-(4,5-methylenedioxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene
• CAS NO: 74809-47-5
• Molecular Weight: 314.338
• Mol File: 74809-47-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (Z)-2-(4,5-methylenedioxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-(4,5-methylenedioxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene(74809-47-5)
• EPA Substance Registry System: (Z)-2-(4,5-methylenedioxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene(74809-47-5)

Safety Data

• Hazardous Substances Data: 74809-47-5(Hazardous Substances Data)

Upstream product

• 120-57-0 piperonal 
• 61240-20-8 triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide 
• 57134-53-9 3,4-methylenedioxyphenylethyne 
• 25245-29-8 5-iodo-1,2,3-trimethoxybenzene 
• 951-82-6 3,4,5-trimethoxyphenyl acetic acid 
• 150357-72-5 (Z)-β-bromo-3,4-methylenedioxystyrene 
• 182163-96-8 3,4,5-trimethoxyphenylboronic Acid 

Relevant articles and documents

Ruthenium-Catalyzed (Z)-Selective Hydroboration of Terminal Alkynes with Naphthalene-1,8-diaminatoborane

The metal-catalyzed (Z)-selective hydroboration of terminal alkynes is synthetically challenging due to the usually (E)-selective nature of the hydroboration and the formation of the thermodynamically unstable (Z)-isomer. Herein, we report that N-heterocyclic-carbene-ligated ruthenium complexes catalyze the (Z)-selective hydroboration of terminal alkynes with H-B(dan) (dan = naphthalene-1,8-diaminato), which generates a diverse range of synthetically valuable (Z)-alkenylboranes. Mechanistic studies, particularly the isolation of a catalytically relevant borylruthenium complex, revealed a mechanism that involves the insertion of the alkyne into a Ru-B bond, which provides a catalytic cycle that is distinctly different from that of previously reported (Z)-selective hydroborations. The direct cross-coupling of the obtained (Z)-alkenyl-B(dan) enables the rapid synthesis of biologically active Combretastatin A-4 analogues.

An efficient microwave-promoted route to (Z)-stilbenes from trans-cinnamic acids: Synthesis of combretastatin A-4 and analogues

cis-Stilbenes were synthesized from trans-cinnamic acids, involving ethylenic-bond bromination and a subsequent one-pot microwave-promoted stereoselective debrominative decarboxylation-Suzuki cross-coupling strategy. This sequence represents a useful way to prepare a variety of combretastatin A-4 derivatives.