38557-34-5

Basic information

• Product Name: cis,trans,trans-1,6-Diphenyl-1,3,5-hexatriene
• Synonyms: cis,trans,trans-1,6-Diphenyl-1,3,5-hexatriene
• CAS NO: 38557-34-5
• Molecular Weight: 232.325
• Mol File: 38557-34-5.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: cis,trans,trans-1,6-Diphenyl-1,3,5-hexatriene(CAS DataBase Reference)
• NIST Chemistry Reference: cis,trans,trans-1,6-Diphenyl-1,3,5-hexatriene(38557-34-5)
• EPA Substance Registry System: cis,trans,trans-1,6-Diphenyl-1,3,5-hexatriene(38557-34-5)

Safety Data

• Hazardous Substances Data: 38557-34-5(Hazardous Substances Data)

Upstream product

• 590-27-2 (E)-1,2-diiodoethene 
• 4363-35-3 Dihydroxy-styryl-boran 
• 38704-79-9 C₆H₅CHCHCOHFe(CO)3 
• 507-19-7 t-butyl bromide 
• 917-54-4 methyllithium 
• 1720-32-7 1,6-diphenyl-hexa-1,3,5-triene 
• 17329-15-6 1,6-diphenyl-1,3,5-hexatriene 
• 866539-33-5 4,4,6-trimethyl-2-(4-phenylbuta-1E,3Z-dienyl)-1,3,2-dioxaborinane 
• 42599-24-6 E-styryl iodide 
• 866539-32-4 4,4,6-trimethyl-2-(4-phenylbuta-1E,3E-dienyl)-1,3,2-dioxaborinane 
• 57918-63-5 (Z)-styryl iodide 
• 60806-00-0 4,4,6-trimethyl-2-styryl-[1,3,2]dioxaborinane 
• 168295-34-9 (2E,4Z)-5-bromopenta-2,4-dienal 
• 170080-17-8 cis,cis,cis-1,6-diphenyl-1,3,5-hexatriene 

Downstream Products

• 1720-32-7 1,6-diphenyl-hexa-1,3,5-triene 
• 17329-15-6 C₁₈H₁₆ 
• 1000689-24-6 [C₆H₅(CHCH)3C₆H₅((CH₃)5C₅)RuCl] 

Relevant articles and documents

Z-selective metathesis homocoupling of 1,3-dienes by molybdenum and tungsten monoaryloxide pyrrolide (MAP) complexes

Molybdenum or tungsten monoaryloxide pyrrolide (MAP) complexes that contain OHIPT as the aryloxide (hexaisopropylterphenoxide) are effective catalysts for homocoupling of simple (E)-1,3-dienes to give (E,Z,E)-trienes in high yield and with high Z selectivities. A vinylalkylidene MAP species was shown to have the expected syn structure in an X-ray study. MAP catalysts that contain OHMT (hexamethylterphenoxide) are relatively inefficient.

A highly tunable stereoselective olefination of semistabilized triphenylphosphonium ylides with N -Sulfonyl imines

The Wittig reaction involving direct olefination of triphenylphosphonium ylides (Ph3PCHR) with aldehydes is arguably the most often used method for alkene synthesis, but in general it yields mixtures of Z- and E-alkenes for semistabilized triphenylphosphonium ylides (R = aryl or vinyl). We have developed a simple and efficient protocol to improve the stereoselectivity significantly by replacing the aldehydes used in the Wittig reaction with N-sulfonyl imines, which possess distinct electronic and steric properties relative to aldehydes. A broad range of aromatic, α,β-unsaturated, and aliphatic imines bearing appropriate N-sulfonyl groups smoothly undergo olefination reaction with various benzylidenetriphenylphosphoranes or allylidenetriphenylphosphoranes under mild reaction conditions to afford an array of both Z- and E-isomers of conjugated alkenes in good to excellent yields and with greater than 99:1 stereoselectivity. Moreover, this tunable protocol has been successfully applied to the highly stereoselective synthesis of two anticancer agents, DMU-212 and its Z-isomer.

A novel ambident reactivity of azolylacroleins

Reaction of azolylacroleins with phosphoranes bearing a conjugated double bond was found to yield either azolyltrienes in?a Wittig reaction, or to undergo cyclization to a dihydrobenzene containing the azole substituent. Transformation with an aza-Wittig reagent gave tetrazolylpyridines. The ambident reactivity was found to be dependent on the substituent of the phosphorane, which was rationalized by ab initio (DFT) calculation of the atomic charges of the reaction centres.