7349-06-6

Basic information

• Product Name: Benzene, 1,1'-(1,3-pentadiene-1,5-diyl)bis-
• CAS NO: 7349-06-6
• Molecular Formula: C17H16
• Molecular Weight: 220.314
• Mol File: 7349-06-6.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,3-pentadiene-1,5-diyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,3-pentadiene-1,5-diyl)bis-(7349-06-6)
• EPA Substance Registry System: Benzene, 1,1'-(1,3-pentadiene-1,5-diyl)bis-(7349-06-6)

Safety Data

• Hazardous Substances Data: 7349-06-6(Hazardous Substances Data)

Upstream product

• 300-57-2 allylbenzene 
• 766-77-8 Dimethylphenylsilane 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 28925-75-9 1-nitro-4-phenylbutadiene 
• 1539-57-7 diethyl 2,6-dimethyl-4-benzyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 17791-55-8 1,5-diphenylpenta-1,4-dien-3-ol 
• 538-58-9 1,5-diphenyl-1,4-pentadiene-3-one 
• 103-64-0 bromostyrene 
• 100-52-7 benzaldehyde 
• 62510-08-1 1,5-diphenyl-1-penten-3-one 
• 2550-26-7 4-Phenyl-2-butanone 
• 58926-22-0 (2E,4E)-1,5-diphenyl-2,4-pentadien-1-ol 

Downstream Products

• 130727-57-0 (E,E,E)-1,7-diphenyl-1,3,5-heptatriene 

Relevant articles and documents

Efficient functionalization of olefins by arylsilanes catalyzed by palladium anionic complexes

The coupling of organosilanes and different olefins was performed efficiently in the presence of anionic complexes, [CA]2[PdX4] and [CA]2[Pd2X6], where CA?=?imidazolium or pyridinium cation. The reaction proceeds according to a Pd(II)-mediated pathway, and Cu(OAc)2 acts as the re-oxidant of Pd(0) formed during the catalytic process. High product yields were obtained for differently substituted olefins at 80?°C in 4?h. Styrylsilanes reacted in the same conditions giving unsymmetrical 1,3-dienes.

Alkyl transfer from C-C cleavage: Replacing the nitro group of nitro-olefins

Alkyl substituted Hantzsch esters are rationally used as alkylation reagents to replace the nitro groups of nitro olefins to give excellent yields of trans-olefins. The reaction mechanism is considered to proceed through a free radical mechanism, which is different from the corresponding transfer alkylation of imines. This journal is the Partner Organisations 2014.

Facile coupling of propargylic, allylic and benzylic alcohols with allylsilane and alkynylsilane, and their deoxygenation with Et3SiH, catalyzed by Bi(OTf)3 in [BMIM][BF4] ionic liquid (IL), with recycling and reuse of the IL

Allyltrimethylsilane (allyl-TMS) reacts with propargylic alcohols 1a-1d in the presence of 10% Bi(OTf)3 in [BMIM][BF4] solvent to furnish the corresponding 1,5-enynes in respectable isolated yields (87-93%) at room temperature. The utility of Bi(OTf)3 as a superior catalyst was demonstrated in a survey study on coupling of allyl-TMS with 1a employing several metallic triflates (Bi, Ln, Al, Yb) as well as, B(C6F 5)3, Zn(NTf2)2 and Bi(NO 3)3·5H2O. Coupling of cyclopropyl substituted propargylic alcohol 1e with allyl-TMS gave the skeletally intact 1,5-enyne and a ring opened derivative as a mixture. Coupling of propargylic/allylic alcohol 1f with allyl-TMS resulted in allylation at both benzylic (2 isomers) and propargylic positions, as major and minor products respectively. The scope of this methodology for allylation of a series of allylic and benzylic alcohols was explored. Chemoselective reduction of a host of propargylic, propagylic/allylic, bis-allylic, allylic, and benzylic alcohols with Et3SiH was achieved in high yields with short reaction times. The same approach was successfully applied to couple representative propargylic and allylic alcohols with 1-phenyl-2-trimethylsilylacetylene. The recovery and reuse of the ionic liquid (IL) was gauged in a case study with minimal decrease in isolated yields after six cycles.