94427-81-3

Basic information

• Product Name: Benzene, (1-methyl-1,3-heptadienyl)-, (E,E)-
• CAS NO: 94427-81-3
• Molecular Formula: C14H18
• Molecular Weight: 186.297
• Mol File: 94427-81-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzene, (1-methyl-1,3-heptadienyl)-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-methyl-1,3-heptadienyl)-, (E,E)-(94427-81-3)
• EPA Substance Registry System: Benzene, (1-methyl-1,3-heptadienyl)-, (E,E)-(94427-81-3)

Safety Data

• Hazardous Substances Data: 94427-81-3(Hazardous Substances Data)

Upstream product

• 73349-15-2 (3Z)-2-phenyl-1,3-octadiene 
• 187874-95-9 (Z)-1-hexenyldi(3-methyl-2-butyl)borane 
• 98-81-7 1-bromovinylbenzene 

Relevant articles and documents

Novel and Convenient Method for the Stereo- and Regiospecific Synthesis of Conjugated Alkadienes and Alkenynes via the Palladium-Catalyzed Cross-Coupling Reaction of 1-Alkenylboranes with Bromoalkenes and Bromoalkynes

Details of a new and general method for the stereo- and regiospecific synthesis of conjugated alkadienes and alkenynes are described.The reaction of (E)- or (Z)-1-alkenyldisiamylboranes, or 2-((E)-1-alkenyl)-1,3,2-benzodioxaboroles readily obtainable by hydroboration, with either (E)- or (Z)-1-alkenyl bromides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and bases such as sodium alkoxides gives the corresponding (E,E)-, (E,Z)-, (Z,E)-,or (Z,Z)-conjugated alkadienes stereo- and regiospecifically, while retaining the configurations of both the strating alkenylboranes and bromoalkenes.The reaction of (E)- and (Z)-1-alkenyldisiamylboranes with 1-bromoalkynes similarly provides a stereo- and regiospecific synthesis of conjugated (E)- and (Z)-alkenynes.A mechanism of this cross-coupling reaction, which involves the transmetalation between a 1-alkenylborane and an alkoxypalladium(II) complex generated through the metathetical displacement of a halogen atom from R(Pd(II)X with sodium alkoxide, is proposed.