478166-21-1

Basic information

• Product Name: Borane, [(1E)-2-(1-cyclohexen-1-yl)ethenyl]bis(1,2-dimethylpropyl)-
• CAS NO: 478166-21-1
• Molecular Formula: C18H33B
• Molecular Weight: 260.271
• Mol File: 478166-21-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Borane, [(1E)-2-(1-cyclohexen-1-yl)ethenyl]bis(1,2-dimethylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Borane, [(1E)-2-(1-cyclohexen-1-yl)ethenyl]bis(1,2-dimethylpropyl)-(478166-21-1)
• EPA Substance Registry System: Borane, [(1E)-2-(1-cyclohexen-1-yl)ethenyl]bis(1,2-dimethylpropyl)-(478166-21-1)

Safety Data

• Hazardous Substances Data: 478166-21-1(Hazardous Substances Data)

Upstream product

• 513-35-9 2-methyl-but-2-ene 
• 931-49-7 1-ethenylcyclohexene 
• 1069-54-1 bis-(1,2-dimethylpropyl)borane 

Downstream Products

• 478166-26-6 (E)-4-(cyclohex-1-en-1-yl)but-3-en-1-yne 

Relevant articles and documents

Stereoselective syntheses of (E)- and (Z)-1-arylalk-3-en-1-ynes and (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-alka-1,5-dien-3-ynes via a one-pot multicomponent coupling reaction

Both 1-arylalk-3-en-1-ynes and alka-1,5-dien-3-ynes have been synthesized under extremely mild reaction conditions in good to high yields via a sequential Suzuki-type and Sonogashira reaction in a one-pot manner. Thus, the protocol involves Cu-mediated cross-coupling reaction of (E)- or (Z)- alkenyldisiamylborane with (trimethylsilyl)ethynyl bromide in the presence of 1M NaOMe and Pd/Cu-catalyzed cross-coupling reaction with aryl or alkenyl iodide in the presence of aqueous n-Bu4NOH. The reaction with aryl iodide is tolerant of a wide variety of functional groups on the aromatic ring and leads to the stereoselective formation of (E)- and (Z)-1-arylalk-3-en-1-ynes. In addition, the reactions with (E)- and (Z)-1-iodoalk-1-enes have accomplished the construction of all possible combinations of geometrical isomers, (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-alka-1,5-dien-3-ynes. Georg Thieme Verlag Stuttgart.

Construction of terminal conjugated enynes: Cu-mediated cross-coupling reaction of alkenyldialkylborane with (trimethylsilyl)ethynyl bromide

The cross-coupling reaction of (E)- and (Z)-alk-1-enyldialkylborane with (trimethylsilyl)ethynyl bromide proceeds in the presence of a catalytic amount of copper(II) acetylacetonate and a base under extremely mild conditions to provide conjugated enynes w