815575-36-1

Basic information

• Product Name: (E)-2,2'-(3,3-diMethylbut-1-ene-1,2-diyl)bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolane)
• Synonyms: (E)-2,2'-(3,3-diMethylbut-1-ene-1,2-diyl)bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolane)
• CAS NO: 815575-36-1
• Molecular Formula: C₁₈H₃₄B₂O₄
• Molecular Weight: 336.08216
• Mol File: 815575-36-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-2,2'-(3,3-diMethylbut-1-ene-1,2-diyl)bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolane)(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2,2'-(3,3-diMethylbut-1-ene-1,2-diyl)bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolane)(815575-36-1)
• EPA Substance Registry System: (E)-2,2'-(3,3-diMethylbut-1-ene-1,2-diyl)bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolane)(815575-36-1)

Safety Data

• Hazardous Substances Data: 815575-36-1(Hazardous Substances Data)

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1391743-04-6 (E)-2-(3,3-dimethyl-1-(p-tolyl)but-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 31612-63-2 (2S)-3,3-dimethylbutane-1,2-diol 

Relevant articles and documents

Base-catalyzed diborylation of alkynes: synthesis and applications of cis-1,2-bis(boryl)alkenes

An efficient, transition-metal free, and practical approach to cis-bis(boryl)alkenes from various alkynes was disclosed in the presence of a catalytic amount of K2CO3 under mild conditions. Meanwhile, tetrasubstituted alkenes and phenanthrene derivatives were readily constructed from the target diborylalkenes via Suzuki-Miyaura cross coupling.

Solvent-and ligand-free diboration of alkynes and alkenes catalyzed by platinum nanoparticles on titania

Platinum nanoparticles supported on titania efficiently catalyzed the diboration of alkynes and alkenes under solvent-and ligand-free conditions in air. The cis-1,2-diborylalkenes and 1,2-diborylalkanes were obtained in moderate to excellent yields following, in most cases, a simple filtration workup protocol. The versatility of the cis-1,2-diboronvinyl compounds was demonstrated in a series of organic transformations, including the Suzuki-Miyaura cross coupling and the boron-halogen exchange. Click diboration: The diboration of alkynes and alkenes catalyzed by platinum nanoparticles on titania is shown to take place under solvent-and ligand-free conditions in air. The 1,2-diboronvinyl compounds are obtained with exclusive cis stereochemistry and are subjected to different useful chemical transformations.

Catalytic enantioselective hydrogenation of vinyl bis(boronates)

Catalytic enantioselective hydrogenation of prochiral vinylmetallic reagents can provide an attractive alternative to hydrometalation and bismetalation of alkenes. In this contribution, the first highly enantioselective hydrogenation of vinyl boronic esters is described. The chiral reduction products are versatile intermediates for chemical synthesis. Copyright