858347-30-5

Basic information

• Product Name: N,N-diisopropyl-1-[B-(1E)-1-phenylethen-1-yl]-boranamine
• Synonyms: N,N-diisopropyl-1-[B-(1E)-1-phenylethen-1-yl]-boranamine
• CAS NO: 858347-30-5
• Molecular Weight: 215.146
• Mol File: 858347-30-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N,N-diisopropyl-1-[B-(1E)-1-phenylethen-1-yl]-boranamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diisopropyl-1-[B-(1E)-1-phenylethen-1-yl]-boranamine(858347-30-5)
• EPA Substance Registry System: N,N-diisopropyl-1-[B-(1E)-1-phenylethen-1-yl]-boranamine(858347-30-5)

Safety Data

• Hazardous Substances Data: 858347-30-5(Hazardous Substances Data)

Upstream product

• 588-73-8 (Z)-β-bromostyrene 
• 22092-92-8 diisopropopylaminoborane 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 42599-24-6 E-styryl iodide 
• 536-74-3 phenylacetylene 
• 55124-35-1 diisopropylamine borane 

Downstream Products

• 83947-56-2 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane 
• 202864-71-9 5,5-dimethyl-2-(β-phenylethenyl)-1,3,2-dioxaborinane 

Relevant articles and documents

Zirconium-Catalyzed Synthesis of Alkenylaminoboranes: From a Reliable Preparation of Alkenylboronates to a Direct Stereodivergent Access to Alkenyl Bromides

A simple procedure has been optimized for the preparation of alkenylaminoborane from alkynes using diisopropylaminoborane and HZrCp2Cl. Coupled with a magnesium-catalyzed dehydrogenation, it allowed for the use of air- and moisture-stable diisopropylamine. This synthesis has been extended to a one-pot sequence leading directly to bromoalkenes with controlled stereochemistry. As such, it provides an easy, scalable, cheap process to access alkenylboronates and both (E)- and (Z)-bromoalkenes from commercially available alkynes.