870777-31-4

Basic information

• Product Name: trans-3-bromo-1-propen-1-ylboronic acid pinacol ester
• Synonyms: trans-3-bromo-1-propen-1-ylboronic acid pinacol ester;2-(3-Bromopropenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, 3-Bromo-1-propenyl boronic acid pinacol ester, E-2-Bromomethyl vinylboronic acid pinacol ester;(E)-2-(3-bromoprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 870777-31-4
• Molecular Formula: C9H16BBrO2
• Molecular Weight: 246.94
• Mol File: 870777-31-4.mol

Chemical Properties

• Flash Point: 110 °C
• Appearance: /
• Density: 1.214 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4830(lit.)
• CAS DataBase Reference: trans-3-bromo-1-propen-1-ylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: trans-3-bromo-1-propen-1-ylboronic acid pinacol ester(870777-31-4)
• EPA Substance Registry System: trans-3-bromo-1-propen-1-ylboronic acid pinacol ester(870777-31-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• Hazardous Substances Data: 870777-31-4(Hazardous Substances Data)

Upstream product

• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 180516-86-3 C₁₂H₂₅BO₃Si 
• 608534-39-0 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-hydroxy-1-propene 
• 87921-49-1 2-(1-bromo-2-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Stereocomplementary syntheses of 1,ω-distannylated E,Z-isomeric conjugated trienes, tetraenes, and pentaenes

Stereoselective syntheses of 1,6-bis(tributylstannyl)hexa-1,3,5-trienes, 1,8-bis(tributylstannyl)octa-1,3,5,7-tetraenes, and 1,10-bis(tributylstannyl) deca-1,3,5,7,9-pentaenes with various methylation patterns were achieved based on stereocomplementary C=C bond-forming reactions. All-E isomers resulted from Ramberg-Baecklund rearrangements of distannylated diallyl-, allylpentadienyl-, or bis- (pentadienyl)sulfones. Mono-Z-configured 1,ω-bis(tributylstannyl)-1,3,5-polyenes emerged from (Sylvestre-)Julia olefinations of Bu3Sn-substituted enals or dienals with Bu 3Sn-substituted allyl or pentadienyl benzothiazolylsulfones. Related Ramberg-Baecklund approaches provided all-E-1-bromo-6-(tributylstannyl)hexa- 1,3,5-triene but not all-E-1-(tetramethyldioxaborolanyl)-6-(tributylstannyl) hexa-1,3,5-triene. Copyright

Stereoselective Synthesis of Alcohols, XXII. E/Z-Selectivity on Addition of α-Substituted Allylboronates to Aldehydes

α-Heterosubstituted allylboronates 7 are prepared.Addition of 7 to aldehydes results in E/Z-isomeric homoallyl alcohols 13 and 14.The reasons for the predominant formation of the Z-isomer 14 are discussed.The Z-bromo olefins 16 and 20 obtained in this way serve as starting point for chain extension or formation of δ-lactones 21.