180286-97-9

Basic information

• Product Name: 9-(3-phenylpropyl)-9-borabicyclo[3.3.1]nonane
• Synonyms: 9-(3-phenylpropyl)-9-borabicyclo[3.3.1]nonane
• CAS NO: 180286-97-9
• Molecular Weight: 240.196
• Mol File: 180286-97-9.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 9-(3-phenylpropyl)-9-borabicyclo[3.3.1]nonane(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(3-phenylpropyl)-9-borabicyclo[3.3.1]nonane(180286-97-9)
• EPA Substance Registry System: 9-(3-phenylpropyl)-9-borabicyclo[3.3.1]nonane(180286-97-9)

Safety Data

• Hazardous Substances Data: 180286-97-9(Hazardous Substances Data)

Upstream product

• 300-57-2 allylbenzene 
• 280-64-8 9-bora-bicyclo[3.3.1]nonane 
• 21205-91-4 9-borabicyclo[3.3.1]nonane dimer 

Downstream Products

• 62874-57-1 4-(3-phenylpropyl)benzaldehyde 
• 2883-12-7 3-cyclopentyl-1-phenylpropane 
• 31444-36-7 2-methyl-1,5-diphenylpentane 
• 170661-44-6 3-cyclohexyl-1-phenylpropane 
• 151921-82-3 2-(7-phenylheptyl)isoindoline-1,3-dione 
• 1075741-04-6 2-benzyl-4-(3-phenylpropyl)benzaldehyde 
• 1239921-76-6 (S)-3-methyl-6-phenylhexyl benzyl(phenyl)carbamate 
• 1239921-49-3 (S)-2-methyl-5-phenylpentyl benzyl(phenyl)carbamate 
• 1239921-67-5 (R)-2-methyl-5-phenylpentyl benzyl(phenyl)carbamate 
• 1000510-94-0 2-(8-phenyloctyl)isoindoline-1,3-dione 
• 52772-45-9 [(4Z)-8-phenyloct-4-en-1-yl]benzene 
• 1416151-29-5 C₁₃H₁₇NO₃ 
• 197173-13-0 (4-phenylbutyryl)carbamic acid methyl ester 
• 1077-16-3 hexylbenzene 

Relevant articles and documents

The copper-catalysed Suzuki-Miyaura coupling of alkylboron reagents: disproportionation of anionic (alkyl)(alkoxy)borates to anionic dialkylborates prior to transmetalation

We report the first example of CuI-catalysed coupling of alkylboron reagents with aryl and heteroaryl iodides that affords products in good to excellent yields. Preliminary mechanistic studies with alkylborates indicate that the anionic (alkoxy)(alkyl)borates, generated from alkyllithium and alkoxyboron reagents, undergo disproportionation to anionic dialkylborates and that both anionic alkylborates are active for transmetalation to a CuI-catalyst. Results from a radical clock experiment and the Hammett plot imply that the reaction likely proceeds via a non-radical pathway.

Palladium-Catalyzed Carbonylative Cross-Coupling of Difluoroalkyl Halides with Alkylboranes under 1 atm of CO

A palladium catalyzed carbonylative cross-coupling of difluoroalkyl halides with alkyl-9-BBN under 1 atm of CO has been developed. The reaction shows broad substrate scope and high functional group tolerance, even toward complex pharmaceuticals, providing

Switchable Selectivity in the Pd-Catalyzed Alkylative Cross-Coupling of Esters

The Pd-catalyzed cross-coupling of phenyl esters and alkyl boranes is disclosed. Two reaction modes are rendered accessible in a selective fashion by interchange of the catalyst. With a Pd-NHC system, alkyl ketones can be prepared in good yields via a Suzuki-Miyaura reaction proceeding by activation of the C(acyl)-O bond. Use of a Pd-dcype catalyst enables alkylated arenes to be synthesized by a modified pathway with extrusion of CO. Applications of this divergent coupling strategy and the origin of the switchable selectivity are discussed.