73183-34-3
Chemical Structure
Bis(pinacolato)diborane
- CAS No.: 73183-34-3
- Formula:C12H24B2O4
- Molecular Weight:253.94
IUPAC Name: 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)
InChIKey: IPWKHHSGDUIRAH-UHFFFAOYSA-N
SMILES: CC1(C)C(C)(C)OB(B2OC(C)(C)C(C)(C)O2)O1
Biological Activity: Bis(pinacolato)diborane is an organoboron reagent. Bis(pinacolato)diborane serves as a source of the [Bpin] moiety with pronounced nucleophilic character and is used in the synthesis of various organoboranes, including organoboron compounds and arylboronates[1][2][3].Bis(pinacolato)diborane reacts with p-benzyne to produce tetraborylated products through a series of steps involving addition and 1,2-migration of the boryl group[2].
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Bis(pinacolato)diborane | 99.90% | Bis(pinacolato)diborane is an organoboron reagent. Bis(pinacolato)diborane serves as a source of the [Bpin] moiety with pronounced nucleophilic character and is used in the synthesis of various organoboranes, including organoboron compounds and arylboronates.Bis(pinacolato)diborane reacts with p-benzyne to produce tetraborylated products through a series of steps involving addition and 1,2-migration of the boryl group. | ||||||||||||||||||||
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- [1]. Pécharman AF, et al. Easy access to nucleophilic boron through diborane to magnesium boryl metathesis. Nat Commun. 2017;8:15022. Published 2017 Apr 7. [Content Brief]
- [2]. Nakatsuka S, et al. Tetraborylation of p-Benzynes Generated by the Masamune-Bergman Cyclization through Reaction Design Based on the Reaction Path Network. JACS Au. 2024;4(7):2578-2584. Published 2024 Jun 20. [Content Brief]
- [3]. VALERY M DEMBITSKY, et al. Recent Chemistry of the Diboron Compounds. Advances in Organometallic Chemistry. Volume 51, 2004, Pages 193-250.
Keywords