CHEBI:183312 - bis(pinacolato)diboron

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ChEBI Name bis(pinacolato)diboron
ChEBI ID CHEBI:183312
Definition A 1,3,2-dioxaborolane that is 4,4,5,5-tetramethyl-1,3,2-dioxaborolane in which the boron hydrogen at position 2 is replaced by a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group. It is a reagent used in organic synthesis to synthesise pinacol boronic esters.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Johannes Hunold (ORCID: 0000-0002-4378-6061)
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Formula C12H24B2O4
Net Charge 0
Average Mass 253.940
Monoisotopic Mass 254.18607
InChI InChI=1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3
InChIKey IPWKHHSGDUIRAH-UHFFFAOYSA-N
SMILES CC1(C)OB(OC1(C)C)B1OC(C)(C)C(C)(C)O1
Roles Classification
Biological Role(s): EC 3.4.24.24 (gelatinase A) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase A (EC 3.4.24.24).
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ChEBI Ontology
Outgoing bis(pinacolato)diboron (CHEBI:183312) has role EC 3.4.24.24 (gelatinase A) inhibitor (CHEBI:84036)
bis(pinacolato)diboron (CHEBI:183312) is a 1,3,2-dioxaborolane (CHEBI:51636)
IUPAC Name
4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi-1,3,2-dioxaborolane
Synonyms Sources
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ChEBI
4,4',5,5'-octamethyl-2,2'-bi-1,3,2-dioxaborolane ChEBI
4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane) ChEBI
4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi-1,3,2-dioxaborolan ChEBI
4,4,4',4',5,5,5',5'-octamethyl-2,2'-bis(1,3,2-dioxaborolane) ChEBI
4,4,5,5,4',4',5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane) ChEBI
4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-1,3,2-dioxaborolane IUPAC
4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolan ChEBI
B2pin2 ChemIDplus
bis(pinacolate)diboron ChEBI
bis(pinacolato) diborate ChEBI
bis(pinacolato)diborane ChemIDplus
diboron pinacol ester ChemIDplus
dipinacoldiboron ChemIDplus
octamethyl-2,2'-bi(1,3,2-dioxaborolane) ChEBI
pinacol diborane ChEBI
Manual Xrefs Databases
2015334 ChemSpider
Bis(pinacolato)diboron Wikipedia
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Registry Numbers Types Sources
73183-34-3 CAS Registry Number ChemIDplus
7703552 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
08 November 2021