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Isobutaneboronic acid

Catalog Number
ACM84110407-1
CAS Number
84110-40-7
Product Name
Isobutaneboronic acid
Category
Salt
Synonyms
RARECHEM AH PB 0258;2-METHYL-1-PROPYLBORONIC ACID;2-METHYL-1-PROPANEBORONIC ACID;(2-METHYLPROPYL)BORONIC ACID;1-ISOBUTANEBORONIC ACID;ISOBUTYLBORONIC ACID;2-Methylprop-1-ylboronic acid;Isobutylboronic
IUPAC Name
2-methylpropylboronic acid
Molecular Weight
101.94g/mol
Molecular Formula
C4H11BO2
Canonical SMILES
B(CC(C)C)(O)O
InChI
InChI=1S/C4H11BO2/c1-4(2)3-5(6)7/h4,6-7H,3H2,1-2H3
InChI Key
ZAZPDOYUCVFPOI-UHFFFAOYSA-N
Application
Isobutaneboronic acid, appearing as a white to almost white powder or crystal, serves multiple purposes in various chemical reactions and applications. It is a versatile reactant used in the preparation of 4-isobutylisoquinoline from 4-bromoisoquinoline through a Suzuki-Miyaura type coupling reaction. Additionally, it functions as a catalyst, alongside aluminum hydroxide and boric acid, during the polymerization of styrene. Isobutaneboronic acid is also employed in copper-catalyzed cross-coupling reactions and the synthesis of polyborylalkanes via Ir-catalyzed C-H borylation reactions. Furthermore, it facilitates the preparation of heterosubstituted diazaboroles and borinines. Known alternatively as isobutylboronic acid, it has been instrumental in the synthesis of potent and selective dipeptidyl boronic acid proteasome inhibitors, which hold potential as therapeutic agents for treating cancer and inflammatory diseases.
Complexity
45
Covalently-Bonded Unit Count
1
Exact Mass
102.08521g/mol
Formal Charge
0
Heavy Atom Count
7
Monoisotopic Mass
102.08521g/mol
Rotatable Bond Count
2
UNII
KHX76H7JHZ
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