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Merck
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Documentos

346225

Sigma-Aldrich

(2-Methylpropyl)boronic acid

≥95.0%

Sinónimos:

Isobutaneboronic acid

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About This Item

Fórmula lineal:
(CH3)2CHCH2B(OH)2
Número de CAS:
84110-40-7
Peso molecular:
101.94
MDL number:
MFCD00134156
UNSPSC Code:
12352103
PubChem Substance ID:
24861382
NACRES:
NA.22

Quality Level

200

assay

≥95.0%

form

solid

mp

108-111 °C (lit.)

SMILES string

CC(C)CB(O)O

InChI

1S/C4H11BO2/c1-4(2)3-5(6)7/h4,6-7H,3H2,1-2H3

InChI key

ZAZPDOYUCVFPOI-UHFFFAOYSA-N

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Application

(2-Methylpropyl)boronic acid can be used as:   
  • A reactant in the preparation of 4-isobutylisoquinoline from 4-bromoisoquinoline by Suzuki-Miyaura type couple reaction.
  •  A catalyst along with aluminum hydroxide, boric acid in the polymerization of styrene.

It can also be used as a reactant in:    
  • Copper catalyzed cross-coupling reactions.      
  • The synthesis of polyborylalkanes by Ir-catalyzed C-H borylation reaction.        
  • The preparation of heterosubstituted diazaboroles and borinines.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

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Study of Rate-accelerating of Aluminum Hydroxide, Boric Acid, and (2-Methylpropyl) Boronic Acid for Atom Transfer Radical Polymerization of Styrene
Luo Yu-tai, et al.
Journal of Xiamen University (Natural Science), 47(1), 63-63 (2008)
Steven A Rossi et al.
Organic letters, 15(9), 2314-2317 (2013-04-25)
For the first time, a general catalytic procedure for the cross-coupling of primary amides and alkylboronic acids is demonstrated. The key to the success of this reaction was the identification of a mild base (NaOSiMe3) and oxidant (di-tert-butyl peroxide) to
Solution-state 15N NMR and solid-state single-crystal XRD study of heterosubstituted diazaboroles and borinines prepared via an effective and simple microwave-assisted solvent-free synthesis
Slabber CA, et al.
Journal of Organometallic Chemistry, 723, 122-128 (2013)
Takeshi Yamamoto et al.
Organic letters, 21(16), 6235-6240 (2019-08-07)
Pyrazolylaniline serves as a temporary directing group attached to the boron atom of alkylboronic acids in Ir-catalyzed C(sp3)-H borylation. The reaction takes place at α-, β-, and γ-C-H bonds, giving polyborylated products including di-, tri-, tetra-, and even pentaborylalkanes. α-C-H
Benjamin M Reeves et al.
Angewandte Chemie (International ed. in English), 58(44), 15697-15701 (2019-09-06)
A transition-metal-free reductive hydroxymethylation reaction has been developed, enabling the preparation of tetrahydroisoquinolines bearing C4-quaternary centers from the corresponding isoquinolines. Deuterium labelling studies and control experiments enable a potential mechanism to be elucidated which features a key Cannizzaro-type reduction followed
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