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682071

Sigma-Aldrich

2-(Hydroxymethyl)phenylboronic acid cyclic monoester

97%

Synonym(s):

1,3-Dihydro-1-hydroxy-2,1-benzoxaborole, 2-(Hydroxymethyl)phenylboronic acid hemiester

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About This Item

Empirical Formula (Hill Notation):
C7H7BO2
CAS Number:
5735-41-1
Molecular Weight:
133.94
MDL number:
MFCD01075677
UNSPSC Code:
12352103
PubChem Substance ID:
329760770

Quality Level

100

assay

97%

form

solid

mp

95-100 °C

SMILES string

OB1OCc2ccccc12

InChI

1S/C7H7BO2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4,9H,5H2

InChI key

XOQABDOICLHPIS-UHFFFAOYSA-N

Related Categories

Application

Oxaboroles and benzoxaboroles are useful substrates to prepare allylic and benzylic alcohols via Suzuki coupling.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Eric C Hansen et al.
Journal of the American Chemical Society, 128(25), 8142-8143 (2006-06-22)
A novel mode of regiochemical control over the allylic [1,3]-transposition of silyloxy groups catalyzed by Re2O7 has been developed. This strategy relies on a cis-oriented vinyl boronate, generated from the Alder-ene reaction of homoallylic silyl ethers and alkynyl boronates, to
Synthesis, 1148-1148 (2006)

Articles

Boronic Acid Esters

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

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