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518808

Sigma-Aldrich

Bis(neopentyl glycolato)diboron

96%

Synonym(s):

5,5,5′,5′-Tetramethyl-2,2′-bi-1,3,2-dioxaborinane

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About This Item

Empirical Formula (Hill Notation):
C10H20B2O4
CAS Number:
Molecular Weight:
225.89
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

mp

180.5-184.5 °C (lit.)

SMILES string

CC1(C)COB(OC1)B2OCC(C)(C)CO2

InChI

1S/C10H20B2O4/c1-9(2)5-13-11(14-6-9)12-15-7-10(3,4)8-16-12/h5-8H2,1-4H3

InChI key

MDNDJMCSXOXBFZ-UHFFFAOYSA-N

Related Categories

Application

Reagent to prepare boronic acid esters.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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George W Kabalka et al.
Nuclear medicine and biology, 30(4), 369-372 (2003-05-28)
A direct radioiodination of (Z)-vinylboronic acid esters to the corresponding vinyl iodides using Na(123)I and chloramine-T is described. The boronates were prepared from vinyl iodides via palladium coupling reactions.

Articles

Arylboronic acids and esters, vital tools in chemical transformations, find extensive use, particularly in the Suzuki-Miyaura cross-coupling reaction.

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