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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:
201733-56-4
Molecular Weight:
225.89
MDL number:
MFCD02093062
UNSPSC Code:
12352103
PubChem Substance ID:
24874048
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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL9190
MKCK7882
MKCC1139
MKBT8538V
MKBQ2676V

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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

Ir(I)-Catalyzed C–H Borylation

Arylboronic acids and esters are invaluable tools for the chemical community. These powerful reagents are used for a variety of transformations, most notably the Suzuki-Miyaura cross-coupling reaction.

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