CAS 153724-93-7 3-Chloropropenyl-1-boronic acid pinacol ester

NAVIGATION

3-Chloropropenyl-1-boronic acid pinacol ester

PRICE INQUIRY

Catalog Number

ACM153724937-1

CAS Number

153724-93-7

Product Name

3-Chloropropenyl-1-boronic acid pinacol ester

Structure

Category

Salt

Synonyms

3-Chloropropenyl-1-boronic acid pinacol ester

IUPAC Name

2-[(E)-3-chloroprop-1-enyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Molecular Weight

202.49g/mol

Molecular Formula

C9H16BClO2

Canonical SMILES

B1(OC(C(O1)(C)C)(C)C)C=CCCl

InChI

InChI=1S/C9H16BClO2/c1-8(2)9(3,4)13-10(12-8)6-5-7-11/h5-6H,7H2,1-4H3/b6-5+

InChI Key

HLBDNUSUVDDICF-AATRIKPKSA-N

Application

3-Chloropropenyl-1-boronic acid pinacol ester serves as a versatile reactant in chemical synthesis, particularly in Suzuki coupling reactions. It is instrumental in the preparation of several key compounds, including reagents for both qualitative and quantitative analysis in enzyme biomarker detection assays. Additionally, it aids in the formation of boronated enynes, which, under the influence of Au(I) catalyzed cycloisomerization, produce various dienyl boronates. Furthermore, this compound is essential in synthesizing α-methyl-substituted boronates, which facilitate the allylation of ketones, resulting in the formation of homoallylic tertiary alcohols.

Complexity

198

Covalently-Bonded Unit Count

Exact Mass

202.093188g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

202.093188g/mol

Rotatable Bond Count

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