680249

trans-2-Chloromethylvinylboronic acid pinacol ester

97%

• Synonym(s): (E)-2-(3-Chloro-1-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, E-2-Chloromethylvinylboronic acid pinacol ester
• Empirical Formula (Hill Notation): C₉H₁₆BClO₂
• CAS Number: 153724-93-7
• Molecular Weight: 202.49
• MDL number: MFCD09260446
• UNSPSC Code: 12352103
• PubChem Substance ID: 24885550
• NACRES: NA.22

Properties

• assay: 97%
• refractive index: n20/D 1.4603
• bp: 57-62 °C/0.3-0.4 mmHg
• density: 1.028 g/mL at 25 °C
• functional group: chloro
• SMILES string: CC1(C)OB(OC1(C)C)\C=C\CCl
• 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

Description

Application

trans-2-Chloromethylvinylboronic acid pinacol ester is a common reactant of Suzuki coupling reaction. It can be used to prepare:

• Readout reagent that helps in providing qualitative and quantitative readouts in enzyme biomarker detection assays.
• Boronated enynes, which on Au(I) catalyzed cycloisomerization yield various dienyl boronates.
• α-Methyl-substituted boronates for the allylation of ketones to yield homoallylic tertiary alcohols.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 212.0 °F - closed cup
• flash_point_c: 100 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)