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
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About This Item
Empirical Formula (Hill Notation):
C9H16BClO2
CAS Number:
Molecular Weight:
202.49
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
Related Categories
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.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
212.0 °F - closed cup
Flash Point(C)
100 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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