All Photos(1)
Synonym(s):
1,3,2-Dioxaborolane, 2-(dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, Dichloromethyl pinacol boronate
Empirical Formula (Hill Notation):
C7H13BCl2O2
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Quality Level
Assay
≥95%
form
(Powder or Solid or Crystals or Semi-Solid or Liquid)
refractive index
n/D 1.4511
density
1.1423
InChI
1S/C7H13BCl2O2/c1-6(2)7(3,4)12-8(11-6)5(9)10/h5H,1-4H3
InChI key
GQFQFYFLABSDDS-UHFFFAOYSA-N
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Application
Pinacol (dichloromethyl) boronate is a general reagent that was employed by Prof. Greg C. Fu and coworkers to achieve the iterative synthesis of asymmetric (secondary) alkyl boronate esters. These can be further derivatized through a growing suite of chemical transformations developed in the last decade (cross coupling, oxidation, amination, halogenation) that proceed with stereochemical fidelity.
WGK
WGK 3
Flash Point(F)
201.2 °F
Flash Point(C)
94 °C
Certificates of Analysis (COA)
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A general, modular method for the catalytic asymmetric synthesis of alkylboronate esters.
Schmidt J, et al.
Science, 354(6317), 1265-1269 (2016)
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