901062
Pinacol (dichloromethyl) boronate
≥95%
Synonym(s):
1,3,2-Dioxaborolane, 2-(dichloromethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, Dichloromethyl pinacol boronate
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About This Item
Empirical Formula (Hill Notation):
C7H13BCl2O2
CAS Number:
Molecular Weight:
210.89
UNSPSC Code:
12352200
NACRES:
NA.22
MDL number:
Quality Level
assay
≥95%
form
(Powder or Solid or Crystals or Semi-Solid or Liquid)
refractive index
n/D 1.4511
density
1.1423
functional group
chloro
SMILES string
B1(OC(C(O1)(C)C)(C)C)C(Cl)Cl
InChI
1S/C7H13BCl2O2/c1-6(2)7(3,4)12-8(11-6)5(9)10/h5H,1-4H3
InChI key
GQFQFYFLABSDDS-UHFFFAOYSA-N
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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
201.2 °F
flash_point_c
94 °C
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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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 901062-5G | 04061832883212 |
| 901062-1G | 04061826069097 |