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901062

Sigma-Aldrich

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:
83622-41-7
Molecular Weight:
210.89
MDL number:
MFCD27976342
UNSPSC Code:
12352200
NACRES:
NA.22

Quality Level

100

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

Related Categories

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.

Other Notes

A general, modular method for the catalytic asymmetric synthesis of alkylboronate esters

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

201.2 °F

Flash Point(C)

94 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

901062-VAR:
901062-1G:
901062-BULK:
901062-5G:

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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