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
• Empirical Formula (Hill Notation): C₇H₁₃BCl₂O₂
• CAS Number: 83622-41-7
• Molecular Weight: 210.89
• MDL number: MFCD27976342
• UNSPSC Code: 12352200
• NACRES: NA.22

Properties

• 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
• 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

Description

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

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 201.2 °F
• Flash Point(C): 94 °C