Cyclopropylboronic acid pinacol ester

Cyclopropylboronic acid pinacol ester Basic information
Product Name:Cyclopropylboronic acid pinacol ester
Synonyms:3-hydroxy-2,3-diMethylbutan-2-yl hydrogen cyclopropylboronate;(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropane Cyclopropylboronic Acid Pinacol Ester;cyclopropyl[(3-hydroxy-2,3-diMethylbutan-2-yl)peroxy]boranyl;Cyclopropylboronic acid pinacol ester 2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Cyclopropylboronic acid picol ester;CYCLOPROPYLBORONIC ACID PINACOL ESTER;2-CYCLOPROPYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-CYCLOPROPYLBORONIC ACID, PINACOL ESTER
CAS:126689-01-8
MF:C9H17BO2
MW:168.04
EINECS:
Product Categories:Boronic ester;Cyclopropyl;Organoborons;B (Classes of Boron Compounds);Boronic Acids Esters;Cyclopropanes;Simple 3-Membered Ring Compounds;CHIRAL CHEMICALS
Mol File:126689-01-8.mol
Cyclopropylboronic acid pinacol ester Structure
Cyclopropylboronic acid pinacol ester Chemical Properties
Boiling point 146 °C
density 0.922 g/mL at 25 °C
refractive index n20/D 1.433
Fp 104 °F
storage temp. Inert atmosphere,Room Temperature
form liquid
color colorless
Sensitive Moisture Sensitive
InChIKeyXGBMQBPLWXTEPM-UHFFFAOYSA-N
CAS DataBase Reference126689-01-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 10
Safety Statements 16
RIDADR UN 3272 3/PG 3
WGK Germany 3
TSCA No
HazardClass 3
PackingGroup III
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
Cyclopropylboronic acid pinacol ester Usage And Synthesis
Chemical PropertiesColorless liquid
UsesCyclopropylboronic acid pinacol ester can be used:
  • As a cyclopropylating reagent in the study of thiophenol S-cyclopropylation, catalyzed by copper(II) acetate.
  • In one of the key synthetic steps for the preparation of 5-lipoxygenase activating protein (FLAP) inhibitor.

Usessuzuki reaction
Synthesis Reference(s)Tetrahedron Letters, 30, p. 4815, 1989 DOI: 10.1016/S0040-4039(01)80516-5
Cyclopropylboronic acid pinacol ester Preparation Products And Raw materials
Cyclohexylboronic acid CYCLOHEXYLBORONIC ACID DIETHANOLAMINE ESTER n-Butylaldehyde-hepta-cycle Chloromethyl isopropyl carbonate Pentaborane Pinacol Cyclopropyl acetylene Borane-methyl sulfide complex 2-ISOPROPYLBORONIC ACID, PINACOL ESTER Isopropylboronic acid Cyclopropylboronic acid pinacol ester Diborane BUTYL OLEATE Triisopropyl borate (Bromomethyl)cyclopropane Methyl acrylate Cyclopropanecarbonitrile 1,1-Bis(hydroxymethyl)cyclopropane

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