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4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

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Catalog Number

ACM219543096-1

Product Name

Structure

CAS

219543-09-6

Product Overview
Usage
Reviews

Synonyms

RTR-010298; 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidin-1-ium tetrafluoroborate; AK543047; DTXSID90372980; 4-(Acetylamino)-2,2,6,6-tetramethyl-1-oxo-piperidinium tetrafluoroborate 97%; AC1MBN1V; ANW-24638;

IUPAC Name

N-(2,2,6,6-tetramethyl-1-oxopiperidin-1-ium-4-yl)acetamide;tetrafluoroborate;

Molecular Weight

300.105g/mol

Molecular Formula

C11H21BF4N2O2;

Canonical SMILES

[B-](F)(F)(F)F.CC(=O)NC1CC([N+](=O)C(C1)(C)C)(C)C;

InChI

InChI=1S/C11H20N2O2.BF4/c1-8(14)12-9-6-10(2,3)13(15)11(4,5)7-9;2-1(3,4)5/h9H,6-7H2,1-5H3;/q;-1/p+1;

InChI Key

HTMHEICBCHCWAU-UHFFFAOYSA-O;

Storage

2-8°C

Complexity

294

Covalently-Bonded Unit Count

Exact Mass

300.163g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

300.163g/mol

Rotatable Bond Count

Topological Polar Surface Area

49.2A^2

Application

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate serves as a versatile reagent in organic synthesis, widely appreciated for its role as a stable oxidizing agent. Its primary purpose includes the oxidation of alcohols into corresponding aldehydes, ketones, or carboxylic acids, thus facilitating a range of transformations. Additionally, it enables the conversion of aldehydes into hexafluoroisopropyl (HFIP) esters through oxidative esterification and aids in the deprotection of allyl ethers to yield aldehydes. Furthermore, it is instrumental in the preparation of α,β-unsaturated ketones by facilitating the dehydrogenation of perfluoroalkyl ketones. Its stability against air and moisture enhances its utility in producing valuable chemical intermediates.

April 11, 2025

Excellent Oxidizing Agent for Organic Synthesis

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate is a reliable oxidizing reagent. In our lab, it effectively converted alcohols to aldehydes, enhancing our research efficiency. Highly stable and easy to use.

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