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745537

4-(Acetylamino)-2,2,6,6-tetramethyl-1-oxo-piperidinium tetrafluoroborate

97% (HPLC)

Synonym(s):

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate, Bobbitt′s Salt

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About This Item

Empirical Formula (Hill Notation):
C11H21BF4N2O2
CAS Number:
219543-09-6
Molecular Weight:
300.10
MDL number:
MFCD29060212
UNSPSC Code:
12352005
PubChem Substance ID:
329764990
NACRES:
NA.22
Assay:
97% (HPLC)
Form:
solid
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Quality Segment

100

assay

97% (HPLC)

form

solid

reaction suitability

reagent type: oxidant

mp

191-197 °C (decomposition)

functional group

amide

storage temp.

2-8°C

SMILES string

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

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

General description

Bobbitt′s salt (oxoammonium salt) is a commonly used oxidizing agent in organic synthesis for the preparation of useful chemical intermediates. This reagent is highly stable to both air and moisture.

Application

Bobbitt′s salt (4-NHAc-TEMPO+ BF4 −) can be used as a reagent in:       
  • Oxidation of alcohols to their concomitant aldehyde, ketone or carboxylic acid.      
  • Conversion of aldehydes to hexafluoroisopropyl (HFIP) esters via oxidative esterification.,·        
  • Deprotection of allyl ethers to corresponding aldehydes.
  •  Preparation of α,β-unsaturated ketones by dehydrogenation of perfluoroalkyl ketones.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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.

Deleterious substance

pdsc

Class I Designated Chemical Substances

prtr

745537-25G:4.548173336145E12 + 745537-5G:4.548173336152E12

jan

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