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
• 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

Properties

• Quality Level: 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable