4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate(Bobbitt′s Salt) - ≥95%(T) , CAS No.219543-09-6

CAS: 219543-09-6 Cat. No.: A151144 Molecular Weight: 300.1 EC Number: 677-114-8 PubChem CID: 2753331

GRADE & PURITY ≥95%(T)

Synonyms

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidin-1-ium tetrafluoroborate | 4-acetamido-2 2 6 6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate | 4-acetamido-2,2,6,6-tetramethyl-1-oxo-1??-piperidin-1-ylium; tetrafluoroboranuide | N-(2,2,6,6-tetramethyl

Storage

Room temperature

Shipped In

Normal

Overview

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

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.

Specifications

Synonyms

4-Acetamido-2, 2, 6, 6-tetramethyl-1-oxopiperidin-1-ium tetrafluoroborate | 4-acetamido-2 2 6 6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate | 4-acetamido-2, 2, 6, 6-tetramethyl-1-oxo-1??-piperidin-1-ylium; tetrafluoroboranuide | N-(2, 2, 6, 6-tetramethyl

Specifications & Purity

≥95%(T)

Storage

Room temperature

Shipped In

Normal

Purity

≥95%(T)

Names and Identifiers

• Pubchem Sid: 504761413
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761413
• Canonical Smiles: [B-](F)(F)(F)F.CC(=O)NC1CC([N+](=O)C(C1)(C)C)(C)C
• IUPAC Name: N-(2,2,6,6-tetramethyl-1-oxopiperidin-1-ium-4-yl)acetamide;tetrafluoroborate
• InChIKey: HTMHEICBCHCWAU-UHFFFAOYSA-O
• 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
• Isomeric SMILES: [B-](F)(F)(F)F.CC(=O)NC1CC([N+](=O)C(C1)(C)C)(C)C
• WGK Germany: 3
• PubChem CID: 2753331
• Molecular Weight: 300.1
• Reaxy-Rn: 8241478

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Piperidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Piperidines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Piperidines
• Alternative Parents: Acetamides Secondary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organic metalloid salts Azacyclic compounds Aminoxides Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Piperidine - Acetamide - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Organic oxoazanium - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Aminoxide - Organic metalloid salt - Azacycle - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic salt - Organic oxide - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as piperidines. These are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Melt Point(°C): 181 °C(dec.)
• Molecular Weight: 300.100 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 300.163 Da
• Monoisotopic Mass: 300.163 Da
• Topological Polar Surface Area: 49.200 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 294.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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