935-22-8

Usage

Explanation

The compound consists of 11 carbon atoms, 24 hydrogen atoms, 1 chlorine atom, and 1 nitrogen atom.

Explanation

It is a chemical compound derived from piperidine, which is a heterocyclic organic compound.

Explanation

It is used in organic synthesis as a strong base that does not react with nucleophiles, making it suitable for certain chemical reactions.

Explanation

It is commonly used in synthetic chemistry to remove protecting groups from various functional groups, allowing for further reactions to occur.

Explanation

2,2,6,6-Tetramethylpiperidine hydrochloride has been studied for its possible use as an antioxidant, which can prevent oxidation in various materials, and as a corrosion inhibitor, which can protect materials from corrosion.

Explanation

The compound is a solid with a crystalline structure.

Explanation

The typical appearance of 2,2,6,6-Tetramethylpiperidine hydrochloride is white to off-white in color.

Explanation

The compound is characterized by a strong odor, which may be noticeable when handling or working with it.

Classification

Piperidine derivative

Use as a base

Strong, non-nucleophilic

Reagent in synthetic chemistry

Deprotection of functional groups

Potential applications

Antioxidant and corrosion inhibitor

Physical form

Crystalline solid

Color

White to off-white

Strong odor

Known for its distinct smell

InChI:InChI=1/C9H19N.ClH/c1-8(2)6-5-7-9(3,4)10-8;/h10H,5-7H2,1-4H3;1H

Upstream product

• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 98-59-9 p-toluenesulfonyl chloride 
• 768-66-1 2,2,6,6-tetramethyl-piperidine 
• 74669-28-6 Me₃Si-N(CH₃)-SO₂-N(CH₃)-SiMe₃ 
• 79855-29-1 dichloro-(2,2,6,6,-tetramethylpiperidino)borane 

Relevant academic research and scientific papers

Scope and Mechanisms of Frustrated Lewis Pair Catalyzed Hydrogenation Reactions of Electron-Deficient C￡C Double Bonds

Several phosphonium and ammonium triarylborohydrides, which are intermediates in hydrogenation reactions catalyzed by frustrated Lewis pairs, were synthesized in high yield under mild conditions from triaryl boranes, ammonium or phosphonium halides, and triethylsilane. The kinetics and mechanisms of the reactions of these hydridoborate salts with benzhydrylium ions, iminium ions, quinone methides, and Michael acceptors were investigated, and their nucleophilicity was determined and compared with that of other hydride donors.

2,2,6,6-Tetramethylpiperidine-catalyzed, ortho-selective chlorination of phenols by sulfuryl chloride

2,2,6,6-Tetramethylpiperidine (TMP)-catalyzed (1- 10%) chlorinations of phenols by SO2Cl2 in aromatic solvents are more ortho selective than with primary and less hindered secondary amine catalysts. Ortho-selective chlorination is successful even with electron deficient phenols such as 2-hydroxybenzaldehyde and 2'- hydroxyacetophenone. Notably, ortho selectivity increases with the reaction temperature. On the other hand, tetraalkylammonium chloride-catalyzed chlorinations are moderately para selective.

Unexpected deoxygenation of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) by thiyl radicals through the formation of arylsulphinyl radicals

2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), upon reaction with thiophenols, undergoes deoxygenation leading mainly to the formation of tetramethylpiperidinium arylsulphinates and arylsulphonates. Other identified products of the reaction are aryldisulphides, 2,2,6,6-tetramethylpiperidine, S-aryl-arylthiosulphonates, N-arylsulphinyl- and N-arylsulphonyl-2,2,6,6-tetramethylpiperidine. The formation of the reaction products is discussed on the basis of the interaction of arylsulphinyl and arylsulphonyl radicals with TEMPO as well as on the basis of the evolution of the arylsulphinyl radical itself.

Borylation of Sulfamides, Sulfonimines and Sulfonediimines

The diborylated sulfamide 6a can be obtained from 2-chloro-1,3-dimethyl-1,3,2-diazaborolidine and the silylated sulfamide 1a, whereas (Me2N)2BCl and 1a yield the dithiatetrazadiborocine 7b.Similarly, (Me2N)2BCl reacts with a) the sulfonimine 2a, b) the sulfonediimine 3a to give a) B(NMe2)3 and the bis- and tris(sulfonimino)boranes 10b and 11, b) B(NMe2)3 and the dithiatetrazadiborocine 15b.The diborylated sulfamide 6c (R2B = Ph2B) cannot be isolated.The synthesis of the monoborylated sulfonimines 9c, 9e and sulfonediimines 13, 14 is described. - Keywords: Boron-Nitrogen Compounds, Borylated Sulfamides, Sulfonimines, Sulfonediimines, Synthesis, Spectroscopic Data