CAS 4972-11-6

1-Hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride

Description:

1-Hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride, with the CAS number 4972-11-6, is a quaternary ammonium compound characterized by its piperidine structure, which features multiple methyl groups and hydroxyl functionalities. This compound is typically a white to off-white solid and is soluble in water, making it useful in various applications, including as a surfactant or stabilizer in chemical formulations. Its unique structure imparts properties such as enhanced stability and reactivity, particularly in organic synthesis and polymer chemistry. The presence of hydroxyl groups contributes to its potential as a hydrogen bond donor, influencing its interactions with other molecules. Additionally, the quaternary ammonium nature of the compound suggests it may exhibit antimicrobial properties, making it relevant in biocidal applications. Overall, 1-Hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride is notable for its multifunctionality and versatility in both industrial and research settings.

Formula: C₉H₁₉NO₂·ClH

InChI: InChI=1S/C9H19NO2.ClH/c1-8(2)5-7(11)6-9(3,4)10(8)12;/h7,11-12H,5-6H2,1-4H3;1H

InChI key: InChIKey=QCJDXHSSMDQRBO-UHFFFAOYSA-N

SMILES: ON1C(C)(C)CC(O)CC1(C)C.Cl

Synonyms:

• 4-Piperidinol, 1-hydroxy-2,2,6,6-tetramethyl-, hydrochloride
• 1-Hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride
• 4-Piperidinol, 1-hydroxy-2,2,6,6-tetramethyl-, hydrochloride (1:1)

1-Hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium Chloride

Controlled Product

CAS: 4972-11-6

Applications 2,2,6,6-Tetramethylpiperidine-1,4-diol is related to 4-Hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy (H956500), which is a free radical scavenger. 2,2,6,6-Tetramethylpiperidine-1,4-diol has also been shown to be an in vitro and in vivo radioprotector. It is used as a reagent in stereoselective preparation of tetrasubstituted triarylated olefins via Pd-catalyzed sequential oxidative Heck arylation of alkenes with arylboronic acids using nitroxides as oxidants.
References Flather, M., et al.: Lancet, 355, 1575 (2000); Sasso, F., et al.: Metabolism, 52, 675 (2003); Kass, D., et al.: Circ. Res., 94, 1533 (2004); Murdoch, C., et al.: Cardiovasc Res., 71, 208 (2006); Hahn, M., et al.: Free Radic. Biol. Med., 28, 953 (2000); He, Z., et al.: Angew. Chem. Int. Ed., 51, 3699 (2012);

Formula: C₉H₂₀ClNO₂

Color and Shape: Neat

Molecular weight: 209.71

Ref: TR-H972965