1-HYDROXYPIPERIDINE Chemical Properties

Melting point:

37-39 °C

Boiling point:

146-148℃ (1 Torr)

Density 

0.9903 (rough estimate)

refractive index 

1.4550 (estimate)

Flash point:

78 °C

storage temp. 

2-8°C

pka

14.19±0.20(Predicted)

form 

low melting solid

color 

White

BRN 

102726

InChIKey

LKPFBGKZCCBZDK-UHFFFAOYSA-N

EPA Substance Registry System

Piperidine, 1-hydroxy- (4801-58-5)

Safety Information

WGK Germany 

3

RTECS 

TN6829550

F 

3-10

HS Code 

2933399990

MSDS

• Language:English Provider:SigmaAldrich

1-HYDROXYPIPERIDINE Usage And Synthesis

Chemical Properties

Soluble in water, organic solvents, aqueous acids, and bases.

Uses

Base for Fmoc-based solid phase peptide synthesis

Light stabilizing agent

Uses

Base for Fmoc-based solid phase peptide synthesis1Light stabilizing agent2

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 5856, 1988 DOI: 10.1021/jo00260a012

Synthesis

General procedure for the synthesis of N-hydroxypiperidine from hexahydropyridine: hexahydropyridine (5 mmol) and ChPS (5.5 mmol) were added to a round-bottomed flask under nitrogen protection, and the reaction was stirred for 1 hr at 60 °C. After completion of the reaction, the mixture was dissolved in water (5 mL) and the product was extracted with dichloromethane or ethyl acetate (5 mL each time, 3 times). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the target product N-hydroxypiperidine.

References

[1] Synlett, 2017, vol. 28, # 17, p. 2315 - 2319
[2] Tetrahedron Letters, 2001, vol. 42, # 20, p. 3419 - 3422
[3] Justus Liebigs Annalen der Chemie, 1948, vol. 559, p. 1,22, 23
[4] Chemische Berichte, 1951, vol. 84, p. 690,698
[5] Chemische Berichte, 1892, vol. 25, p. 2782

1-HYDROXYPIPERIDINE(4801-58-5)Related Product Information

• 4-BENZOYLOXY-TEMPO
• 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
• 4-Amino-TEMPO, free radical
• 4-ACETAMIDO-TEMPO
• 1-HYDROXYPIPERIDINE
• 3,5-Dibromo-4-oxo-2,2,6,6-tetramethylpiperidin-1-yl
• 4-Oxo-2,2,6,6-tetramethylpiperidinooxy
• 2,2,6,6-Tetramethylpiperidinooxy
• SCOPOLAMINE N-OXIDE HYDROBROMIDE
• 5-(4-Hydroxypiperidino)-2-thiophenecarbaldehyde
• Light Stabilizer UV-622
• DL-Pipecolinic acid
• 4-(4-Chlorophenyl)-4-hydroxypiperidine, crystalline, 99+%
• N-BOC-4-Hydroxypiperidine
• (R)-4-HYDROXY-PIPERIDIN-2-ONE
• Ethyl 4-(4-chloro-3-(trifluoromethyl)phenyl)-4-hydroxypiperidine-1-carboxylate
• 4-[4-Chloro-3-(trifluoro methyl)phenyl]-4-hydroxypiperidine
• 4-HYDROXY-4-PHENYLPIPERIDINE