2-Piperidone Chemical Properties

Melting point:

38-40 °C (lit.)

Boiling point:

256 °C (lit.) 81-82 °C/0.1 mmHg (lit.)

Density 

1.073

refractive index 

1.4431 (estimate)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Low Melting Crystalline Mass

color 

White to yellow to brown

PH

4.8 (200g/l, H2O, 20℃)

explosive limit

1.5-8.7%(V)

Water Solubility 

291 g/L (25 ºC)

Sensitive 

Hygroscopic

BRN 

106434

Stability:

Stable under recommended storage conditions., Stable Under Recommended Storage C

InChIKey

XUWHAWMETYGRKB-UHFFFAOYSA-N

CAS DataBase Reference

675-20-7(CAS DataBase Reference)

NIST Chemistry Reference

2-Piperidinone(675-20-7)

EPA Substance Registry System

2-Piperidone (675-20-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37-36/37/38

Safety Statements 

22-24/25-37/39-26-36

WGK Germany 

3

RTECS 

TO0110000

F 

3-10

TSCA 

Yes

HS Code 

29337900

MSDS

• Language:English Provider:2-Piperidone
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2-Piperidone Usage And Synthesis

Chemical Properties

white to yellowish low melting crystalline mass

Uses

δ-Valerolactam is a useful synthetic intermediate. It is an intermediate used to synthesize Cenicriviroc (C256550), an experimental drug candidate for the treatment of HIV infection. It is also a starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition.

Definition

ChEBI: 2-Piperidone is a delta-lactam that is piperidine which is substituted by an oxo group at position 2. It has a role as an EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor. It is a member of piperidones and a delta-lactam.

Preparation

2-Piperidone can be obtained from cyclopentanone as raw material by a two-step reaction.

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 7629, 1980 DOI: 10.1021/ja00546a001
Tetrahedron Letters, 28, p. 2829, 1987 DOI: 10.1016/S0040-4039(00)96220-8
The Journal of Organic Chemistry, 21, p. 965, 1956 DOI: 10.1021/jo01115a010

Purification Methods

Purify it by repeated fractional distillation.[Cowley J Org Chem 23 1330 1958, Reppe et al. Justus Liebigs Ann Chem 596 198 1955, IR: Huisgen et al. Chem Ber 90 1437 1957.] The hydrochloride has m 183-184o (from isoPrOH or EtOH/Et2O) [Hurd et al. J Org Chem 17 865 1952], and the oxime has m 122.5o (from pet ether) [Behringer & Meier Justus Liebigs Ann Chem 607 67 1957]. The picrate has m 92-93o. [Beilstein 21 H 239, 21 III/IV 3170, 21/6 V 396.]

2-Piperidone(675-20-7)Related Product Information

• N-Methyl-2-pyrrolidone
• Cyclohexanone
• Laurocapram
• Cyclopentanone
• Buspirone
• TRIAMYLAMINE
• Propyzamide
• Amylamine
• Diltiazem hydrochloride
• 1,5-Diaminopentane
• 2',6'-Pipecoloxylidide
• 3,5-Diiodo-L-tyrosine dihydrate
• 3,3',5,5'-TETRAIODOTHYRO-ACETIC ACID
• 3,4-Dimethoxy-L-phenylalanine
• Piperidine
• Chlorophacinone
• 3-CARBETHOXY-2-PIPERIDONE
• 3,3-Tetramethyleneglutarimide