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110-89-4 - Piperidine, 99% - A12442 - Alfa Aesar

A12442 Piperidine, 99%

Codice CAS
110-89-4
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 23,40
500ml 53,80
2500ml 185,00
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Piperidine, 99%

MDL
MFCD00005979
EINECS
203-813-0

Proprietà chimiche

Formula
C5H11N
Peso formula
85.15
Punto di fusione
-11°
Punto di ebollizione
105-106°
Punto di infiammabilità
3°(37°F)
Densità
0.862
Indice di rifrazione
1.4520
Sensibilità
Air Sensitive
Solubilità
Miscible with ethanol, water,ethyl ether, acetone, benzene and chloroform

Applicazioni

Extensively finds applications as a base, a nucleophile and a solvent. Used for the production of dipiperidinyl dithiuram tetrasulfide, which is used as a rubber vulcanization accelerator. It is commonly used in solid phase peptide synthesis (F-MOC Chemistry) and in chemical degradation reactions (sequencing of DNA). Used in making rubber, curing epoxy resins and in fine chemicals, and pharmaceuticals.

Note

The piperidine skeleton is present in several naturally occuring alkaloids, such as piperine, solenopsin, coniine, etc., and in a wide variety of pharmaceuticals, such as SSRI (Selective Serotonin Reuptake Inhibitors), Vasodilators, SERM (Selective Estrogen Receptor Modulators), Neuroleptics (Antipsychotics), Analeptics/Nootropics (Stimulants), etc. Piperidine is a strong organic base and reacts violently with oxidizers.

Letteratura

Rubiralta, M.; Giralt, E.; Diez, A. Piperidine: structure, preparation, reactivity, and synthetic applications of piperidine and its derivatives; Elsevier Science: Burlington, 2013; 460 p.

Srivastava, K.; Davis, M. A comparative examination of two Fmoc removal reagents for process improvement to produce peptide drugs. Adv. Exp. Med. Biol. 2009, 611, 585-91.

Base catalyst in the Doebner modification of the Knoevenagel condensation; see Malonic acid, A11526.

Widely used for cleavage of Fmoc protecting groups: J. Org. Chem., 52, 1197 (1987); Tetrahedron Lett., 34, 6135 (1993). See Appendix 6.

For preparation of the piperidine enamine of cyclooctanecarboxaldehyde, and its subsequent use in the synthesis of spirohexadienones, see: Org. Synth. Coll., 7, 473 (1990).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H311-H331-H314

Highly flammable liquid and vapour. Toxic in contact with skin. Toxic if inhaled. Causes severe skin burns and eye damage.

Dichiarazioni precauzionali: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Merck
14,7468
Beilstein
102438
Classe di rischio
8
Gruppo di imballaggio
I
Codice tariffe armonizzato
2933.32
TSCA
Yes
RTECS
TM3500000

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