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

A12442 Piperidine, 99%

CAS Number
110-89-4
Synonyms

Size Price ($) Quantity Availability
100ml 21.56
500ml 54.90
2500ml 188.49
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Piperidine, 99%

MDL
MFCD00005979
EINECS
203-813-0

Chemical Properties

Formula
C5H11N
Formula Weight
85.15
Melting point
-11°
Boiling Point
105-106°
Flash Point
3°(37°F)
Density
0.862
Refractive Index
1.4520
Sensitivity
Air Sensitive
Solubility
Miscible with ethanol, water,ethyl ether, acetone, benzene and chloroform

Applications

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.

Notes

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.

Literature References

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).

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H311-H331-H314

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

Precautionary Statements: P210-P260-P261-P280-P303+P361+P353-P305+P351+P338-P361-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,7468
Beilstein
102438
Hazard Class
8
Packing Group
I
Harmonized Tariff Code
2933.32
TSCA
Yes
RTECS
TM3500000

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