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A12442 Piperidine, 99%

CAS Number
110-89-4
Synonyms

Stock No. Size Price ($) Quantity Availability
A12442-AE 100ml 24.40
A12442-AP 500ml 56.00
A12442-0F 2500ml 193.00
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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
Storage & Sensitivity
Air Sensitive. Store under Argon. Ambient temperatures.
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-H314-H331-H335-H373

Highly flammable liquid and vapour. Toxic in contact with skin. Causes severe skin burns and eye damage. Toxic if inhaled. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

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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