Skip to Content
Merck
All Photos(1)

Documents

8.22299

Sigma-Aldrich

Piperidine

for synthesis

Synonym(s):

Piperidine, Hexahydropyridine, Pentamethyleneimine, Azacyclohexane, Azinane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C5H11N
CAS Number:
110-89-4
Molecular Weight:
85.15
MDL number:
MFCD00005979
UNSPSC Code:
12352005
EC Index Number:
203-813-0
NACRES:
NA.22

vapor pressure

34 hPa ( 20 °C)

Quality Level

200

Assay

≥99% (GC)

form

liquid

autoignition temp.

320 °C

potency

276 mg/kg LD50, skin (Rabbit)

expl. lim.

1.5-10.3 % (v/v)

pH

12.6 (20 °C, 100 g/L in H2O)

kinematic viscosity

1.77 cSt(20 °C)

bp

106 °C/1013 hPa

mp

-10.8 °C

transition temp

flash point 16 °C

density

0.86 g/cm3 at 20 °C

storage temp.

2-30°C

InChI

1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2

InChI key

NQRYJNQNLNOLGT-UHFFFAOYSA-N

General description

Piperidine is a heterocyclic amine with a six-membered ring containing five methylene bridges (-CH2-) and one amine bridge (-NH-). Numerous alkaloids, pharmaceuticals, agrochemicals, and synthetic and biological intermediates contain the piperidine moiety. The commercial applications of piperidine include: solvent for curing agents and epoxy resins. In organic synthesis, it serves as an intermediate.

Application

Piperidine is used:
  • As an organic structure-directing agent in the synthesis of titanoborosilicate precursor.
  • As stock solution with NMP (1-methyl-2-pyrrolidinone) to deprotect the Fmoc group in the preparation of N-methylated cyclic peptides.

Features and Benefits

Piperidine is more basic than pyridine and also a good nucleophile.

Analysis Note

Assay (GC, area%): ≥ 99.0 % (a/a)
Density (d 20 °C/ 4 °C): 0.861 - 0.863
Water (K. F.): ≤ 0.50 %
Identity (IR): passes test

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of expanded titanosilicate MWW-related materials from a pure silica precursor
Moliner M and Corma A
Chemistry of Materials, 24(22), 4371-4375 (2012)
Heterocyclic chemistry
Sainsbury M
Royal Society of Chemistry, 8 (2001)
Jayanta Chatterjee et al.
Nature protocols, 7(3), 432-444 (2012-02-11)
This protocol presents a detailed description of the synthesis of N-methylated cyclic peptides. N-methylation is a powerful technique to modulate the physicochemical properties of peptides by introducing one or more methyl groups into the peptidic amide bonds. Together with peptide

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service