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Key Documents

8.22299

Sigma-Aldrich

Piperidine

for synthesis

Synonym(s):

Piperidine, Hexahydropyridine, Pentamethyleneimine, Azacyclohexane, Azinane

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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’.

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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)
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
Heterocyclic chemistry
Sainsbury M
Royal Society of Chemistry, 8 (2001)

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