Piperidine

Name: Piperidine
Brand: MM

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

UNSPSC Code:

12352005

EC Index Number:

203-813-0

NACRES:

NA.22

MDL number:

MFCD00005979

grade:

synthesis grade

assay:

≥99% (GC)

bp:

106 °C/1013 hPa

vapor pressure:

34 hPa ( 20 °C)

Product Name

Piperidine, for synthesis

SMILES string

N1CCCCC1

InChI

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

InChI key

NQRYJNQNLNOLGT-UHFFFAOYSA-N

grade

synthesis grade

vapor pressure

34 hPa ( 20 °C)

assay

≥99% (GC)

form

liquid

autoignition temp.

320 °C

potency

276 mg/kg LD₅₀, skin (Rabbit)

expl. lim.

1.5-10.3 % (v/v)

dilution

(for synthesis)

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

Quality Level

200

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

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.

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.

pictograms

GHS02,GHS05,GHS06

signalword

Danger

hcodes

H225 - H302 - H311 + H331 - H314

pcodes

P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

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

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)

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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)

Heterocyclic chemistry

Sainsbury M

Royal Society of Chemistry, 8 (2001)

Synthesis of N-methylated cyclic peptides.

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