Piperidine
A secondary amine, C5H11N, 85.15 g/mol. Boiling point 106 °C at 760 mm Hg, melting point -7 °C, as published. Appears in 4 documented reactions.
Identifiers
- Molecular formula
- C₅H₁₁N
- Molecular weight
- 85.15 g/mol
- Exact mass
- 85.089149 g/mol
- IUPAC name
- piperidine
- C1CCNCC1
- InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 223 °F at 760 mmHg (EPA, 1998)
- 106 °C at 760 mm Hg
- Melting Point
- 16 to 19 °F (EPA, 1998)
- -7 °C
- Density
- 0.8622 at 68 °F (EPA, 1998) - Less dense than water; will float
- 0.8622 at 20 °C/4 °C
- Solubility
- Miscible (NTP, 1992)
- Miscible in ethanol; soluble in ethyl ether, acetone, benzene, chloroform
- Vapor Pressure
- 40 mmHg at 84.56 °F (EPA, 1998)
- 32.1 [mmHg]
- LogP
- log Kow = 0.84
- 0.84
- Flash Point
- 37.4 to 61 °F (EPA, 1998)
- 61 °F (16 °C) (closed cup)
Calculated properties
- Molecular weight
- 85.15 g/mol
- Exact mass
- 85.089149355 Da
- XLogP3
- 0.8
- Polar surface area
- 12 Ų
- Complexity
- 30
- H-bond donors
- 1
- H-bond acceptors
- 1
- logP
- 0.7599
- Topological polar surface area
- 12.03 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Rotatable bonds
- 0
- Molar refractivity
- 26.7207 cm³/mol
- Fraction sp³ carbons
- 1
- QED drug-likeness
- 0.4576
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 6
- Total atoms, hydrogen included
- 17
- Rings
- 1
- Aromatic rings
- 0
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Secondary amine
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
4 documented reactions involve Piperidine, each with a written procedure and a source, and all of them are buchwald–hartwig amination. A few are shown.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is piperidine.
The sources also call it Hexahydropyridine, Cyclopentimine, Azacyclohexane, Hexazane, Cypentil, Pentamethyleneimine, Piperidin, Pentamethylenimine, Perhydropyridine, Pyridine, hexahydro-, FEMA No. 2908.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Piperidine. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,4-Dioxane
used as a reactant
C₄H₈O₂, 88.106 g/mol.
(R)-2-(5-broMo-4-(4-chlorobenzyl)-7-fluoro-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid
used as a reactant
C₂₀H₁₆BrClFNO₂, 436.708 g/mol.
(R)-5-((1H-1,2,3-Triazol-1-yl)methyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-one
used as a reactant
C₁₂H₁₀FIN₄O₂, 388.14 g/mol.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under P
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C5H11N in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Piperidine for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.