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M72609

Sigma-Aldrich

N-Methylpiperidine

99%

Synonym(s):

1-Methylpiperidine

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About This Item

Empirical Formula (Hill Notation):
C6H13N
CAS Number:
626-67-5
Molecular Weight:
99.17
Beilstein/REAXYS Number:
1073
EC Number:
210-959-9
MDL number:
MFCD00006491
UNSPSC Code:
12352100
PubChem Substance ID:
24897150
NACRES:
NA.22

Quality Level

200

assay

99%

refractive index

n20/D 1.4378 (lit.)

bp

106-107 °C (lit.)

density

0.816 g/mL at 25 °C (lit.)

SMILES string

CN1CCCCC1

InChI

1S/C6H13N/c1-7-5-3-2-4-6-7/h2-6H2,1H3

InChI key

PAMIQIKDUOTOBW-UHFFFAOYSA-N

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Application

Reactant for:
  • sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines
  • One-pot synthesis of Z-cinnamic acids

Reactant for synthesis of:
  • Unsymmetrical ureas
  • Antibacterial imidazolium, pyrrolidinium, and piperidinium salts
  • C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling
  • Multi-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases

signalword

Danger

Hazard Classifications

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

wgk_germany

WGK 2

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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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4,4′-Trimethylenebis(1-methylpiperidine) ≥98%

Sigma-Aldrich

192260

4,4′-Trimethylenebis(1-methylpiperidine)

4-Methylpiperidine for synthesis

Sigma-Aldrich

8.06187

4-Methylpiperidine

Shahid Ullah et al.
Journal of chromatography. A, 1218(37), 6388-6395 (2011-07-28)
A trace analytical method based on high performance liquid chromatography coupled to quadrupole time-of-flight high resolution mass spectrometry was developed for simultaneous determination of perfluoroalkyl phosphonates (PFPAs, carbon chain lengths C6,8,10), perfluoroalkyl carboxylates (PFCAs, C5-12), and perfluoroalkyl sulfonates (PFSAs, C4,6,8,10)
[Studies of pyrazine derivatives. XXV. Synthesis and the tuberculostatic activity of the products of reaction of 5-(6-methoxy- and 5-(6 morpholinopyrazinyl)-1,3,4-oxadiazol-2-thione with amines].
D Pancechowska-Ksepko et al.
Acta poloniae pharmaceutica, 45(5), 373-379 (1988-01-01)
N D Henderson et al.
Anti-cancer drug design, 11(6), 421-438 (1996-09-01)
Bioreducible anti-tumour agents are prodrugs which are intended to be inactive in normal cells, but are able to undergo metabolic reduction in cancer cells to produce toxic species that can damage biomolecules. A series of N-oxides of heterocyclic aliphatic amines
Francisc Potmischil et al.
Magnetic resonance in chemistry : MRC, 45(3), 231-235 (2007-01-16)
The (15)N chemical shifts of 13 N-methylpiperidine-derived mono-, bi- and tricycloaliphatic tertiary amines, their methiodides and their N-epimeric pairs of N-oxides were measured, and the contributions of specific structural parameters to the chemical shifts were determined by multilinear regression analysis.
A Kolocouris et al.
The Journal of organic chemistry, 66(15), 4989-4997 (2001-07-21)
When a 1-adamantyl or a 2-adamantyl substituent is introduced at the 2-position in N-methylpiperidine, four different chair conformations are possible. Experimental observation using dynamic NMR spectroscopy and molecular mechanics calculations agree that the chair conformation with an equatorial adamantyl group
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