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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:
1073
EC Number:
210-959-9
MDL number:
MFCD00006491
UNSPSC Code:
12352100
PubChem Substance ID:
24897150
NACRES:
NA.22

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

Signal Word

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

37.4 °F - closed cup

Flash Point(C)

3 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Xuenan Li et al.
Journal of food science, 85(9), 2754-2761 (2020-08-15)
N,N-dimethylpiperidinium (mepiquat) is a new process-induced compound formed from natural constituents during the cooking process. Mepiquat was first found in coffee and cereal products, but its formation mechanism in coffee is still unclear. In the current study, Arabica and Robusta
Oscar B Torres et al.
Analytical and bioanalytical chemistry, 410(16), 3885-3903 (2018-04-21)
We describe for the first time a method that utilizes microscale thermophoresis (MST) technology to determine polyclonal antibody affinities to small molecules. Using a novel type of heterologous MST, we have accurately measured a solution-based binding affinity of serum antibodies
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.
[The mechanism of reverse inhibition of cholinesterases by thionphosphonates].
N N Kovalev et al.
Izvestiia Akademii nauk SSSR. Seriia biologicheskaia, (6)(6), 926-929 (1988-11-01)
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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