194352
Ethyl 1-methyl-3-piperidinecarboxylate
96%
Synonym(s):
1-Methyl-nipecotic acid ethyl ester, Ethyl 1-methylnipecotate, NSC 64739
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About This Item
Empirical Formula (Hill Notation):
C9H17NO2
CAS Number:
Molecular Weight:
171.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-951-0
Beilstein/REAXYS Number:
123259
MDL number:
Assay:
96%
InChI key
VFJJNMLPRDRTCO-UHFFFAOYSA-N
InChI
1S/C9H17NO2/c1-3-12-9(11)8-5-4-6-10(2)7-8/h8H,3-7H2,1-2H3
SMILES string
CCOC(=O)C1CCCN(C)C1
assay
96%
bp
88-89 °C/11 mmHg (lit.)
density
0.954 g/mL at 25 °C (lit.)
General description
Enantiomeric discrimination has been investigated in 1H and 13C NMR spectra of ethyl 1-methyl-3-piperidinecarboxylate in the presence of (-)-(18-crown-6)-2,3,11,12-tetracarboxylic acid.
Application
Reactant for:
N-demethylation of tertiary amines
Reverse cope elimination reactions
Regioselective oxidation
Synthesis of chelating agents
Sequential Michael-Michael-Dieckmann cyclizations
N-demethylation of tertiary amines
Reverse cope elimination reactions
Regioselective oxidation
Synthesis of chelating agents
Sequential Michael-Michael-Dieckmann cyclizations
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
154.4 °F - closed cup
flash_point_c
68 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Ming-Hsui Tsai et al.
Psychiatry research, 271, 153-160 (2018-11-27)
The purposes of this study were to develop the Chinese-version betel quid dependence instrument (BQDI) and to test its reliability and validity. An item pool relevant to betel quid dependence was generated. A panel of three experts assessed content validity
Ann E Lovely et al.
The Journal of organic chemistry, 71(24), 9178-9182 (2006-11-18)
Enantiomeric discrimination is observed in the (1)H and (13)C NMR spectra of piperidines and piperazines in the presence of (-)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. The amines are protonated by the carboxylic acid groups of the crown ether to produce the corresponding ammonium and
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