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Sigma-Aldrich

Lepidine

99%

Synonym(s):

4-Methylquinoline

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About This Item

Empirical Formula (Hill Notation):
C10H9N
CAS Number:
Molecular Weight:
143.19
Beilstein:
110926
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.620 (lit.)

bp

261-263 °C (lit.)

mp

9-10 °C (lit.)

density

1.083 g/mL at 25 °C (lit.)

SMILES string

Cc1ccnc2ccccc12

InChI

1S/C10H9N/c1-8-6-7-11-10-5-3-2-4-9(8)10/h2-7H,1H3

InChI key

MUDSDYNRBDKLGK-UHFFFAOYSA-N

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General description

Synthesis of lepidine from 4-anilinobutan-2-one in ethanol in the presence of HCl or FeCl3 has been reported. Nitration of lepidine has been reported.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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The Nitration of Lepidine and 2-Chlorolepidine.
Krahler SE and Burger A.
Journal of the American Chemical Society, 64(10), 2417-2419 (1942)
S D Sutton et al.
Applied and environmental microbiology, 62(8), 2910-2914 (1996-08-01)
Methylquinolines and related N-heterocyclic aromatic compounds are common contaminants associated with the use of hydrocarbons in both coal gasification and wood treatment processes. These compounds have been found in groundwater, and many are known mutagens. A stable, five-member bacterial consortium
H S Seleem et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 74(4), 869-874 (2009-09-22)
The electronic absorption spectra of a hydrazone: 2-[2-(4-methylquinolin-2-yl)hydrazono]-1,2-diphenylethanone (BHQ) derived from 2-hydrazino-4-methylquinoline and 1,2-diphenylethan-1,2-dione (benzil) have been studied in various solvents of different polarities. The dependence of the band shift Deltaupsilon on the solvent parameters viz.D, Z, E(T), DN, AN
K Saeki et al.
Biological & pharmaceutical bulletin, 19(4), 541-546 (1996-04-01)
4-Methylquinoline (4-MeQ) showed an extraordinarily potent mutagenicity when compared to quinoline and isomeric methylquinolines. The major metabolite of 4-MeQ was 4-hydroxymethylquinoline, which was not mutagenic under the assay condition employed. Deuteration of the methyl group of 4-MeQ resulted in a
Mechanism of the Doebner-Miller lepidine synthesis.
Ogata Y, et al.
Journal of the Chemical Society B: Physical Organic, 805-810 (1969)

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