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158283

Sigma-Aldrich

Lepidine

99%

Synonym(s):

4-Methylquinoline

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About This Item

Empirical Formula (Hill Notation):
C10H9N
CAS Number:
491-35-0
Molecular Weight:
143.19
Beilstein:
110926
EC Number:
207-734-2
MDL number:
MFCD00006784
UNSPSC Code:
12352100
PubChem Substance ID:
24849728
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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)
Mechanism of the Doebner-Miller lepidine synthesis.
Ogata Y, et al.
Journal of the Chemical Society B: Physical Organic, 805-810 (1969)
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
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
S L Pfaller et al.
Canadian journal of microbiology, 45(7), 623-626 (1999-09-25)
Strain Lep1, isolated from a bacterial consortium capable of aerobic degradation of 4-methylquinoline (4-MQ), was chosen for further characterization as it was the only member of the consortium able to grow on 4-MQ in pure culture. Lep1 was identified as
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