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W513903

Sigma-Aldrich

4-Methylquinoline

≥99%

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Synonym(s):
Lepidine, 4-Methylquinoline
Empirical Formula (Hill Notation):
C10H9N
CAS Number:
491-35-0
Molecular Weight:
143.19
Beilstein:
110926
EC Number:
207-734-2
Council of Europe no.:
488
MDL number:
MFCD00006784
PubChem Substance ID:
24902071
Flavis number:
14.002
NACRES:
NA.21

biological source

synthetic

Quality Level

400

Assay

≥99%

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.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

burnt; oily; floral; sweet

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

4-Methylquinoline is a heterocyclic compound commonly used as a flavoring ingredient in food industry.

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(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Encyclopedia of Food and Color Additives, 1, 1854-1854 (1997)
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
Robert Raja et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(8), 2340-2348 (2008-01-30)
Niacin (3-picolinic acid), which is extensively used as vitamin B3 in foodstuffs and as a cholesterol-lowering agent, along with other oxygenated products of the picolines, 4-methylquinoline, and a variety of pyrimidines and pyridazines, may be produced in a single-step, environmentally
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