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W513903

Sigma-Aldrich

4-Methylquinoline

≥99%

Synonym(s):

Lepidine, 4-Methylquinoline

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About This Item

Empirical Formula (Hill Notation):
C10H9N
CAS Number:
491-35-0
Molecular Weight:
143.19
Beilstein/REAXYS Number:
110926
EC Number:
207-734-2
Council of Europe no.:
488
MDL number:
MFCD00006784
UNSPSC Code:
12164502
PubChem Substance ID:
24902071
Flavis number:
14.002
NACRES:
NA.21

biological source

synthetic

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
S59988V
S47246V
S50240V
S59988
S53946

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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
E J LaVoie et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 26(7), 625-629 (1988-07-01)
The relative tumorigenic activity of quinoline, 4-methylquinoline, 8-methylquinoline, and all three isomeric benzoquinolines was evaluated in newborn CD-1 mice and Sprague-Dawley rats. In the newborn-mouse bioassay, 0.25, 0.5 and 1.0 mumol of each compound in dimethylsulphoxide was administered by ip
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