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MilliporeSigma

108928

6-Methylquinoline

98%

Synonym(s):

p-Toluquinoline, NSC 4152

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About This Item

Empirical Formula (Hill Notation):
C10H9N
CAS Number:
91-62-3
Molecular Weight:
143.19
NACRES:
NA.22
PubChem Substance ID:
24846839
eCl@ss:
39180204
UNSPSC Code:
12352100
EC Number:
202-084-6
MDL number:
MFCD00006804
Beilstein/REAXYS Number:
110336
Assay:
98%

Key Documents

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InChI key

LUYISICIYVKBTA-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1ccc2ncccc2c1

vapor density

>1 (vs air)

assay

98%

refractive index

n20/D 1.614 (lit.)

bp

256-260 °C (lit.)

density

1.067 g/mL at 20 °C (lit.)

Quality Level

100

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1 of 4

This Item
211311228907M3394
6-Methylquinoline 98%

Sigma-Aldrich

108928

6-Methylquinoline

Methyl-p-benzoquinone 98%

Sigma-Aldrich

211311

Methyl-p-benzoquinone

2-Nitrobenzenesulfonamide 98%

Sigma-Aldrich

228907

2-Nitrobenzenesulfonamide

6-Methyl-2,4-heptanedione ≥98%

Sigma-Aldrich

M3394

6-Methyl-2,4-heptanedione

assay

98%

assay

98%

assay

98%

assay

≥98%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200

refractive index

n20/D 1.614 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

256-260 °C (lit.)

bp

-

bp

-

bp

-

density

1.067 g/mL at 20 °C (lit.)

density

-

density

-

density

0.92 g/mL at 25 °C (lit.)

vapor density

>1 (vs air)

vapor density

-

vapor density

-

vapor density

-

Application

6-Methylquinoline can be used as primary carbon source in culture of Pseudomonas putida QP1[1]. 6-Methylquinoline was used in the synthesis of fluorescent halide-sensitive quinolinium dyes[2] and fluorescent probes for determination of chloride in biological systems[3].

Biochem/physiol Actions

6-Methylquinoline undergoes biodegradation by quinoline-degrading culture of Pseudomonas putida[1].

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT3580
SHBS9597
SHBR4925
SHBL3456
MKBX3461V

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Chloride sensitive probes for biological applications.
Geddes CD, et al.
Dyes and Pigments, 48(3), 227-231 (2001)
S Rothenburger et al.
Applied and environmental microbiology, 59(7), 2139-2144 (1993-07-01)
Selective culturing of pseudomonads that could degrade quinoline led to enrichment cultures and pure cultures with expanded substrate utilization and transformation capabilities for substituted quinolines in immobilized and batch cultures. Immobilized cells of the pseudomonad cultures rapidly transformed quinolines to
C E Scharping et al.
Carcinogenesis, 14(5), 1041-1047 (1993-05-01)
The hepatic microsomal metabolism of the carcinogenic 8-methylquinoline (8MQ) and its noncarcinogenic isomer, 6-methylquinoline (6MQ), were compared for preparations from control rats and rats pretreated with phenobarbital or 3-methylcholanthrene. For each compound the alcohol was the major metabolite, constituting 50-75%
Umar Farooq Rizvi et al.
Acta crystallographica. Section C, Crystal structure communications, 64(Pt 10), o547-o549 (2008-10-08)
Molecules of (E)-3-(2-chloro-6-methylquinolin-3-yl)-1-(5-iodo-2-thienyl)prop-2-en-1-one, C(17)H(11)ClINOS, (I), and (E)-3-(2-chloro-6-methylquinolin-3-yl)-1-(5-methyl-2-furyl)prop-2-en-1-one, C(18)H(14)ClNO(2), (II), adopt conformations slightly twisted from coplanarity. Both structures are devoid of classical hydrogen bonds. However, nonclassical C-H...O/N interactions [with C...O = 3.146 (5) A and C...N = 3.487 (3) A] link
C D Geddes et al.
Analytical biochemistry, 293(1), 60-66 (2001-05-25)
Three fluorescent halide-sensitive quinolinium dyes have been produced by the reaction of the 6-methylquinoline heterocyclic nitrogen base with methyl bromide, methyl iodide, and 3-bromo-1-propanol. The quaternary salts, unlike the precursor molecule, are readily water soluble and the fluorescence intensity of

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