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382493

Sigma-Aldrich

3-Methylquinoline

99%

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About This Item

Empirical Formula (Hill Notation):
C10H9N
CAS Number:
612-58-8
Molecular Weight:
143.19
EC Number:
210-315-7
MDL number:
MFCD00014661
UNSPSC Code:
12352100
PubChem Substance ID:
24863900
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.615 (lit.)

bp

252-253 °C (lit.)

mp

16-17 °C (lit.)

density

1.069 g/mL at 25 °C (lit.)

SMILES string

Cc1cnc2ccccc2c1

InChI

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

InChI key

DTBDAFLSBDGPEA-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

General description

3-Methylquinoline is a quinoline derivative. It is widely employed for the synthesis of dyes, food coloring agents, pharmaceutical reagents, pH indicators and in various industrial processes. It has been synthesized by the methylation of quinoline with methanol in the presence of various zeolites in a fixed-bed reactor.

Application

3-Methylquinoline may be used as carbon, nitrogen and energy supplement to investigate its degradation by Comamonas testosteroni 63. It may be used as ligand in the preparation of tetra-μ-benzoato-bis[(3-methylquinoline)copper(II)], a paddle-wheel-type dinuclear complex.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Carc. 2 - Eye Dam. 1 - 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)

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S Schach et al.
Biological chemistry Hoppe-Seyler, 374(3), 175-181 (1993-03-01)
A bacterial strain which utilizes 3-methylquinoline as sole source of carbon, nitrogen and energy was isolated from activated sludge. On the basis of its morphological and physiological characteristics, this isolate was classified as Comamonas testosteroni. Four metabolites of 3-methylquinoline degradation
Byeong Kwon Park et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 9), m1141-m1141 (2008-01-01)
In the title compound, [Cu(2)(C(7)H(5)O(2))(4)(C(10)H(9)N)(2)], the paddle-wheel-type dinuclear complex mol-ecule contains four bridging benzoate groups and two terminal 3-methyl-quinoline ligands. The asymmetric unit contains one and a half mol-ecules with a total of three independent Cu atoms; there is an
Selective synthesis of 2-methylquinoline over zeolites.
Reddy PR, et al.
Catalysis Letters, 56(2-3), 155-158 (1998)
S Schach et al.
European journal of biochemistry, 232(2), 536-544 (1995-09-01)
The enzymes catalysing the first two steps of quinoline and 3-methylquinoline degradation by Comamonas testosteroni 63 were investigated. Quinoline 2-oxidoreductase, which catalyses the hydroxylation of (3-methyl-)quinoline to (3-methyl-)2-oxo-1,2-dihydroquinoline, was purified to apparent homogeneity. The native enzyme, with a molecular mass
Tamara Rodríguez-Cabo et al.
Analytical and bioanalytical chemistry, 407(20), 6159-6170 (2015-06-05)
Time-of-flight accurate mass spectrometry (TOF-MS), following a previous chromatographic (gas or liquid chromatography) separation step, is applied to the identification and structural elucidation of quinoline-like alkaloids in honey. Both electron ionization (EI) MS and positive electrospray (ESI+) MS spectra afforded

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