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22550

Sigma-Aldrich

Quinaldine

≥95.0% (GC)

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Synonym(s):
2-Methylquinoline
Empirical Formula (Hill Notation):
C10H9N
CAS Number:
91-63-4
Molecular Weight:
143.19
Beilstein:
110309
EC Number:
202-085-1
MDL number:
MFCD00006756
UNSPSC Code:
12352100
PubChem Substance ID:
57647989
NACRES:
NA.22

Assay

≥95.0% (GC)

form

liquid

refractive index

n20/D 1.612 (lit.)

bp

105-107 °C/10 mmHg (lit.)
248 °C (lit.)

mp

−9-−3 °C (lit.)

solubility

chloroform: soluble(lit.)
diethyl ether: soluble(lit.)
water: insoluble(lit.)

density

1.058 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc2ccccc2n1

InChI

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

InChI key

SMUQFGGVLNAIOZ-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

Quinaldine is an organic compound prepared by the Skraup method from crotonaldehyde and aniline with sulfuric acid in the presence of a dehydrogenating agent. Several dyes, including trimethinecyanine dye, pinacyanol dye, vinylogous dye, quinophthalone dye and the quinaldine red are synthesized using quinaldine. Additionally, it is employed in the production of pharmaceuticals, pH indicators, food colorants, oil-soluble dyes, and other chemical compounds.

Application

Quinaldine can be used:
  • In the preparation of squaraine dyes (quinaldine-based squaraine dyes) which is biologically significant and can be used as an metal ion sensor.
  • To prepare the pH sensitive colorimetric chemo sensors.

Features and Benefits

2-methylquinoline is biodegradable.

Caution

may discolor to brown upon storage

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

174.2 °F

Flash Point(C)

79 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Heiko Niewerth et al.
BMC genomics, 13, 534-534 (2012-10-09)
Bacteria of the genus Arthrobacter are ubiquitous in soil environments and can be considered as true survivalists. Arthrobacter sp. strain Rue61a is an isolate from sewage sludge able to utilize quinaldine (2-methylquinoline) as sole carbon and energy source. The genome
J L Allen et al.
Veterinary and human toxicology, 28 Suppl 1, 21-24 (1986-01-01)
Residue concentrations of drugs that are administered to fish by bath immersion are related primarily to passage of the drugs across the gills. The elimination of these chemicals by fish can be mediated by biotransformation, but the route of elimination
Daniela Pucci et al.
Chemical communications (Cambridge, England), (19)(19), 2254-2256 (2008-05-09)
The synthesis of the first gallium(III)-based liquid crystal has been achieved grafting around the metal centre two chelating 2-methylquinolin-8-olate anions and one monodentate 3,4,5-tris(hexadecyloxy)benzoyloxy ligand, allowing the resulting complex to be a soft luminescent material with the typical high quantum
Tasneem G Kazi et al.
Journal of hazardous materials, 172(2-3), 780-785 (2009-08-12)
A new method is reported for the separation of aluminum ions [Al(III)] from interfering elements in parenteral and pharmaceutical solutions (PS) and bottled mineral water (BMW) samples, through solid-phase extraction with 2-methyl-8-hydroxyquinoline (quinaldine) adsorbed onto activated silica gel. While the
H Cope et al.
European journal of medicinal chemistry, 41(10), 1124-1143 (2006-06-20)
Transmissible spongiform encephalopathies (TSEs) are thought to arise from aggregation of a protease resistant protein denoted PrP(Sc), which is a misfolded isoform of the normal cellular prion protein PrP(C). Using virtual high-throughput screening we have selected structures analogous to acridine
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