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Sigma-Aldrich

Quinaldine

≥95.0% (GC)

Synonym(s):

2-Methylquinoline

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About This Item

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yongmei Li et al.
Journal of hazardous materials, 173(1-3), 151-158 (2009-09-08)
The anaerobic degradation of quinoline, isoquinoline and 2-methylquinoline was investigated under nitrate-reducing conditions with acclimated activated sludge. Quinoline was completely transformed during degradation with an optimum COD/NO(3)-N ratio of 7. Isoquinoline and 2-methylquinoline were also completely transformed; however, nitrate consumption
Massimo La Deda et al.
Dalton transactions (Cambridge, England : 2003), (2)(2), 330-339 (2005-12-21)
This paper reports the synthesis, characterisation and photophysical investigation of the homologous series of blue-emitting pentacoordinated AlQ'(2)L complexes 1-6, where Q' is 2-methylquinolin-8-olate and L is a phenolate substituted in para to the oxygen donor atom. Both electron attracting and
Antonello Mai et al.
Journal of medicinal chemistry, 49(23), 6897-6907 (2006-12-13)
Starting from a yeast phenotypic screening performed on 21 compounds, we described the identification of two small molecules (9 and 18) able to significantly reduce the S. cerevisiae cell growth, thus miming the effect of GCN5 deletion mutant. Tested on
Terahertz absorption spectroscopy of a liquid using a polarity probe: a case study of trehalose/water mixtures.
Mohsen Sajadi et al.
Angewandte Chemie (International ed. in English), 49(2), 454-457 (2009-12-08)
Sumaira Khan et al.
Talanta, 80(1), 158-162 (2009-09-29)
A separation/preconcentration of aluminum (III) (Al(3+)) has been developed to overcome the problem of high matrix species, which may interfere with the determination of trace quantity of Al(3+) in natural water samples. The separation of Al(3+) in water samples was
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