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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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D Ferri et al.
Journal of the American Chemical Society, 123(48), 12074-12084 (2001-11-29)
An in situ attenuated total reflection study of the chiral solid-liquid interface created by cinchonidine adsorption on a Pt/Al(2)O(3) model catalyst is presented. Experiments were performed in the presence of dissolved hydrogen, that is under conditions used for the heterogeneous
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
M Naoi et al.
Life sciences, 40(11), 1075-1082 (1987-03-16)
Type A monoamine oxidase (MAO-A) in human placental mitochondria was competitively inhibited by naturally occurring substances, quinoline and quinaldine, using kynuramine as substrate. Quinoline had a higher affinity for MAO than kynuramine. MAO-A in human brain synaptosomal mitochondria was also
J Ortuño et al.
Fish & shellfish immunology, 12(1), 49-59 (2002-02-28)
Anaesthesia may depress the immune system in mammals, but there is no available information on this topic in fish. In the present work, four anaesthetics that are used in aquaculture, MS222 (0 19 mM), benzocaine (0.21 mM), 2-phenoxyethanol (16 mM)
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
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