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241571

Sigma-Aldrich

Quinoline

reagent grade, 98%

Synonym(s):

1-Benzazine, 2,3-Benzopyridine

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About This Item

Empirical Formula (Hill Notation):
C9H7N
CAS Number:
91-22-5
Molecular Weight:
129.16
Beilstein/REAXYS Number:
107477
EC Number:
202-051-6
MDL number:
MFCD00006736
UNSPSC Code:
12352103
PubChem Substance ID:
24854491
NACRES:
NA.23

grade

reagent grade

vapor density

4.5 (vs air)

vapor pressure

0.07 mmHg ( 20 °C)

assay

98%

form

liquid

autoignition temp.

896 °F

refractive index

n20/D 1.625 (lit.)

bp

113-114 °C/11 mmHg (lit.)
237 °C (lit.)

mp

−17-−13 °C (lit.)

density

1.093 g/mL at 25 °C (lit.)

SMILES string

c1ccc2ncccc2c1

InChI

1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H

InChI key

SMWDFEZZVXVKRB-UHFFFAOYSA-N

Gene Information

human ... CYP2D6(1565)

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General description

Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N.Quinoline derivatives are prevalent in a variety of pharmacologically active synthetic and natural compounds. Quinolines have antiseptic, antipyretic, and antiperiodic properties and are used as antimalarials and for preparing other antimalarial drugs.

Application

Quinoline and its derivatives are widely used as antibiotics, alkaloids, dyes, rubber chemicals, and flavoring agents. Additional industrial applications include their use as corrosion inhibitors and as solvents for resins and terpenes, and in transition-metal complex catalysis for uniform polymerization and luminescence chemistry. They are also used in manufacturing oil soluble dyes, food colorants, pharmaceuticals, pH indicators and other organic compounds. Quinoline is a catabolite of tryptophan, a fundamental structure in some antihypertensive agents such as the peripheral vasodilators prazosin and doxazosin.

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dangerous levels of harmful chemicals in electronic cigarette (e-cigarette) aerosols were reported by several studies, but variability in e-cigarette design and use patterns, and a rapid development of new devices, such as JUUL, hamper efforts to develop standardized testing protocols
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Jin Hoon Kim et al.
Dalton transactions (Cambridge, England : 2003), 42(15), 5500-5507 (2013-02-22)
Zinc sensors based on 2,3-dipicolylamine (DPA) and quinoline have been synthesized. They fluoresced in the presence of Zn(2+) and remained fluorescent when other metal ions were present. Fluorescence enhancement of the sensors was not seen for most other metal ions.
Narendra Reddy Chereddy et al.
Dalton transactions (Cambridge, England : 2003), 41(38), 11753-11759 (2012-08-21)
Two new rhodamine based probes 1 and 2 for the detection of Fe(3+) were synthesized and their selectivity towards Fe(3+) ions in the presence of other competitive metal ions tested. The probe 1 formed a coloured complex with Fe(3+) as
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