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Q2001

Sigma-Aldrich

Quinoline

~98%, liquid

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

vapor density

4.5 (vs air)

vapor pressure

0.07 mmHg ( 20 °C)

assay

~98%

form

liquid

autoignition temp.

896 °F

color

clear brown

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

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signalword

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

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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.
Fang-Fang Wang et al.
Organic & biomolecular chemistry, 10(43), 8605-8608 (2012-10-09)
A practical Brønsted acid promoted benzylic C-H functionalization of 2-methylazaarenes and nucleophilic addition to aldehydes was developed in good to excellent yields. A six-membered hydrogen-bonding transition state is proposed to be crucial for the reaction. Ready availability of the two
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
Alexander P Gorka et al.
Journal of medicinal chemistry, 56(13), 5231-5246 (2013-04-17)
Historically, the most successful molecular target for antimalarial drugs has been heme biomineralization within the malarial parasite digestive vacuole. Heme released from catabolized host red blood cell hemoglobin is toxic, so malarial parasites crystallize heme to nontoxic hemozoin. For years
Yoshiaki Yasutake et al.
FEBS letters, 588(1), 105-110 (2013-11-26)
The cytochrome P450 RauA from Rhodococcus erythropolis JCM 6824 catalyzes the hydroxylation of a nitrogen atom in the quinolone ring of aurachin, thereby conferring strong antibiotic activity on the aurachin alkaloid. Here, we report the crystal structure of RauA in
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