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Merck
CN

453544

Sigma-Aldrich

Quinoline

≥99%

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:
107477
EC Number:
202-051-6
MDL number:
MFCD00006736
UNSPSC Code:
12352103
PubChem Substance ID:
329756668

Key Documents

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vapor density

4.5 (vs air)

vapor pressure

0.07 mmHg ( 20 °C)

Assay

≥99%

autoignition temp.

896 °F

availability

available only in EU

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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Signal Word

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 Code

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

WGK

WGK 2

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBH6772
S63266
S41675
S32819
S31570

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Zhenggong Wang et al.
ChemSusChem, 11(16), 2744-2751 (2018-05-29)
Polyimide-based materials provide attractive chemistries for the development of gas-separation membranes. Modification of inter- and intra-chain interactions is a route to improve the separation performance. In this work, copolyimides with Tröger's base (TB) monomers are designed and synthesized. In particular
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
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.
Sergey Kapishnikov et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(28), 11188-11193 (2012-06-30)
Heme detoxification is a critical step in the life cycle of malaria-causing parasites, achieved by crystallization into physiologically insoluble hemozoin. The mode of nucleation has profound implications for understanding the mechanism of action of antimalarial drugs that inhibit hemozoin growth.
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