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368946

Sigma-Aldrich

2-Quinolinecarbonitrile

97%

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About This Item

Empirical Formula (Hill Notation):
C10H6N2
CAS Number:
Molecular Weight:
154.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

powder

mp

93-95 °C (lit.)

SMILES string

N#Cc1ccc2ccccc2n1

InChI

1S/C10H6N2/c11-7-9-6-5-8-3-1-2-4-10(8)12-9/h1-6H

InChI key

WDXARTMCIRVMAE-UHFFFAOYSA-N

General description

Mechanism of the photoinduced substitution reaction of 2-quinolinecarbonitrile in alcohols or ethers has been reported. Photoinitiated dimerization of 2-quinolinecarbonitrile in HCl-acidified 2-propanol/water has been investigated at 77K and 331K. Benzophenone-sensitization of 2-quinolinecarbonitrile has been reported to yield triazapentaphene.

pictograms

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Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Photoinitiated radical-forming reactions of 2-quinolinecarbonitrile at 77 and 331 K.
Caronna T, et al.
The Journal of Organic Chemistry, 46(1), 34-38 (1981)
Kai Xiong et al.
Biochimie, 125, 186-194 (2016-04-05)
Four cyclometalated iridium(III) complexes [Ir(dfppy)2(L)](+) (dfppy = 2-(2,4-difluorophenyl)pyridine, L = 6-(pyridin-2-yl)-1,3,5-triazine-2,4-diamine, Ir1; 6-(isoquinolin-1-yl)-1,3,5-triazine-2,4-diamine, Ir2; 6-(quinolin-2-yl)-1,3,5-triazine-2,4-diamine, Ir3; 6-(isoquinolin-3-yl)-1,3,5-triazine-2,4-diamine, Ir4) have been synthesized and characterized. Distinct from cisplatin, Ir1-Ir4 could specifically target mitochondria and induced apoptosis against various cancer cell lines, especially for cisplatin resistant cells.
The photochemistry of 2-quinolinecarbonitriles. III. The benzophenone-sensitized reaction.
Hata N and Ohtsuka R.
Chemistry Letters (Jpn), 11, 1107-1110 (1975)
The Photochemistry of 2-Quinolinecarbonitriles. II. A Mechanism of the Photoinduced Substitution Reaction.
Hata N and Saito T.
Bulletin of the Chemical Society of Japan, 47(4), 942-945 (1974)

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