368946
2-Quinolinecarbonitrile
97%
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About This Item
Empirical Formula (Hill Notation):
C10H6N2
CAS Number:
Molecular Weight:
154.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
215-865-1
MDL number:
Assay:
97%
Form:
powder
InChI key
WDXARTMCIRVMAE-UHFFFAOYSA-N
InChI
1S/C10H6N2/c11-7-9-6-5-8-3-1-2-4-10(8)12-9/h1-6H
SMILES string
N#Cc1ccc2ccccc2n1
assay
97%
form
powder
mp
93-95 °C (lit.)
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.
signalword
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
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.
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)
The photochemistry of 2-quinolinecarbonitriles. III. The benzophenone-sensitized reaction.
Hata N and Ohtsuka R.
Chemistry Letters (Jpn), 11, 1107-1110 (1975)
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