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368946

Sigma-Aldrich

2-Quinolinecarbonitrile

97%

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About This Item

Empirical Formula (Hill Notation):
C10H6N2
CAS Number:
1436-43-7
Molecular Weight:
154.17
EC Number:
215-865-1
MDL number:
MFCD00134341
UNSPSC Code:
12352100
PubChem Substance ID:
24862943
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

Exclamation mark
GHS07

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

368946-1G:4548173140834
368946-5G:4548173140841
368946-VAR:
368946-BULK:
368946-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ3033
STBH9535
STBG1391V
STBB4061V
S14445V

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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)
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)

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