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Merck
CN

375098

6-氯喹啉

99%

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经验公式(希尔记法):
C9H6ClN
化学文摘社编号:
分子量:
163.60
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-314-1
MDL number:
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产品名称

6-氯喹啉, 99%

InChI key

GKJSZXGYFJBYRQ-UHFFFAOYSA-N

InChI

1S/C9H6ClN/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-6H

SMILES string

Clc1ccc2ncccc2c1

assay

99%

form

solid

bp

126-127 °C/10 mmHg (lit.)

mp

41-43 °C (lit.)

functional group

chloro

Application

用于高产率制备乙氧基羰基异硫氰酸酯的催化剂。
6-Chloroquinoline may be used in the synthesis of 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine. It may be used as catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.

General description

6-Chloroquinoline is a haloquinoline. Pd/C-catalyzed Suzuki-Miyaura coupling of 6-chloroquinoline with 2-(dicyclohexylphosphino)biphenyl is reported. The polarographic behavior of 6-chloroquinoline in DMF solutions and mechanism of its reduction at the dropping mercury electrode has been reported. Stability constants of molecular iodine complexes of 6-chloroquinoline in aliphatic and aromatic hydrocarbons, carbon tetrachloride, bromobenzene and chloro-substituted benzenes was investigated by spectrophotometric methods.
The standard molar enthalpy of formation of 6-chloroquinoline has been derived from the standard molar enthalpy of combustion and was evaluated in terms of molecular structure. Its arylation reaction with diamine derivatives of adamantanes in the presence of palladium catalyst has been reported to afford N,N′-diaryl derivatives.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Arylation of adamantanamines: V. Palladium-catalyzed amination of isomeric chloroquinolines with diamines of the adamantane series.
Grigorova OK, et al.
Russ. J. Org. Chem., 48(12), 1495-1508 (2012)
Tsuyoshi Tagata et al.
The Journal of organic chemistry, 68(24), 9412-9415 (2003-11-25)
A phosphine ligand, such as PPh3 or 2-(dicyclohexylphosphino)biphenyl, is essential for the Pd/C-catalyzed Suzuki-Miyaura coupling of halopyridines and haloquinolines, although it has been reported that the reaction of phenyl chlorides can be catalyzed by nonprereduced Pd/C without any additives. In
The Journal of Organic Chemistry, 55, 5230-5230 (1990)
Polarographic reduction of 6-chloroquinoline in dimethylformamide.
Fujinaga T and Takaoka K.
J. Electroanal. Chem. Interfac. Electrochem., 16(1), 99-110 (1968)
Solvent effect on thermodynamic stability of iodine complexes with quinoline and pyridine bases.
Uruska I.
Spectrochimica Acta Part A: Molecular Spectroscopy, 36(7), 639-646 (1980)

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