Merck
CN
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文件

安全信息

375098

Sigma-Aldrich

6-氯喹啉

99%

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经验公式（希尔记法）:
C9H6ClN
CAS号:
612-57-7
分子量:
163.60
EC 号:
210-314-1
MDL编号:
MFCD00024024
PubChem化学物质编号:
24863364
NACRES:
NA.22

检测方案

99%

形式

solid

bp

126-127 °C/10 mmHg (lit.)

mp

41-43 °C (lit.)

SMILES string

Clc1ccc2ncccc2c1

InChI

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

InChI key

GKJSZXGYFJBYRQ-UHFFFAOYSA-N

相关类别

一般描述

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.

应用

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.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315 - H319 - H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Standard molar enthalpies of formation of 2-chloroquinoline, 4-chloroquinoline, 6-chloroquinoline and 4, 7-dichloroquinoline by rotating-bomb calorimetry.
da Silva MAVR, et al.
The Journal of Chemical Thermodynamics, 38(1), 49-55 (2006)
A convenient synthesis of mutagenic 3H-imidazo [4, 5-f] quinolin-2-amines and their 2-14 C-labelled analogues.
Adolfsson LARS and Olsson KJELL.
Acta Chemica Scandinavica, 37, 157-159 (1983)
The Journal of Organic Chemistry, 55, 5230-5230 (1990)
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
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