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Merck
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重要文件

375098

Sigma-Aldrich

6-氯喹啉

99%

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About This Item

經驗公式(希爾表示法):
C9H6ClN
CAS號碼:
分子量::
163.60
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
形狀:
solid
化驗:
99%
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化驗

99%

形狀

solid

bp

126-127 °C/10 mmHg (lit.)

mp

41-43 °C (lit.)

官能基

chloro

SMILES 字串

Clc1ccc2ncccc2c1

InChI

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

InChI 密鑰

GKJSZXGYFJBYRQ-UHFFFAOYSA-N

一般說明

6-Chloroquinoline is a haloquinoline. Pd/C-catalyzed Suzuki-Miyaura coupling of 6-chloroquinoline with 2-(dicyclohexylphosphino)biphenyl is reported.[1] The polarographic behavior of 6-chloroquinoline in DMF solutions and mechanism of its reduction at the dropping mercury electrode has been reported.[2] 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.[3]
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.[4] Its arylation reaction with diamine derivatives of adamantanes in the presence of palladium catalyst has been reported to afford N,N′-diaryl derivatives.[5]

應用

用于高产率制备乙氧基羰基异硫氰酸酯的催化剂。[6]
6-Chloroquinoline may be used in the synthesis of 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine.[7] It may be used as catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.[6]

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

235.4 °F - closed cup

閃點(°C)

113 °C - closed cup

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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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
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)

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