384348
8-溴喹啉
98%
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关于此项目
经验公式（希尔记法）:
C9H6BrN
化学文摘社编号:
分子量:
208.05
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
产品名称
8-溴喹啉, 98%
InChI
1S/C9H6BrN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
SMILES string
Brc1cccc2cccnc12
InChI key
PIWNKSHCLTZKSZ-UHFFFAOYSA-N
assay
98%
refractive index
n20/D 1.672 (lit.)
bp
112-113 °C/0.5 mmHg (lit.)
density
1.594 g/mL at 25 °C (lit.)
functional group
bromo
Application
8-溴喹啉可用于以下反应：
- 合成 8-（二甲磺基）喹诺酮（两亲性分子）。
- 通过钯与丙烯醛的偶联反应，直接合成 5H-吡啶并[3,2,1-ij]喹啉-3-酮。
- 制备 8-（1-羟乙基）喹诺酮。
- 在双（三苯基膦）钯（0）存在下，通过与 Fe、Mn 和 Re 的锌化环戊二烯基衍生物反应制备 8-喹啉基环戊二烯基金属配合物。
- 通过三（三苯基膦）镍（0）和零价吡啶-镍络合物发生偶联反应合成 n,n′-联喹啉。
General description
8-溴喹啉是喹诺酮衍生物。它被广泛用于染料、食用色素、药物试剂、pH 指示剂的合成以及各种工业过程。其分子带有吡啶基。在钯催化剂的存在下，它与各种杂芳族化合物发生直接杂芳基化反应，得到聚杂芳族衍生物。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Jung-Ho Son et al.
Dalton transactions (Cambridge, England : 2003), 39(45), 11081-11090 (2010-10-23)
The ambiphilic molecule 8-(dimesitylboryl)quinoline (1) was synthesized by treatment of 8-bromoquinoline or 8-iodoquinoline with n-BuLi followed by dimesitylboronfluoride. Hydrolysis of 1 is unusually rapid compared to bulky triorganoboranes with the sequential loss of mesitylene and formation of mesityl(quinolin-8-yl)borinic acid (2)
Sébastien Noël et al.
Organic & biomolecular chemistry, 4(20), 3760-3762 (2006-10-07)
Unexpectedly, the palladium catalyzed coupling reaction of acrolein with 8-bromoquinoline gave 5H-pyrido[3,2,1-ij]quinolin-3-one in a single step.
Facile synthesis of 8-substituted quinolines.
Suggs JW and Pearson GDN.
The Journal of Organic Chemistry, 45(8), 1514-1515 (1980)
Direct heteroarylation of 5-bromothiophen-2-ylpyridine and of 8-bromoquinoline via palladium-catalysed C-H bond activation: simpler access to heteroarylated nitrogen-based derivatives.
Laroche J, et al.
Catalysis Science & Technology, 3(8), 2072-2080 (2013)
Synthesis of n, n'-biquinolines by a coupling reaction of bromoquinolines using organonickel (0) complexes.
Benito Y, et al.
Applied Organometallic Chemistry, 1(6), 535-540 (1987)
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