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Merck
CN

168696

4-羟基-N-甲基-2-喹啉

98%

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经验公式(希尔记法):
C10H9NO2
化学文摘社编号:
分子量:
175.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-830-3
MDL number:
Assay:
98%
Form:
powder
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产品名称

4-羟基-N-甲基-2-喹啉, 98%

InChI key

RTNPPPQVXREFKX-UHFFFAOYSA-N

InChI

1S/C10H9NO2/c1-11-8-5-3-2-4-7(8)9(12)6-10(11)13/h2-6,12H,1H3

SMILES string

CN1C(=O)C=C(O)c2ccccc12

assay

98%

form

powder

mp

269-271 °C (lit.)

Quality Level

Application

4-Hydroxy-1-methyl-2(1H)-quinolone was used as nucleophile in electrochemical oxidation of catechols and the reaction was studied by cyclic voltammetry and controlled-potential coulometry. It was used in ceric ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyls to conjugated compounds to yield substituted dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones and dihydrofurophenalenones. It was used in the synthesis of :
  • 3-(4-methoxybenzyl)-4-hydroxy-1-methylquinolinone
  • 3-(benzo[d][1,3]dioxol-5-ylmethyl)-4-hydroxy-1-methylquinolin-2(1H)-one
  • 3-(4-chlorobenzyl)-4-hydroxy-1-methylquinolin-2(1H)-one
  • 3,3′-bis(4-chlorobenzylidene)-1,10-methylquinolin-2,20-(1H)-one

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

Not applicable

flash_point_c

Not applicable

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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Mechanistic study of electrochemical oxidation of catechols in the presence of 4-hydroxy-1-methyl-2 (1H)-quinolone: Application to the electrochemical synthesis.
Fakhari AR, et al.
Electrochimica Acta, 50(27), 5322-5328 (2005)
Iridium catalysed alkylation of 4-hydroxy coumarin, 4-hydroxy-2-quinolones and quinolin-4 (1H)-one with alcohols under solvent free thermal conditions.
Grigg R, et al.
Tetrahedron, 65(36), 7468-7473 (2009)
Ceric ammonium nitrate (CAN)-mediated oxidative cycloaddition of 1, 3-dicarbonyls to conjugated compounds. Efficient synthesis of dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones, dihydrofurophenalenones, and furonaphthoquinone natural products.
Lee YR, et al.
Tetrahedron, 56(45), 8845-8853 (2000)
Michael B Hicks et al.
The Analyst, 142(3), 525-536 (2017-01-18)
The use of a coulometric array detector in tandem with HPLC-UV was evaluated for the absolute quantitation of pharmaceutical compounds without standards, an important capability gap in contemporary pharmaceutical research and development. The high-efficiency LC flow-through electrochemical detector system allows
Mohankumar Saraladevi Resmi et al.
FEBS letters, 589(3), 332-341 (2015-01-06)
Type III polyketide synthases (PKSs) catalyze the biosynthesis of various medicinally important secondary metabolites in plants, but their role in growth and stress response is unclear. Here, we overexpressed quinolone synthase (QNS) from bael in tobacco. QNS-overexpressing plants showed an

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