912018
7-Methyl-2-phenylimidazo[1,2-a]pyrazin-3(7H)-one
≥95%
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About This Item
Empirical Formula (Hill Notation):
C13H11N3O
CAS Number:
Molecular Weight:
225.25
UNSPSC Code:
12352200
Assay
≥95%
form
powder
storage temp.
2-8°C
InChI
1S/C13H11N3O/c1-15-7-8-16-11(9-15)14-12(13(16)17)10-5-3-2-4-6-10/h2-9H,1H3
InChI key
DGQHNBJMAAENRX-UHFFFAOYSA-N
Application
7-Methyl-2-phenylimidazo[1,2-a]pyrazin-3(7H)-one is a hydrogen bonding sensor developed by the Kozlowski group. This colormetric probe has been used to assess the relative reactivity of hydrogen bonding organocatalysts as well as to measure hydrogen bond strength in pharamceutically relevant molecules.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Yang Fan et al.
The Journal of organic chemistry, 83(18), 10855-10863 (2018-07-20)
Charged thiourea derivatives containing one and two methylated or octylated pyridinium ion centers and a tetraarylborate or triflate counteranion are reported. These novel catalysts are much more active in the Friedel-Crafts reactions of trans-β-nitroalkenes with N-methylindoles than the privileged N
Phuong N H Huynh et al.
Journal of the American Chemical Society, 134(38), 15621-15623 (2012-09-15)
A sensor has been developed to quickly and simply assess the relative reactivity of different hydrogen-bonding catalysts. Specifically, blue-shifts seen upon treatment of H-bonding catalysts with the colorimetric compound 7-methyl-2-phenylimidazo[1,2-a]pyrazin-3(7H)-one correlate well to the K(eq) of binding to the sensor.
Ryan R Walvoord et al.
Journal of the American Chemical Society, 136(45), 16055-16065 (2014-10-18)
A spectrophotometric sensor is described that provides a useful assessment of the LUMO-lowering provided by catalysts in Diels-Alder and Friedel-Crafts reactions. A broad range of 33 hydrogen-bonding catalysts was assessed with the sensor, and the relative rates in the above
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