1449251-39-1

Basic information

• Product Name: 4,5-dichloro-3-hydroxy-6-oxo-1-(2-oxo-2-phenylethyl)cyclohexa-2,4-diene-1,2-dicarbonitrile
• Synonyms: 4,5-dichloro-3-hydroxy-6-oxo-1-(2-oxo-2-phenylethyl)cyclohexa-2,4-diene-1,2-dicarbonitrile
• CAS NO: 1449251-39-1
• Molecular Weight: 347.157
• Mol File: 1449251-39-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,5-dichloro-3-hydroxy-6-oxo-1-(2-oxo-2-phenylethyl)cyclohexa-2,4-diene-1,2-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dichloro-3-hydroxy-6-oxo-1-(2-oxo-2-phenylethyl)cyclohexa-2,4-diene-1,2-dicarbonitrile(1449251-39-1)
• EPA Substance Registry System: 4,5-dichloro-3-hydroxy-6-oxo-1-(2-oxo-2-phenylethyl)cyclohexa-2,4-diene-1,2-dicarbonitrile(1449251-39-1)

Safety Data

• Hazardous Substances Data: 1449251-39-1(Hazardous Substances Data)

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 84-58-2 2,3-dicyano-5,6-dichloro-p-benzoquinone 

Relevant articles and documents

Manifestation of polar reaction pathways of 2,3-dichloro-5,6-dicyano-p- benzoquinone

Reactions of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) with silyl enol ethers, silyl ketene acetals, allylsilanes, enamino esters, and diazomethanes have been studied in CH3CN and CH2Cl2 solutions. The second-order rate constants for C attack at DDQ (log k C) correlate linearly with the nucleophile-specific parameters N and sN and are 2-5 orders of magnitude larger than expected for SET processes, which strongly supports the polar mechanism for C-C bond formation. The second-order rate constants for O attack agree well with the calculated rate constants for rate-determining single electron transfer (SET). As a radical clock experiment ruled out outer sphere electron transfer, an inner sphere electron transfer mechanism is suggested for O attack.