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001 ocn951119448;

003 OCoLC;

005 20160805093009.0;

006 m o d ;

007 cr unu||||||||;

008 160603s2016 ncua obm 000 0 eng d;

035 a| (Sirsi) o951119448;

035 a| (OCoLC)951119448;

049 a| EREE;

090 a| QD341.Q4;

100 1 a| Simmons, Alexander Linwood,e| author.?| UNAUTHORIZED;

245 10 a| Quinone formation via ceric ammonium nitrate oxidations of 2-alkyl-1,4-dialkoxybenzenes /c| by Alexander Linwood Simmons.;

264 1 a| [Greenville, N.C.] :b| [East Carolina University],c| 2016.;

300 a| 122 pages :b| illustrations;

336 a| textb| txt2| rdacontent;

337 a| computerb| c2| rdamedia;

338 a| online resourceb| cr2| rdacarrier;

347 a| text fileb| PDFc| 2.31 MB2| rda;

538 a| System requirements: Adobe Reader.;

538 a| Mode of access: World Wide Web.;

502 b| M.S.c| East Carolina Universityd| 2016.;

500 a| Presented to the faculty of the Department of Chemistry.;

500 a| Advisor: Brian E. Love.;

500 a| Title from PDF t.p. (viewed June 21, 2016).;

520 3 a| Quinones are cyclohexadiendiones that have a variety of uses ranging from medical applications to synthetic building blocks. Medicinal applications stem from the potent biological activity (e.g. antitumor and antibiotic) these compounds and some derivatives possess. The most common preparation method to access these compounds is oxidative demethylation of hydroquinone dimethyl ethers typically using ceric ammonium nitrate (CAN). Oxidation using CAN can yield a product mixture of the (mono)quinone and the symmetric dimeric quinone. Previous work in our group has resulted in the development of several protocols for altering the monoquinone to diquinone ratio by altering reaction conditions (e.g. substrate concentration, mode of addition, etc.). The current focus further explores manipulation of this ratio and reaction efficacy through substrate solubility and cerium coordination. We will discuss how ether linkages of various hydrophobicities and coordination modes change product outcome and if altering a single ether linkage or both linkages affect the product ratio.;

504 a| Includes bibliographical references.;

650 0 a| Quinone.=| ^A67187;

650 0 a| Cerium oxides.=| ^A1272705;

650 0 a| Oxidation.=| ^A23802;

653 a| monoquinone;

653 a| diquinone;

653 a| ceric ammonium nitrate;

653 a| chemistry;

700 1 a| Love, Brian Ernest,e| degree supervisor.=| ^A1268003;

710 2 a| East Carolina University.b| Department of Chemistry.?| UNAUTHORIZED;

856 40 z| Access via ScholarShipu| http://hdl.handle.net/10342/5319;

949 o| wjh;

994 a| C0b| ERE;

596 a| 1 4;

998 a| 4407934;

999 a| CLICK ON WEB ADDRESSw| ASISc| 1i| 4407934-1001l| JNETm| JOYNERr| Ys| Yt| JNE3ETDu| 6/3/2016x| ETDz| JERESOURCE;

999 a| CLICK ON WEB ADDRESSw| ASISc| 1i| 4407934-2001l| HSLELECm| HSLr| Ys| Yt| HEETDu| 6/3/2016x| ETDz| HERESOURCE;

Quinone formation via ceric ammonium nitrate oxidations of 2-alkyl-1,4-dialkoxybenzenes / by Alexander Linwood Simmons.

Author/creator	Simmons, Alexander Linwood author.
Other author	Love, Brian Ernest, degree supervisor.
Other author	East Carolina University. Department of Chemistry.
Format	Theses and dissertations
Publication	[Greenville, N.C.] : [East Carolina University], 2016.
Description	122 pages : illustrations
Supplemental Content	Access via ScholarShip
Subjects	Quinone. Cerium oxides. Oxidation.

Summary	Quinones are cyclohexadiendiones that have a variety of uses ranging from medical applications to synthetic building blocks. Medicinal applications stem from the potent biological activity (e.g. antitumor and antibiotic) these compounds and some derivatives possess. The most common preparation method to access these compounds is oxidative demethylation of hydroquinone dimethyl ethers typically using ceric ammonium nitrate (CAN). Oxidation using CAN can yield a product mixture of the (mono)quinone and the symmetric dimeric quinone. Previous work in our group has resulted in the development of several protocols for altering the monoquinone to diquinone ratio by altering reaction conditions (e.g. substrate concentration, mode of addition, etc.). The current focus further explores manipulation of this ratio and reaction efficacy through substrate solubility and cerium coordination. We will discuss how ether linkages of various hydrophobicities and coordination modes change product outcome and if altering a single ether linkage or both linkages affect the product ratio.
General note	Presented to the faculty of the Department of Chemistry.
General note	Advisor: Brian E. Love.
General note	Title from PDF t.p. (viewed June 21, 2016).
Dissertation note	M.S. East Carolina University 2016.
Bibliography note	Includes bibliographical references.
Technical details	System requirements: Adobe Reader.
Technical details	Mode of access: World Wide Web.

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Quinone formation via ceric ammonium nitrate oxidations of 2-alkyl-1,4-dialkoxybenzenes / by Alexander Linwood Simmons.

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