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Topic: Swern oxidation

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	Encyclopedia Search
		oxidation The mild oxidation of primary and secondary...is called the
		The advantages of this method are the use of less toxic...
		oxidation As seen here, specific reactions are sometimes named after the...
	www.encyclopedian.com /search.php?searWords=Swern (43 words)

	Aldehyde
		Aldehyde names are formed by adding the suffix -al to the parent alkane, for example an aldehyde with 5 carbons is pentanal.
		Aldehydes can be produced by oxidation of primary alcohols.
		In the laboratory this may be achieved by heating the alcohol in an acidified solution of potassium dichromate, which is reduced to green Cr during the reaction, or by the so called "Swern oxidation" ((CO)
	www.ebroadcast.com.au /lookup/encyclopedia/al/Aldehyde.html (100 words)

	DMSO Oxidation of Benzyl Alcohols to Benzaldehydes
		Oxidation of alcohols to ketones or aldehydes is one of the most useful transformations in organic chemistry.
		The disadvantages of the Swern oxidation are the required anhydrous conditions and the low temperatures needed to avoid Pummerer rearrangement.
		In addition, the oxalyl chloride used in the Swern oxidation is moisture sensitive, irritating and toxic.
	www.erowid.org /archive/rhodium/chemistry/benzaldehydes.dmso.html (800 words)

	Supplemental Topics
		The key reaction in both cases is an eliminative oxidation of the α-hydroperoxide methyl ether, as shown by the bottom reaction in the shaded box.
		Two commonly used reagents for the oxidation of 1º- and 2º-alcohols are PCC and PDC.
		The water formed in the oxidation must be sequestered so it does not inhibit the catalyst, a function served by 4 Å molecular sieve in reactions 3 and 4.
	www.cem.msu.edu /~reusch/VirtualText/suppmnt0.htm (2991 words)

	Chemical Reactivity
		Oxidation of 1º and 2º-alcohols to aldehydes and ketones changes the oxidation state of carbon but not oxygen.
		An equivalent oxidation of alcohols to peroxides is not normally observed.
		By converting a hydroxyl function to an ether, its acidity and ease of oxidation (in the case of 1º and 2º-alcohols) can be suppressed to such a degree that normally incompatible reactions, such as those employing Grignard reagents, may be carried out.
	www.cem.msu.edu /~reusch/VirtualText/special2.htm (6168 words)

	Department of Chemistry: Graduate Colloquium (Site not responding. Last check: 2007-11-03)
		The oxidation of alcohols to obtain ketones, aldehydes and carboxylic acids is an important reaction in organic chemistry.
		However, the selective oxidation of primary alcohols in the presence of secondary alcohols is still a challenge.
		The exploration of a novel four component system introduces the possibility of carrying out oxidations under mild conditions, which are regioselective, selective with regards to the extent of the oxidation and catalytic.
	www.chemistry.mcmaster.ca /colloquia/0001/colloq.20010416.html (149 words)

	Swern oxidation Info - Bored Net - Boredom (Site not responding. Last check: 2007-11-03)
		Swern oxidation Info - Bored Net - Boredom
		The mild oxidation of primary and secondary alcohols to aldehydes and ketones with a mixture of oxalylchloride dimethylsulfoxide and triethlamine is called the Swern oxidation.
		The advantages of this method are the use of less toxic substances and that a further oxidation to the carboxylic acid is not possible with these reagents.
	www.borednet.com /e/n/encyclopedia/s/sw/swern_oxidation.html (70 words)

	Swern oxidation - Wikipedia, the free encyclopedia
		The Swern oxidation is a chemical reaction whereby a primary or secondary alcohol is oxidized to an aldehyde or ketone using oxalyl chloride, dimethyl sulfoxide (DMSO) and an organic base, such as triethylamine.
		The first step of the Swern oxidation is the low-temperature reaction of dimethyl sulfoxide (DMSO), 1a and 1b, with oxalyl chloride, 2.
		In some cases, the use of triethylamine as the base can lead to epimerisation at the carbon neighbouring the newly formed carbonyl, using diisopropylethylamine (Hünig's base) can stop this side reaction.
	en.wikipedia.org /wiki/Swern_oxidation (378 words)

	Student Research Colloquium
		Synthesis, Purification, and Characterization of 2-butoxyethanal by Swern Oxidation
		When there is a build up of the aldehyde it can have adverse side effects; for this reason it is of interest to understand these effects on individuals.
		The aldehyde intermediate is not stable for storage or transport from a manufacture and must be produced from the alcohol, through a procedure called swern oxidation.
	www.stcloudstate.edu /src/colloquium/searchAbstract.asp?proID=555 (283 words)

	Swern
		Synthesis of Spiro-2-tetrahydrofuran-3-indolin-2-ones by Swern Reaction of 3-(3-Hydroxyalkyl)indoles
		A recent report on the Swern oxidation of tryptamine derivatives (1) showed that the transformation of structures 1 into 2, involving overall oxidation at the C2 position of indole, could be easily achieved in moderate yields by treatment with the Swern reagent.
		We now show that an alternative transformation is possible, involving the formation of a spiro ring at C3 and oxidation of the C2 position (i.e.
	www.mdpi.org /ecsoc/ecsoc-5/Papers/a0041/a0041.htm (574 words)

	Student Research Colloquium
		Ethylene glycol ethers (EGE) are a group of solvents that are massively produced and widely used in aerosols and in cleaning material for both industrial and commercial settings.
		A hypothesized route for this metabolism is the oxidation of the corresponding aldehyde via alcohol dehydrogenases followed by oxidation to its corresponding carboxylic acid via aldehyde dehydrogenases.
		The aldehydes were produced via a swern oxidation of the corresponding alcohol.
	www.stcloudstate.edu /src/colloquium/searchAbstract.asp?proID=713 (229 words)

	Oxidation Questions
		Suggest at least one (if possible several) reagents to transform each oxidation state into all of the other ones by oxidation.
		The mechanism is similar to the oxidation with Cr(VI) reagents.
		3) The oxidation of amines to ketones (via imines) is synthetically difficult to achieve although it is a common reaction in biological systems.
	users.ox.ac.uk /~mwalter/web_05/year2/ox/oxidation_question_print.shtml (409 words)

	A Organic Chem problem Text - Physics Forums Library
		Hydroboration oxidation of a terminal alkene leads to a primary alcohol.
		Hydroboration oxidation adds an OH to an alkene in what appears to be an "anti Markovnikov" fashion.
		well i got by one of the suggestion of hydroboration oxidation alcohol but it give wrong osition of hydroxyl group.
	www.physicsforums.com /archive/index.php/t-37277.html (1089 words)

	Organic reaction
		Here are some common reactions that you may run into in a college organic chemistry course: addition of HX to an alkene, halogen addition reaction, halohydrin formation reaction, oxymercuration reaction, hydroboration-oxidation reaction, hydrooxylation reaction[?], ozonolysis reaction[?], nucleophilic substitution, halogenation of an alkyl[?], hydration and dehydration.
		Here is a series of reactions that a chemist can perform to change molecules in a defined way: Beckmann rearrangement, Friedel-Craft-Alkylation, Diels-Alder reaction, Pinner reaction, Sharpless epoxidation, Sharpless bishydroxylation, Swern oxidation
		As seen here, specific reactions are sometimes named after the chemist who developed them.
	www.ebroadcast.com.au /lookup/encyclopedia/or/Organic_reaction.html (178 words)

	Swern oxidation (Site not responding. Last check: 2007-11-03)
		Do you think the residue of TBAF, which is difficult to remove during the workup or chromatography, will decompose the intermediate of Swern oxidation reaction.
		My experience with large scale Swern is that keeping the internal temperature at -78C is pretty important.
		I find that to be very effective in large scale oxidation and gives comparable yields as the Swern oxidation without the temperature issue.
	www.chemicalforums.com /index.php?topic=10267.msg49220 (461 words)

	[No title]
		• Swern oxidation Marx, M.; Tidwell, T. Reactivity-selectivity in the Swern oxidation of alcohols using dimethyl sulfoxide-oxalyl chloride.
		Tidwell, T. Oxidation of alcohols to carbonyl compounds via alkoxysulfonium ylides: The Moffatt, Swern and related reactions.
		L.1 The Oxidation of Steroidal Allylic Alcohols with Manganese Dioxide.
	www.udel.edu /chem/fox/chem634/2004Chem634RefWk2.doc (638 words)

	esm_bruice_organic_4\|More About Oxidation–Reduction Reac\|Quiz 2
		Which of the following cyclohexane-1,2-diols is the least reactive toward oxidation with periodic acid?
		Which of the following are the reagents for the Swern oxidation?
		Which sequence of reactions would convert a carboxylic acid n carbons to a primary amine with n atoms?
	wps.prenhall.com /esm_bruice_organic_4/0,7842,743647-,00.utf8.html (282 words)

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