Hydroboration-oxidation reaction

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	Hydroboration-oxidation reaction - Wikipedia, the free encyclopedia
		Hydroboration-oxidation is an anti-Markovnikov reaction, with the hydroxyl group attaching to the lesser substituted carbon.
		In organic chemistry, the hydroboration-oxidation reaction is a two-step organic chemical reaction that converts an alkene into a neutral alcohol by the net addition of water across the double bond.
		Oxymercuration-reduction is another reaction that converts an alkene into an alcohol.
	en.wikipedia.org /wiki/Hydroboration-oxidation_reaction (577 words)

	Reduction Reaction
		Half-reaction A "half reactions" is either the oxidation or reduction reaction component of a redox reaction redox reaction.
		A half reactions is either the oxidation or reduction reaction component...
		The half reaction at the cathode is called reduction and the metal is said to be reduced.
	www.mowsreduction.com /reductionreaction (973 words)

	Organic reaction - Wikipedia, the free encyclopedia
		In Condensation reactions a small molecule, usually water, is split off when two reactants combine in a chemical reaction.
		The basic organic chemistry reaction types are addition reactions, elimination reactions, substitution reactions, rearrangement reactions and organic redox reactions.
		The opposite reaction, when water is consumed in a reaction, is called hydrolysis.
	en.wikipedia.org /wiki/Organic_reaction (521 words)

	Hydroboration-Oxidation - Organic Chemistry Lab - Dr. Sundin - UWP
		The oxidation of alkyl boranes is considered to occur with retention of configuration of the carbon atom.
		Hydroboration is considered to be: anti-Markovnikov; regioselective; and a syn addition.
		Define: alkyl borane, anti-Markovnikov, diborane, hydroboration, pyrophoric, regioselective, syn addition.
	www.uwplatt.edu /~sundin/361/361h-bh3.htm (247 words)

	Reference.com/Encyclopedia/Electrophilic addition
		In organic chemistry, an electrophilic addition reaction is an addition reaction where in chemical compound a pi bond is removed by the creation of two new covalent bonds.
		In all asymmetric addition reactions to carbon regioselectivity is important and often determined by Markovnikov's rule.
		The exact nature of the electrophile and the nature of the positively charged intermediate is not always clear and depends on reactants and reaction conditions.
	www.reference.com /browse/wiki/Electrophilic_addition (218 words)

	Markovnikov's rule (Organic chemistry) - Wikibooks, collection of open-content textbooks
		The hydroboration/oxidation reaction yields this, as do reactions that are conducted in peroxides.
		Reactions can be run to give the opposite of the expected product, yielding what is called anti-Markovnikov addition.
		The product of a reaction that follows Markovnikov's rule is called a Markovnikov product.
	en.wikibooks.org /wiki/Markovnikov's_rule_(Organic_chemistry) (446 words)

	Exp8revised.doc
		Oxidation is a stereospecific reaction that proceeds with a retention of configuration of the boron to which the alkyl groups are bonded, and produces a tri-alkoxy borane product.
		As demonstrated, the reaction occurs by a mechanism in which the most stable carbocation is formed, an energetically favorable condition, regardless of the classification of the reaction as being either Markovnikov or anti-Markovnikov.
		The hydroxide compound serves as a catalyst in the reaction by deprotonating the peroxide, which in turn reacts with the tri-alkyl borane compound to generate the tri-alkoxy borane compound.
	www.people.virginia.edu /~tw8h/241/Exp8revised.doc (3394 words)

	Untitled Document
		We have covered the hydroboration/oxidation reaction extensively in lecture.
		Get a 5 mL conical-bottomed reaction vial and a small magnetic stir bar from the drying oven, put the bar in the vial, and quickly fit the vial with a septum and screw cap.
		Now you will see how the reaction works in the laboratory by performing it on the the terminal alkene, 1-octene.
	web.centre.edu /muzyka/organic/lab/HYDROBORATION.htm (396 words)

	Aldehydes and Ketones Chemistry Professor - Organic, Inorganic, High School, College, Chemistry Tutor - ChemistryProfessor.com
		The steps in the iodoform reaction: oxidation, halogenation, and cleavage are addressed in such a manner as to clarify the key structures that will allow this reaction.
		Other reactions of carbonyls are addressed: reactions in a strong acid, oxidation, reduction (using Clemmensen, Wolff-Kishner, 9-BBN, sodium borohydride, and lithium aluminum hydride), the Grignard addition, and reaction with water.
		The reactions of aldehydes and ketones with Schiff’s bases produce a variety of compounds that may be easily identified by their melting points and sometimes by their appearance.
	chemistryprofessor.com /Aldehydes_and_Ketones.htm (564 words)

	Chapter 6: C=C + BH3
		A CHIME image of the transition state for the reaction with propene is shown to the right.
		Although a carbocation is not involved, the reaction occurs as if the electrophilic B atom were making the more stable carbocation.
		An acid / base reaction to form the alcohol.
	www.chem.ucalgary.ca /courses/351/Carey/Ch06/ch6-6.html (265 words)

	Media Portfolio
		The first step of the reaction is analogous to the first step of halogenation, the double bond attacks a molecule of the halide to form a three membered intermediate halonium ion.
		The reaction has a syn stereochemistry where the OH and the hydrogen will be added to the same side of the double bond.
		This is the reverse reaction of the dehydration of alcohols.
	wps.prenhall.com /wps/media/objects/340/348272/wade_ch08.html (2349 words)

	OhioLINK ETD: Lapinsky, David
		A hydroboration-oxidation / Mitsunobu reaction sequence was performed on select g-amino olefin cyclization products to form 3-azabicyclo[4.3.0]nonane and 2-azabicyclo[3.3.1]nonane frameworks.
		The Suzuki cross-coupling reaction of olefinic aziridines proved to be an effective route for the synthesis of C-2 aziridine-allylsilanes and substituted aziridines.
		We observed that connection of C-2 of an allylsilane to a tethered aziridine ring yields exocyclic g-amino olefins and desilylated azabicyclo[x.2.1]-systems upon cyclization with BF3.OEt2.
	rave.ohiolink.edu /etdc/view?acc_num=osu1038954949 (336 words)

	Hydroboration-oxidation reaction - Encyclopedia Glossary Meaning Explanation Hydroboration-oxidation reaction
		A hydroboration-oxidation reaction is a chemical reaction found in organic chemistry and is used to add a hydroxyl group (OH) and a hydrogen cation (H
		Hydroboration-oxidation reaction - Encyclopedia Glossary Meaning Explanation Hydroboration-oxidation reaction.
		The orginal Hydroboration-oxidation reaction article can be editet
	www.encyclopedia-glossary.com /en/Hydroboration-oxidation-reaction.html (110 words)

	Albion College Library
		Developing this hydroboration-oxidation reaction is very important for both its synthetic and environmental aspects.
		Substrate, Stoichiometry and Solvent: Exploring a New Coupling Reaction Observed During the Oxidation of Organoboranes in Water
		This was done by hydroborating an alkene and then oxidizing a constant amount of the trialkylborane with varied amounts of potassium permanganate.
	www.albion.edu /library/Elkin_Isaac/symposium_detail.asp?GroupID=227 (213 words)

	Hydroboration-Oxidation Report Sheet
		Which part of the mechanism covers hydroboration and which covers oxidation?
		Write the structure of the product expected from hydroboration-oxidation of
		Write a reaction for the preparation of 3,3-dimethyl-1-butanol from 3,3-dimethyl-1-
	www.hartnell.cc.ca.us /faculty/shovde/chem12b/borreport.htm (98 words)

	Category:Organic reaction - Art History Online Reference and Guide
		Category:Organic reaction - Art History Online Reference and Guide
		Category:Organic reaction - Your Art History Reference Guide!
	www.arthistoryclub.com /art_history/Category:Organic_reaction (39 words)

	Energy Citations Database (ECD) - Energy and Energy-Related Bibliographic Citations
		990000 -- General & Miscellaneous ;100200 -- Synthetic Fuels-- Production-- (1990-); BORANES-- CHEMICAL REACTIONS;CYCLOALKENES-- CHEMICAL REACTIONS;CYCLOALKENES-- OXIDATION;PENTANOLS-- SYNTHESIS;SCIENTIFIC PERSONNEL-- EDUCATION; CHEMICAL REACTION YIELD;LABORATORIES
	www.osti.gov /energycitations/product.biblio.jsp?osti_id=7000087 (101 words)

	Student Doctor Network Forums - Hydroboration Question
		all you have to remember for the hydroboration oxidation reaction is that the alcohol is added in an anti-markovnikov fashion.
		All you have to know is that if you see BH3/THF then you know that the reaction is hydroboration and oxidation, and it is used to make alcohols.
		Either way, to the OP--you don't have to know if BH3 acts as a Lewis acid or base...in fact, you don't even really have to know the mechanism of this reaction.
	forums.studentdoctor.net /showthread.php?s=83f6bd9d46fe6aa9d79b70bbac9cffbc&t=187695 (101 words)

	Chemical Reactivity
		Since the hydroboration procedure is most commonly used to hydrate alkenes in an anti-Markovnikov fashion, we also need to know the stereoselectivity of the second oxidation reaction, which substitutes a hydroxyl group for the boron atom.
		The hydroboration reaction is among the few simple addition reactions that proceed cleanly in a syn fashion.
		Independent study has shown this reaction takes place with retention of configuration so the overall addition of water is also syn.
	www.cem.msu.edu /~reusch/VirtualText4/addene2.htm (101 words)

	Exp8revised.doc
		The hydroboration-oxidation mechanism is in actuality comprised of two distinct steps of reaction, the first involving the hydroboration of 1-octene and the second involving the oxidation of the organo-borane formed from the previous step.
		However, in the hydroboration experiment, as stated, the addition of H occurs on the most substituted carbon of the double bond.
		This phenomenon of addition is known as anti-Markovnikov addition, and the rational behind this observed reaction specificity is that it occurs so as to produce the most stable carbocation with the least rate determining energy of activation.
	www.people.virginia.edu /~tw8h/241/Exp8revised.doc (101 words)

	Synthesis of Alcohols
		Hydroboration followed by Oxidation will produce an alcohol.
		The reaction follows the Anti-Markovnikov Rule and the reaction is regioselective producing the least substituted alcohol.
		Alternatively, the Organoborane can be oxidized to produce an alcohol.
	members.aol.com /logan20/alc_syn.html (101 words)

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Topic: Hydroboration-oxidation reaction

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