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Alkenes can be converted to alcohols by reaction with mercuric acetate to form a...

Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ?-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C?Hg bond to a C?H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting, by products. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.


Neutral produst (s) of oxymercuration. Include stereoisomers, if any

image from custom entry tool HG(OOCCH3)2

----------------->

H2O,THF





Alcohol product (s) of demercuration. Include stereoisomers, if any



NaBH4

------->

HO-







Select all that apply: The alcohol product(s) of the reaction is characterized as being


_____ R,R

_____ R,S (and/or S,R)

_____ S,S

_____ achiral

_____ racemic

_____ diastereomers

_____ R

_____ S
0 0
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Answer #1
In organic chemistry, an alkene, olefin, or olefine is an unsaturated chemical compound containing at least one carbon-to-carbon double bond.[1] The simplest acyclic alkenes, with only one double bond and no other functional groups, form an homologous series of hydrocarbons with the general formula CnH2n.[2]
The simplest alkene is ethylene (C2H4), which has the International Union of Pure and Applied Chemistry (IUPAC) name ethene. Alkenes are also called olefins (an archaic synonym, widely used in the petrochemical industry). For bridged alkenes, the Bredt's rule states that a double bond cannot be placed at the bridgehead of a bridged ring system, unless the rings are large enough. Aromatic compounds are often drawn as cyclic alkenes, but their structure and properties are different and they are not considered to be alkenes.
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Answer #3
Following up on Nucleophiles and Electrophiles, here’s a common question students have about nucleophilicity: What’s the difference between nucleophicity and basicity? Great, great question. First of all, remember that basicity is a subset of nucleophilicity. All nucleophiles are Lewis bases; they donate a lone pair of electrons. A “base” (or, “Brønsted base”) is just the [...]
Tagged as: acids, bases, basicity, electrophiles, kinetic, nucleophiles, nucleophilicity, rates, thermodynamic
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Nucleophiles and Electrophiles

All through the series on understanding where electrons are, and how they flow, we’ve been talking about how the basis of chemistry is that opposite charges attract and like charges repel, and that in reactions, electrons flow from “electron rich” areas to “electron poor” areas. Today, we’ll officially give a name to the types of [...]
Tagged as: acids, bases, electrophiles, electrophilicity, lewis acids, lewis bases, nucleophiles, nucleophilicity
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Interview: How Jay Got an A+ In Organic Chemistry

“Jay” (not his real name) wrote the other day with this note. I just finished up Organic II. I wanted to thank you for creating this great resource, it’s helped me immensely not only to have a better grasp and understanding of organic chemistry, but it’s also helped to foster a passionate interest in the [...]
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