Which statement below is incorrect? Hydrogenation of an alkene occurs in a syn- fashion Carbocation rearrangement...
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Which statement below is incorrect?
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Hydrogenation of an alkene occurs in a syn- fashion
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Carbocation rearrangement cannot occur during the acid-catalyzed
addition of an alcohol across an alkene
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in an electrophilic addition of HBr to an alkene, bromide can add to either
face of the carbocation.
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None of the above
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Homework Answers
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Which statement below is incorrect?
Hydrogenation of an alkene occurs in a syn- fashion
Carbocation rearrangement...
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the...
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the formation of alcohols. H2SO4/H2O > 150°C Mechanism Major Product Acid catalyzed dehydration goes through a carbocation intermediate. This means that the Markovnikov product is obtained when carbocation rearrangements do not occur. The need for excessively high temperatures makes this reaction of limited use in laboratory synthesis. Oxymercuration - Oxymercuration involves the addition of Hg to the alkene using mercury (II) acetate Hg(OAc) followed by...
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H+ adds to the sp2 carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol. Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water. To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can instead be treated with mercury(II) acetate in aqueous THF and then subsequently...
2 problems 1. Hg(OAC)2, H20 2. NaBHg CH3 H3C H₃C Acid-catalyzed addition of water to an...
2
problems
1. Hg(OAC)2, H20 2. NaBHg CH3 H3C H₃C Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic add carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the produc Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water. To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can instead be treated with mercury...
Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry
Acid-catalyzed addition of water to an alkene yields an alcohol
with Markovnikov regiochemistry. The electrophilic H+ adds to the
sp^2 carbon with the most hydrogens to yield the most stable
carbocation intermediate, which then adds water to give the product
alcohol. To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can instead be treated with mercury(II) acetate in aqucous THF and then subsequently reduced with sodium borohydride. This reaction proceeds through a cyclic mercurinium ion intermediate which...
1. Hg(OAc)2, H20 2. NaBHA CH3 M HC CHE нас Acid-catalyzed addition of water to an...
1. Hg(OAc)2, H20 2. NaBHA CH3 M HC CHE нас Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H adds to the sp carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol. Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can...
CH3 CH3 1. Hg(OAC), H20 2. NaBH НО, І CH3 CH, Hoc H₃C/ Acid-catalyzed addition of...
CH3 CH3 1. Hg(OAC), H20 2. NaBH НО, І CH3 CH, Hoc H₃C/ Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H adds to the sp carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol. Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water. To avoid the possibility of rearrangement and still give a Markovnikov...
(Review Topics 1. Hg(OAC)2, H20 2. NaBH, . H2O OH CHI CH3 H3C H3C Hoc Acid-catalyzed...
(Review Topics 1. Hg(OAC)2, H20 2. NaBH, . H2O OH CHI CH3 H3C H3C Hoc Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov repiochemistry. The electrophilic adds to the sp? carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water To avoid the possibility of rearrangement and still give a...
Alkene reaction and mechanisms practice exercise 1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic...
Alkene reaction and mechanisms practice exercise
1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. но Br2 na + HBT Br 27) Provide a detailed,...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition of the proton to one face of the alkene with simultaneous delivery of a bromide ion from a different molecule of H-Br. 11. Which compound is the strongest nmucleophile for reaction of methane methanesulfonate (CHOS0.CH) in methanol at room temperature? (You may assume that everything is soluble in methanol) (A) potassium bromide (B) cesium iodide (C) sodiam chloride (D) lithium flaoride 12. Which proton...
ASU important unanisWL before leaving class d draw the carbocation od the alkene shown below. ebo...
ASU important unanisWL before leaving class d draw the carbocation od the alkene shown below. ebo BroUDU 52 Additional Questions: 16. a) Use curved arrows to illustrate electron movement, and drawi intermediate first formed from the reaction of HBr and the alke Toro 15 OD 901 915 Molebo Br + HBr om ni + HBO B oobs 3 dezodos los bruogma of babbsalo D o no sol bbs Hmont Hori bib node Vods wens OV no bag o ubora 2010...
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the formation of alcohols. H2SO4/H2O > 150°C Mechanism Major Product Acid catalyzed dehydration goes through a carbocation intermediate. This means that the Markovnikov product is obtained when carbocation rearrangements do not occur. The need for excessively high temperatures makes this reaction of limited use in laboratory synthesis. Oxymercuration - Oxymercuration involves the addition of Hg to the alkene using mercury (II) acetate Hg(OAc) followed by...
2
problems
1. Hg(OAC)2, H20 2. NaBHg CH3 H3C H₃C Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic add carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the produc Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water. To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can instead be treated with mercury...
1. Hg(OAc)2, H20 2. NaBHA CH3 M HC CHE нас Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H adds to the sp carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol. Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water To avoid the possibility of rearrangement and still give a Markovnikov alcohol, alkenes can...
CH3 CH3 1. Hg(OAC), H20 2. NaBH НО, І CH3 CH, Hoc H₃C/ Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov regiochemistry. The electrophilic H adds to the sp carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol. Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water. To avoid the possibility of rearrangement and still give a Markovnikov...
(Review Topics 1. Hg(OAC)2, H20 2. NaBH, . H2O OH CHI CH3 H3C H3C Hoc Acid-catalyzed addition of water to an alkene yields an alcohol with Markovnikov repiochemistry. The electrophilic adds to the sp? carbon with the most hydrogens to yield the most stable carbocation intermediate, which then adds water to give the product alcohol Because a carbocation intermediate is formed, rearrangements can occur prior to the addition of water To avoid the possibility of rearrangement and still give a...
Alkene reaction and mechanisms practice exercise
1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. но Br2 na + HBT Br 27) Provide a detailed,...
(C) Protonation of alkene to form a carbocation followed by addition of bromide ion (D) Addition of the proton to one face of the alkene with simultaneous delivery of a bromide ion from a different molecule of H-Br. 11. Which compound is the strongest nmucleophile for reaction of methane methanesulfonate (CHOS0.CH) in methanol at room temperature? (You may assume that everything is soluble in methanol) (A) potassium bromide (B) cesium iodide (C) sodiam chloride (D) lithium flaoride 12. Which proton...
ASU important unanisWL before leaving class d draw the carbocation od the alkene shown below. ebo BroUDU 52 Additional Questions: 16. a) Use curved arrows to illustrate electron movement, and drawi intermediate first formed from the reaction of HBr and the alke Toro 15 OD 901 915 Molebo Br + HBr om ni + HBO B oobs 3 dezodos los bruogma of babbsalo D o no sol bbs Hmont Hori bib node Vods wens OV no bag o ubora 2010...
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