Homework Answers
Answer:
This reaction is called Oxymercuration.
Oxymercuration on alkyne give ketone as product as shown in this reaction.
- As the alkyne is nucleophilic , the Hg+ will co-ordinated with the alkyne and then water molecule attack that species at the more substituted site.
- Then, the proton get removed and Keto-Enol tautomerism take place giving a ketone with mercury attach at the terminal.
- A weak nucleophile is enough to remove the mercury, in acidic medium.Thus, on upon reaction with H2SO4 , the H+ will protonate the oxygen and HSO4- (weak nucleophile) generated will remove mercury giving an enol.
- Again Keto-Enol tautomerism will take place leading to our desired ketone.
![COCH Answer: the insoy Moson Mechaniscy [Arrow pushing] hy someone z e net Msa weak nucleophile enough to nertove](http://img.homeworklib.com/questions/1419ef40-7180-11ea-b4cd-2183484b93e6.png?x-oss-process=image/resize,w_560)
Add Answer to:
CECH HO, H,SO4 HgSO4 Alkynes do not react directly with aqueous acid as do alkenes, but...
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...
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...
need help with last hw problems, please explain and the answers thank you O Rank the...
need help with last hw problems, please explain and the
answers thank you
O Rank the substituents below from hiahest priority to lowest using the Cann-ingold, Prelog sequence rules. B. -OH A. A>D>C>B B. B>D>A>C A.-CEN C. A>B>D>C D. D>B>A>C C.-CECH D. C.CH 7. The regiochemistry of hydroboration/oxidation of alkenesis A. Markovnikov. B. Anti-Markovnikov. C. Subject to solvent effects. D. Unrelated to alkene structure. 8. Assign the correct E or Z. cis or trans configuration to the following structure. OH...
Hi can someone show me the mechanism of A for enol/keto reaction of an alkyne? I'm...
Hi can someone show me the mechanism of A for enol/keto
reaction of an alkyne? I'm having trouble visualizing where the
elements are added to the triple bond or how it breaks down to a
double bond.
11.14 Reaction with H,O, H,SO, and H3SO, adds the oxygen to the more substituted carbon. Reaction with [1] R,BH, [2] H,O2, OH adds the oxygen to the less substituted carbon Н2о Forms a ketone. H20 is added with the O atom on the...
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...
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...
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...
(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...
just need (e) to (h) 5. Molecules with an-OH group directly bonded to a C-C sp...
just need (e) to (h)
5. Molecules with an-OH group directly bonded to a C-C sp hybridized carbon are called "enol"'s. The types of chemical reactions which enols undergo are substantially different from those of normal alcohols. By considering the Brensted-Lowry and Lewis acid/base reactivity of an enol, you can predict a few of these differences. (a) Ethenol, the simplest "enol", can react as a BL. base in three different places, by gaining a proton at either of the two...
How to solve alkene and alkyne reactions - Merdanym i Act antalyzod Hrdian ca Come Lazarmistry...
How to solve alkene and alkyne reactions
- Merdanym i Act antalyzod Hrdian ca Come Lazarmistry I V WORKSHOP #9 Alkenes, Alkynes, Reactions 1. Give a reasonable mechanism for the following reaction. Clearly show intermediates and show the movement of electron pairs with curved arrows. all сна H20. (H2SO4) H₃C CH₂ нас он H3CX сна 2. The addition of HBr to 2-methylpropene can, in principle, give either 1-bromo-2- methylpropane or 2-bromo-2-methylpropane. In reality, only the latter is formed. Show mechanisms...
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...
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...
need help with last hw problems, please explain and the
answers thank you
O Rank the substituents below from hiahest priority to lowest using the Cann-ingold, Prelog sequence rules. B. -OH A. A>D>C>B B. B>D>A>C A.-CEN C. A>B>D>C D. D>B>A>C C.-CECH D. C.CH 7. The regiochemistry of hydroboration/oxidation of alkenesis A. Markovnikov. B. Anti-Markovnikov. C. Subject to solvent effects. D. Unrelated to alkene structure. 8. Assign the correct E or Z. cis or trans configuration to the following structure. OH...
Hi can someone show me the mechanism of A for enol/keto
reaction of an alkyne? I'm having trouble visualizing where the
elements are added to the triple bond or how it breaks down to a
double bond.
11.14 Reaction with H,O, H,SO, and H3SO, adds the oxygen to the more substituted carbon. Reaction with [1] R,BH, [2] H,O2, OH adds the oxygen to the less substituted carbon Н2о Forms a ketone. H20 is added with the O atom on 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...
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...
(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...
just need (e) to (h)
5. Molecules with an-OH group directly bonded to a C-C sp hybridized carbon are called "enol"'s. The types of chemical reactions which enols undergo are substantially different from those of normal alcohols. By considering the Brensted-Lowry and Lewis acid/base reactivity of an enol, you can predict a few of these differences. (a) Ethenol, the simplest "enol", can react as a BL. base in three different places, by gaining a proton at either of the two...
How to solve alkene and alkyne reactions
- Merdanym i Act antalyzod Hrdian ca Come Lazarmistry I V WORKSHOP #9 Alkenes, Alkynes, Reactions 1. Give a reasonable mechanism for the following reaction. Clearly show intermediates and show the movement of electron pairs with curved arrows. all сна H20. (H2SO4) H₃C CH₂ нас он H3CX сна 2. The addition of HBr to 2-methylpropene can, in principle, give either 1-bromo-2- methylpropane or 2-bromo-2-methylpropane. In reality, only the latter is formed. Show mechanisms...
Most questions answered within 3 hours.
-
1. What is the meaning of the term communication style?
2. What are the benefits to...
asked 43 minutes ago -
9.) You are buying a car that cost $26,500. You make payments of
$412 each month...
asked 1 hour ago -
. Suppose a discrete random variable has probability
distribution
P(x) = .2 if x = 0...
asked 2 hours ago -
Problem #1
The area between Z = 0 and Z = 2.50
The area between Z...
asked 1 hour ago -
Under the influence of its drive force, a snowmobile is moving
at a constant velocity along...
asked 2 hours ago -
Why do organizations decline? What steps can top
management take to halt, decline, and restore organizational...
asked 2 hours ago -
What mechanisms Drive speciation??
(I.e. what was Dawins theory on the orgin of species, and how...
asked 4 hours ago -
The manager at a car assembly plant believes that the mean
assembly time for a car...
asked 5 hours ago -
Which of the following is true of electron capture?
A) It decreases the nuclide's mass number...
asked 6 hours ago -
Assuming an efficiency of 43.10%, calculate the actual yield of
magnesium nitrate formed from 114.9 g...
asked 7 hours ago -
The highly pathogenic bacterium Clostridium
perfringens causes gangrene, a disease that results in the
destruction of...
asked 9 hours ago -
In the context of situation analysis, which of the following is
a category for analysis in...
asked 8 hours ago