OHH2SO4H3C-CH-CH2-CH3H3C-CH=CH-CH3H20+Acid-catalyzed dehydration of 2-butanol yields 2-butene as the major product. Draw curved arrows to show the movement of electrons in this step ofthe reaction mechanism.Arrow-pushing InstructionsHH3C-CH-C-CH-CH3H3C-CH=CH-CH3H-Ö-H

Given reaction is : Given incomplete mechanism is : Complete the curved arrow mechanism = ?

Answered: OH H,SO4 H3C-CH-CH2-CH3 H3C-CH=CH-CH3…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter6: Reactions Of Alkenes

Section: Chapter Questions

Problem 6.15P

See similar textbooks

Similar questions

True or false? 2-bromo-2-methylpropane undergoes SN1 rather than SN2 because the nucleophile experiences steric hindrance, and a stable carbocation can be formed. When hydroxide ion reacts with 1-chloropropane the main product is 1-propanol.
Explain and detail the reaction mechanism: NaBr + H2O + n-butyl alcohol = ?
When (CH3CH2)3CBr is added to CH3OH at room temperature, the major product is (CH3O)C(CH2CH3)3 and a minor product is CH3CH=C(CH2CH3)2. Propose a mechanism for the product that is formed by the substitution reaction. Use curved arrows to show the movement of electrons.
-Name the correct mechanism via arrow pushing -name each mechanism -name each minor and major products (1R,2S)-1-iodo-2-methylcyclohexane + ethanol/DMSO/stirred 3 days
The following series of reaction steps will yield __________. 1) But-1-yne plus NaNH2; 2) the product of Step 1 plus Butanone; 3) followed by H3O+ 3-methyl-hept-4-yne-3-ol formic acid, propanal and butan-2-ol an octane-based compound containing both a ketone and an alkyne CO2, propanoic acid and buta-1,2-dione 4-methyl-hept-4-yne-1-ol
For each reaction, give the expected substitution product and predict whether the mechanism will be first order (SN1) or second order (SN2): a) 2-chloro-2-methylbutane + CH3COOH b) isobutyl bromide + NaOMe c) 1-iodo-1-methylcyclohexane + CH3CH2OH Q3. 2-Bromopentane, when treated with ‎ alcoholic KOH yields a mixture of three alkenes A, B and C. Identify A, B and C. Which is predominant?
When 1,2-cyclohexanediol is dehydrated in the presence of concentrated sulfuric acid, the major product is not an alkene. Instead, you get cyclohexanone. Write a reasonable and detailed mechanism for the dehydration of 1,2-cyclohexanediol to form cyclohexanone. Use curved arrows to show the flow of electrons and draw the structures of all intermediates and byproducts formed in the course of this reaction as well as any alternative resonance structures that will help you to account for the formation of the major product observed in this reaction.
Propene reacts with hydrogen bromide (HBr) at room temperature to produce, 1-bromopropane and 2-bromopropane. H2C=CHCH3 + HBr → CH2(Br)CH2CH3 + CH3CH(Br)CH3 Draw out the reaction mechanism of the reaction between propene and hydrogen bromide to produce 2-bromopropane. Use curly arrows to show the movement of electrons. The description should be detailed and must include the type of bond fission that takes place. You may sketch and insert suitable diagrams to aid your description if you wish. Referring to the above mechanism, explain why two products are formed in the reaction between propene and hydrogen bromide?
Using only 1-bromobutane as a carbon source in your reactions, propose a synthesis of 4-methyl-hexan-3-ol. The reaction mechanism is not required.
iii) 2-Bromo-2-cyclopropylpropane will undergo an SN1 reaction called solvolysis in methanol to give several products, two of which are shown below. Use curly arrows to show how the formation of these two products occurs mechanistically.
Rearrangements can occur during the dehydration of 1° alcohols even though no 1° carbocation is formed—that is, a 1,2-shift occurs as the C— OH2+ bond is broken, forming a more stable 2° or 3° carbocation, as shown in Equation [1]. Using this information, draw a stepwise mechanism for the reaction shown in Equation [2]. We will see another example of this type of rearrangement in Section 16.5C.
What are the reaction products of (R)-3-methylcyclohexene in the reaction sequence of hydroboration-oxidation: I- (1S,2R)-2-methylcyclohexanol + (1R,2R)-2-methylcyclohexanol, barely II- (1S,2R)-2-methylcyclohexanol + (1R,2S)-2-methylcyclohexanol, barely III- (1S,3R)-3-methylcyclohexanol + (1R,3R)-3-methylcyclohexanol, barely IV- (1S,3R)-3-methylcyclohexanol + (1S,3S)-3-methylcyclohexanol, barely V- Alternatives I and III contain the reaction products VI- nda

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS

OH H,SO4 H3C-CH-CH2-CH3 H3C-CH=CH-CH3 H20 Acid-catalyzed dehydration of 2-butanol yields 2-butene as the major product. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. Arrow-pushing Instructions H H3C-CH-CH-CH3 H3C-CH=CH -CH3 H-o*-H H-ö-H