I cannot understand why two results Substitution reactions: SN1 + stereochemistry (aim 2+3)Task 3. Draw the mechanism and the product(s) from the following SN1reaction(S)-1-iodo-1,3,3-trimethylcyclopentaneBr"Br+BrشادBr(S)-1-bromo-1,3,3-trimethylcyclopentane(R)-1-bromo-1,3,3-trimethylcyclopentane

Step 1: Step 2: Step 3: Step 4:

Answered: Substitution reactions: SN1 +…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.SE: Something Extra

Problem 51AP

See similar textbooks

Similar questions

Complete the curved arrow mechanism of the following double elimination reaction when 1,2-dibromopropane is treated with two equivalents of sodium amide and heated in mineral oil. a) Use three curved arrows to show the elimination of the first hydrogen bromide. HN: H 19 H : Br H ↑ b) Use three curved arrows to show the elimination of the second hydrogen bromide. : Br | H H : B H H
Q5
Please correct them and use the structural form the way it's written. Whether a mechanism type/product/stereochemistry is missing,
(2R,3R)-2,3-dibromopentane Drag the appropriate labels to their respective targets. H Br H3C C-C CH₂CH3 Reset H
Which of the names below is a correct systematic name for the compound shown? QCH3 (6S,7 R)-7-methoxy-6-methyloct-1-ene O (2 R,3S)-2-methoxy-3-methyloct-7-ene O (65,7R)-6,7-dimethyl-6-oxooct-1-ene O (2S,3R)-2-methoxy-3-methyloct-7-ene
Q1. For each reaction, give the expected substitution product and predict whether the mechanism will be first order (S,1) or second order (S,2): a) 2-chloro-2-methylbutane + CH,COOH b) isobutyl bromide + NaOMe c) 1-iodo-1-methylcyclohexane + CH;CH,OH
+ H-Br Energy I 3. H-Br addition to 3-methylbut-1-ene forms 2-bromo-2-methylbutane as the major addition product. 1) Draw the step-by-step mechanism by which 3-methylbut-1-ene is converted into 2-bromo-2-methylbutane. A step-by-step mechanism shows i) the electron pushing arrows for each chemical step, ii) draws each intermediate or product formed by a chemical step and iii) specifies non-zero formal charges. (****Draw your mechanism so that you use the H-Br + 3-methylbut-1-ene (left edge below the graph template) as your reactants and finish your mechanism using the 2-bromo-2- methylbutane (right edge below the graph template) as your product****). 2) Sketch a reaction coordinate diagram that shows how the internal energy (Y- axis) of the reacting species change from reactants to intermediate(s) to product. Each step in a mechanism starts with the reactants of that step, crosses a transition state (an energy maximum) to form the products of that step. Position the relevant local…
tion 2- 17) The two chair conformations of trans-1-bromo-2- tert-butylcyclohexane are shown. Identify (circle) which hydrogen will be removed upon an E2 elimination reaction when treated with KOtBu base. (pick one H atom) t-Bu H H * H. H Br H t-Bu Br H- H H
Predict the structure of the major product formed by 1,2-addition of HCl to 2,3,5-trimethyl-2,4-hexadiene.
Q4. Why does adding HBr to vinylcyclopentane never produce 2-bromoethylcyclopentane? Instead, the major product is 1-bromo-1-ethylcyclopentane. Identify and name the minor product of this reaction. Draw the reaction mechanisms leading to both major and minor products. Show all intermediates and electron movements with arrows. H-Br Br. ? +
Elimination reactions of cis-and trans-1-bromo-2-methylcyclohexanes with NaOEt in E1OH can give the same or different main product, 1-methylcyclohexene (1) or 3-methylcyclohexene (2). Which of (a)-(d) indicates the main products? Br Br NaOEt NaOEt ELOH ELOH Me `Me Me Me cis 1 2 trans A. 1 both from the cis and trans substrate B. 2 both from the cis and trans substrates C. 1 from the cis and 2 from the trans substrate D. 2 from the cis and 1 from the trans substrate
Q1. For each reaction, give the expected substitution product and predict whether the mechanism will be first order (Syl) or second order (SN2): a) 2-chloro-2-methylbutane + CH3COOH b) isobutyl bromide + NaOMe c)l-iodo-l-methylcyclohexane + CH3CH,OH

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS

Substitution reactions: SN1 + stereochemistry (aim 2+3) Task 3. Draw the mechanism and the product(s) from the following SN1 reaction (S)-1-iodo-1,3,3- trimethylcyclopentane Br "Br + Br شاد Br (S)-1-bromo-1,3,3- trimethylcyclopent ane (R)-1-bromo-1,3,3- trimethylcyclopent ane