Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
expand_more
expand_more
format_list_bulleted
Question
Chapter 24, Problem 37P
Interpretation Introduction
(a)
Interpretation: The all metathesis products formed from the given alkene substrates are to be drawn, and an explanation that corresponds to the synthetic use of alkene metathesis reaction with two different
Concept introduction: Alkene metathesis generally known as olefin metathesis occurs in the presence of Grubbs catalyst. The overall reaction involves cleavage of two
Interpretation Introduction
(b)
Interpretation: The all metathesis products formed from the given alkene substrates are to be drawn, and an explanation that corresponds to the synthetic use of alkene metathesis reaction with two different alkenes is to be stated.
Concept introduction: Alkene metathesis generally known as olefin metathesis occurs in the presence of Grubbs catalyst. The overall reaction involves cleavage of two
Interpretation Introduction
(c)
Interpretation: The all metathesis products formed from the given alkene substrates are to be drawn, and an explanation that corresponds to the synthetic use of alkene metathesis reaction with two different alkenes is to be stated.
Concept introduction: Alkene metathesis generally known as olefin metathesis occurs in the presence of Grubbs catalyst. The overall reaction involves cleavage of two
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Using Zaitsev's rule, choose the most stable alkene among the following.
Draw out the structures of each of the options then select the correct answer.
Recall that Zaitsev's Rule is about alkene stability. The trend for this is similar to the
trend for carbocation stability. Either more or fewer groups on the alkene (and the
carbocation) make it more stable. This question is wanting you to remember if it's
more or fewer.
A) 1,2-dimethylcyclohexene
B) 1,6-dimethylcyclohexene
C)
cis-3,4-dimethylcyclohexene
D) They are all of equal stability according to Zaitsev's rule.
Provide the major dehydration product of the following reaction.
Recall which of the four substitution and elimination reactions a dehydration is.
Before you do your S# or EF mechanism, remember what heteroatoms do in the
presence of an acid (aka-the-OH is a bad leaving group, but protonating it might
turn it into a good one).
Don't forget to apply the concept from the previous question.
OH
Ht
A
Metathesis reactions can be carried out with two different alkene substrates in one reaction mixture. Depending on the substitution
pattern around the C= C, the reaction may lead to one major product or a mixture of many products. For each pair of alkene
substrates, draw all metathesis products formed. (Disregard any starting materials that may also be present at equilibrium.) With
reference to the three examples, discuss when alkene metathesis with two different alkenes is a synthetically useful reaction.
a.
CH;CH2CH=CH2
b.
C.
CH,CH,CH,CH=CH,
Metathesis reactions can be carried out with two different alkene substrates in one reaction mixture. Depending on the substitution pattern around the C=C, the reaction may lead to one major product or a mixture of many products. For each pair of alkene substrates, draw all metathesis products formed. (Disregard any starting materials that may also be present at equilibrium.) With reference to the three examples, discuss when alkene metathesis with two different alkenes is a synthetically useful reaction.
Chapter 24 Solutions
Organic Chemistry (6th Edition)
Ch. 24.1 - Prob. 1PCh. 24.1 - Prob. 2PCh. 24.1 - Prob. 3PCh. 24.2 - Prob. 4PCh. 24.2 - Prob. 5PCh. 24.4 - Problem 26.10
What reagents are needed to convert...Ch. 24.5 - Problem 26.11
What product is formed when each...Ch. 24.5 - Prob. 13PCh. 24.6 - Problem 26.13
Draw the products formed when each...Ch. 24.6 - Problem 26.14
What products are formed when ...
Ch. 24 - 26.19 What product is formed by ring-closing...Ch. 24 - 26.20 Draw the products formed in each...Ch. 24 - What organic halide is needed to convert lithium...Ch. 24 - 26.22 How can you convert ethynylcyclohexane to...Ch. 24 - 26.23 What compound is needed to convert styrene...Ch. 24 - 26.24 What steps are needed to convert to octane...Ch. 24 - Prob. 27PCh. 24 - 26.27 Draw the products (including stereoisomers)...Ch. 24 - 26.28 Treatment of cyclohexene with and forms...Ch. 24 - Prob. 32PCh. 24 - 26.30 What starting material is needed to prepare...Ch. 24 - Prob. 37PCh. 24 - Prob. 38PCh. 24 - When certain cycloalkenes are used in metathesis...Ch. 24 - 26.34 Draw the products formed in each reaction.
...Ch. 24 - Prob. 41PCh. 24 - Draw a stepwise mechanism for the following...Ch. 24 - Sulfur ylides, like the phosphorus ylides of...Ch. 24 - Although diazomethane is often not a useful...Ch. 24 - Prob. 46PCh. 24 - Prob. 47PCh. 24 - 26.45 Devise a synthesis of each compound from...Ch. 24 - 26.46 Devise a synthesis of each substituted...Ch. 24 - Biaryls, compounds containing two aromatic rings...
Knowledge Booster
Similar questions
- The addition of water to aldehydes and ketones occurs rapidly, although it is not thermodynamically favored. What would be the product for the reaction above? Hint: Think of the self-ionization of water and the polarity of the carbonyl group.arrow_forwardFor the following SN2 reaction, draw the major organic product and select the correct (R) or (S) designation around the stereocenter carbon in the organic substrate and organic product. Include wedge/dash bonds and H on a stereocenter -Ц CI The correct (R) or (S) designations for the stereocenter carbons are The organic substrate is (S) and the organic product is (R) The organic substrate is (R) and the organic product is (S). The organic substrate and organic product are both (S) The organic substrate and organic product are both (R).arrow_forwardFor the SN2 reaction, draw the major organic product and select the correct (R) or (S) designation around the stereocenter carbon in the organic substrate and organic product. Include wedge-and-dash bonds and draw hydrogen on a stereocenter. -CEN H CI Incorrect Assign the stereochemistry. The organic substrate and organic product are both (R). The organic substrate and organic product are both (S). The organic substrate is (S) and the organic product is (R). The organic substrate is (R) and the organic product is (S)arrow_forward
- The conversion of alcohols into alkyl halides by reaction with hydrogen halides is an example of a Nucleophilic Substitution Reaction. This kind of reaction can proceed by two different mechanisms depending on the structure of alcohol substrates used. Generally, primary alcohols are substituted via SN2 mechanism, while secondary and tertiary alcohols undergo SN1 mechanism. Consider the following reaction given in the picture below and the questions in the picture too.arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. CH3 HCI CH3 CHCCH, ? + Či CH3 You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.arrow_forwardA benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.arrow_forward
- Give specific organic reactions for halohydrin formation. Draw the skeletal or condensed structure of the organic starting material (substrate) and the major and minor products. Write the reagents involved on top and/or bottom of the reaction arrow and box them. Name the major and minor products by writing their IUPAC names under the structure and identify by indicating the major product or minor product enclosed in parenthesis under each name. Indicate if syn addition or anti addition and write it beside the reaction and encircle it.arrow_forwardDraw the structure of the expected organic product formed in the following reactions including correct stereochemistry. If the product is racemic indicate this by either drawing both isomers or drawing one and writing racemic. Assume all reagent are present in excess unless otherwise noted. If no reaction occurs, state "No Reaction".arrow_forwardWhich of the following chemical equations depicts an alkylation reaction? C6H6() + CH3Cl() → C6H5CH3() + HCl(g) 2 CH3OH() + 3 O2(g) → 2 CO2(g) + 4 H2O() C6H12() → C6H10() + H2(g) CH2ClCH2Cl(g) + H2(g) → CH3CH3(g) + Cl2(g) CHClCHCl(g) → CH2ClCH2Cl(g)arrow_forward
- Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of each of the following reactions.arrow_forwardDraw the structure of the expected organic product(s) formed in the following reactions including correct stereochemistry. If the product is racemic write racemic or draw both isomers. Assume all reagents listed are present in excess unless otherwise noted. If no reaction occurs, state "No Reaction''.arrow_forwardDraw the major organic product(s) of the following reactions including stereochemistry when it is appropriate. H20/ H,SO, / HgSO4 CH,CH2-CEC-CH, • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If no reaction occurs, draw the organic starting material. Separate multiple products using the + sign from the drop-down menu.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning