Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 9.4, Problem 6P
Interpretation Introduction
a)
Interpretation:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction is to be stated.
Concept introduction:
The hydroboration reaction takes place with syn stereochemistry and results in a non-Markovnikov addition of water to the triple bond in an alkyne. The resulting product has the hydroxyl group on the less highly substituted carbon which tautomerises to yield carbonyl compounds. Terminal
To state:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction.
b)
Interpretation Introduction
Interpretation:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction is to be stated.
Concept introduction:
The hydroboration reaction takes place with syn stereochemistry and results in a non-Markovnikov addition of water to the triple bond in an alkyne. The resulting product has the hydroxyl group on the less highly substituted carbon which tautomerises to yield carbonyl compounds. Terminal alkynes give an aldehyde while non-terminal internal alkynes give a ketone.
To state:
The alkyne which can be used as a starting material to prepare the compound given by hydroboration-oxidation reaction.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Provide reactants, reagents, and/or products for the followin
NH2
+
H
provide the hydrotreating for the organic compoud C9H7N in a more detailed way? regarding which bond will break first and how many steps the reactant will go through to reach the product shown.
Which of the following alkynes has an acidic hydrogen?
Chapter 9 Solutions
Organic Chemistry
Ch. 9.1 - Prob. 1PCh. 9.1 - Prob. 2PCh. 9.3 - What products would you expect from the following...Ch. 9.4 - Prob. 4PCh. 9.4 - Prob. 5PCh. 9.4 - Prob. 6PCh. 9.4 - Prob. 7PCh. 9.5 - Using any alkyne needed, how would you prepare the...Ch. 9.7 - The pKa of acetone, CH3COCH3, is 19.3. Which of...Ch. 9.8 - Prob. 10P
Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 13. Synthesize the following compounds using materials with no more than six carbons. to H₂C OH SO3Harrow_forwardWhich of the following reactions results in Markovnikov addition of H2O to an alkene?arrow_forwardDisiamylborane adds only once to alkynes by virtue of its two bulky secondary isoamylgroups. Disiamylborane is prepared by the reaction of BH3 # THF with an alkene.(a) Draw the structural formulas of the reagents and the products in the preparation ofdisiamylboranearrow_forward
- The order of reactions to synthesize the compound below from benzene is NO, ČOOH nitration, oxidation, alkylation alkylation, nitration, oxidation alkylation, oxidation, nitration nitration, alkylation, oxidationarrow_forwardWhat is the name of the product obtained by the reaction of iso-butylbenzene with KMN04/HO-? Name the product of the following reaction: KMNO4 H,0 O,Narrow_forwardCCH H20, H2SO4 H9SO4 CH3 Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of mercury(II) sulfate as a Lewis acid catalyst. The reaction occurs with Markovnikov regiochemistry, so the OH group adds to the more highly substituted carbon and the H adds to the less highly substituted carbon. The initial product of the reaction is a vinyl alcohol, also called an enol. The enol immediately rearranges to a more stable ketone via tautomerization. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Hjö: -CH3 -CH3 H3O*arrow_forward
- .Which one of the following molecules can react as electrophile in reactions with alkenes? CH3OH NaCI HCI KCN NaCI O HCI O KCN O CH3OHarrow_forwardDetermine the structure of the main product of the following reaction:arrow_forwardWe are synthesizing an Alcohol by Hydrating an Alkene, We are using hex-1-ene and sulfuric acid. What possible products would come from this and how do I know which is the major?arrow_forward
- How Alkynes are prepared by two successive dehydrohalogenationreactions ?arrow_forwardGiven the following: OH ỌH OH Provide the alkene needed to synthesize each of the compounds given by hydroboration- oxidation. What is the name of the following? H2C=CHCH20CH=CH2arrow_forward4) Draw all of the possible alkene products from the following reaction. Indicate in what proportions these alkenes would be produced relative to one another. HO H₂SO4 Refluxarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning