Concept explainers
a)
Interpretation:
Starting from which alkyne the compound shown can be prepared is to be stated.
Concept introduction:
Carbonyl compounds can be obtained by the tautomerization of enols produced when
To state:
Starting from which alkyne the compound shown can be prepared.
b)
Interpretation:
Starting from which alkyne the compound shown can be prepared is to be stated.
Concept introduction:
Carbonyl compounds can be obtained by the tautomerization of enols produced when alkynes are hydrated. The hydration of terminal alkynes can yield an enol which can tautomerize to an aldehyde or ketone. If oxymercuration- demercuration hydration process is used, the OH adds to the more highly substituted carbon in the triple bond following Markovnokov regiochemistry. If hydroboration –oxidation process is used, the OH adds to the less highly substituted carbon in the triple bond following anti-Markovnokov regiochemistry.
To state:
Starting from which alkyne the compound shown can be prepared.
Want to see the full answer?
Check out a sample textbook solution
Chapter 9 Solutions
Organic Chemistry
- 4. Give the starting alkene and any other reagents needed to selectively make the following compounds (with no organic byproducts!): OH L Eto OH all OH Br Br Brarrow_forwardProvide a mechanism for the following reaction. Show each step in your mechanism and use curved arrows to show the movement of electron pairs. Hint: the first step is a proton transfer; second step, nucleophilic attackarrow_forwardDescribe how each of the following compounds could be synthesized from the given starting material.arrow_forward
- 1-bromo-5-chloropentane LDA 1 eq a) Hg(OAc)2 b) NaBH NaOH (1 eq) CHOO Note this product has a ring. The nucleophile and the alkene in this reaction are both in the same molecule! Also remember that alcohols react much like water! CH10O Note this product has both alcohol and alkene functional groups Br Br CH₂ONa (1 eq) + S2 OCHarrow_forwardHow can you synthesize the following compound using 2-methylbutane as the starting material?arrow_forwardIdentify A–J:arrow_forward
- How can you synthesize the following compounds from starting materials containing no more than four carbons?arrow_forwardWhat is the major organic product of the following reaction? O HO OH ОН HO O подд олон члон ОН ОН Honlar НО H+ (cat.)arrow_forwardGive the major product(s) of the following reaction. Cro;CH OH N.arrow_forward
- How could you synthesize the following compound from starting materials containing no more than six carbons? (Hint: A 1,6-diketone can be synthesized by oxidative cleavage of a 1,2-disubstituted cyclohexene.)arrow_forward2) How would you synthesize the following compounds from cyclohexanone? CH₂Br A Br B CH₂C6H5 D CH2CH2CO2Harrow_forwardHow do you synthesize a cyclohexane-1,2,3-triol from a cyclohexanearrow_forward
