Now we're going to do some predict the product practice problems involving all the different reactions that organometallics can undergo. Keep in mind that some of these reactions will be multiple step reactions. So what that means is that you may have to draw back from previous lessons in order to really figure out the entire thing. At the end, just like always, I'll explain the answers to every problem. Let's go ahead and begin with problem 1.
Organometallic Cumulative Practice - Video Tutorials & Practice Problems
Intro to Predict the Product
Video transcript
Predict the product of the reaction
Predict the product of the reaction
Predict the product of the reaction
Predict the product of the reaction
Intro to Retrosynthesis
Video transcript
Now let's focus on some practice problems involving organometallics, but going the other way around, we want to do some retrosynthesis now. What that means is that you're going to try to figure out what reagents it's going to take to make the final product. Think about all of the different reactions of organometallics we talked about and see how you can use them to your advantage in the next few questions. So let's go ahead and try to do the first one.
Propose a synthesis to accomplish the following transformation
Propose a synthesis to accomplish the following transformation
Predict the product of the reaction
Do you want more practice?
More setsYour Organic Chemistry tutors
- Predict the product of the diorganocuprate cross-coupling reactions shown.(c) <IMAGE>
- Suggest a synthesis of the following molecule starting with the reagents shown, using cuprate cross-coupling a...
- (•••) Suggest a synthetic scheme, involving a protecting group, to generate the molecule shown starting with t...
- (•••) Suggest a synthetic scheme, involving a protecting group, to generate the molecule shown starting with t...
- Predict the product of the following reactions.(b) <IMAGE>
- Suggest a series of steps involving a cuprate reagent that would convert the reactant on the left to the produ...
- Suggest a reagent and a reactant that could be used to form the following molecules by conjugate addition of a...
- To this point, we have seen four reactions that can be done by Gilman reagents. What are they? What do they ha...
- (••) Phenol oxidation can be coupled with other reactions to form new C―C bonds using reactions studied previo...
- What are the products of the following reactions?b. <IMAGE>
- What are the products of the following reactions? Show all stereoisomers that are formed.a. <IMAGE>b. &l...
- What product is formed when 3-methyl-2-cyclohexenone reacts with each of the following reagents?a. CH3MgBr fol...
- The Reformatsky reaction is an addition reaction in which an organozinc reagent is used instead of a Grignard ...
- Using bromocyclohexane as a starting material, how could you synthesize the following compounds?a. <IMAGE&g...
- What alcohols are formed from the reaction of ethylene oxide with the following organocuprates followed by the...
- Show how you would synthesize the following compound from alkyl halides, vinyl halides, and aryl halides conta...
- Show how you would accomplish the following syntheticconversions by adding an organolithium reagent to an acid...
- Predict the products of the following reactions: (c) <IMAGE of reaction> (d) <IMAGE of reaction>
- Show how you would accomplish the following syntheticconversions by adding an organolithium reagent to an acid...
- Propose structures for intermediates and products (A) through (K)<IMAGE>
- Devise a synthesis for each compound, starting with methylenecyclohexane and any other reagents you need.(f) 1...
- Show how you would accomplish the following synthetic conversions by adding an organolithium reagent to an aci...
- Show how you would accomplish the following synthetic conversions by adding an organolithium reagent to an aci...
- Draw the organic products you would expect to isolate from the following reactions (after hydrolysis).(p) <...
- Predict the major products of the following reactions.(g) <IMAGE of reaction>
- Draw the organic products you would expect to isolate from the following reactions (after hydrolysis).(a) <...
- Predict the products of the following reactions.(d) <IMAGE>(e) <IMAGE>
- Suggest the most appropriate method for each of the following laboratory syntheses. In each case, suggest both...
- Develop syntheses for the following compounds. As starting materials, you may use cyclopentanol, alcohols cont...
- Show how you would synthesize the following compounds from any starting materials containing no more than six ...
- Develop syntheses for the following compounds. As starting materials, you may use cyclopentanol, alcohols cont...
- Develop syntheses for the following compounds. As starting materials, you may use cyclopentanol, alcohols cont...
- What products are obtained from metathesis of each of the following alkenes? b.
- What is the product of each of the following reactions? b.
- What product is obtained from ring-opening metathesis polymerization of each of the following compounds? (Hint...
- What compound undergoes metathesis to form each of the following compounds? a.
- What products are obtained from metathesis of each of the following alkenes? a. CH3CH2CH=CH2
- What new products are obtained from metathesis of the following alkyne?
- Draw the product of ring-closing metathesis for each of the following compounds: a.
- What starting material is required in order to synthesize each of the following compounds by ring-closing meta...
- Muscalure is the sex attractant of the common housefly. Flies are lured to traps filled with bait that contain...
- Using the epoxide shown, addition of an organolithium reagent, when followed by an acid quench, produces only ...
- Predict the product of the following epoxide addition reactions. (a)
- A variety of organometallics, which as strong nucleophiles can react with epoxides, are introduced in Chapter ...
- Give the structures of intermediates A through H in the following synthesis of trans-1-cyclohexyl-2-methoxycyc...
- Predict the major products of the following reactions, and give the structures of any intermediates. Include s...
- For each of the following carbonyl addition reactions, would you expect a racemic mixture or a mixture enriche...
- Predict the product of the following aldehyde and ketone addition reactions.(a) <IMAGE>
- Predict the product of the following aldehyde and ketone addition reactions.(c) <IMAGE>
- b. What other product is formed in this reaction?
- Using the given starting material, any necessary inorganic reagents and catalysts, and any carbon-containing c...
- What organometallic compound is formed from the reaction of excess methylmagnesium chloride and GaCl3? (Hint:...
- What bromo-substituted compound would be required to react with (CH2=CH)2CuLi in order to formeach of the foll...
- What alkyl halide reacts with lithium divinylcuprate 3(CH2=CH)2CuLi4 for the synthesis of each of the followin...
- Predict the product that would result from the reaction of an organolithium reagent with a ketone when a hydro...
- The situation shown here is an example where a cuprate is the only organometallic that will allow the product ...
- What bromo-substituted compound would be required to react with (CH2=CH)2CuLi in order to form each of the fol...
- What alkyl halide reacts with lithium divinylcuprate 3(CH2=CH)2CuLi4 for the synthesis of each of the followin...
- What alcohols are formed from the reaction of ethylene oxide with the following organocuprates followed by the...
- What are the products of the following reactions? a.
- Identify compounds A and B:
- A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide forms toluene (C6H5-CH3...
- What is the major product of each of the following reactions? c. d.
- Using the given starting material, any necessary inorganic reagents and catalysts, and any carbon-containing c...
- The Reformatsky reaction is an addition reaction in which an organozinc reagent is used instead of a Grignard ...
- Identify A through H
- Fill in the boxes with the appropriate reagents:
- Using the given starting material, any necessary inorganic reagents and catalysts, and any carbon-containing c...
- Using the given starting material, any necessary inorganic reagents and catalysts, and any carbon-containing c...
- Using the given starting material, any necessary inorganic reagents, and any carbon-containing compounds with ...
- Using bromocyclohexane as a starting material, how could you synthesize the following compounds? d.
- How can the following compounds be prepared from the given starting materials? c.
- Show how each of the following compounds can be prepared, using the given starting material: e.
- Identify A through O:
- a. Show the reagents required to form the primary alcohol in each of the following reactions.
- a. Show the reagents required to form the primary alcohol in each of the following reactions.
- Show how you would accomplish the following syntheses. You may use whatever additional reagents you need. (c)...
- Predict the major products of the following reactions. (d) < of reaction>
- Two of the methods for converting alkyl halides to carboxylic acids are covered in Sections 20-8B and 20-8C. O...
- Predict the products of the following reactions. (a) sec-butylmagnesium iodide + D2O (b) n-butyllithium + CH3C...
- Point out the flaws in the following incorrect Grignard syntheses. (a)
- Show how you would accomplish the following synthetic conversions. (c) < of reaction>
- Show how you would accomplish the following synthetic conversions. (d) < of reaction>
- Compound A is an optically active alcohol. Treatment with chromic acid converts A into a ketone, B. In a sepa...
- Give the structures of the intermediates and products V through Z. < of reactions>
- To practice working through the early parts of a multistep synthesis, devise syntheses of (a) pentan-3-one fr...
- To practice working through the early parts of a multistep synthesis, devise syntheses of (b) 3-ethylpentan-2...
- Develop syntheses for the following compounds. As starting materials, you may use cyclopentanol, alcohols co...
- Show how you would synthesize the following compounds from any starting materials containing no more than six ...
- Show how this 1° alcohol can be made from the following: (b) formaldehyde
- For each synthesis, start with bromocyclohexane and predict the products. Assume that an excess of each reacta...
- What organocuprate reagent would you use for the following substitutions? (a) (b)
- What products would you expect from the following reactions? (a) (b)
- Design a synthesis for each of the following, using an intramolecular reaction:f. <IMAGE>
- Show how you might synthesize the following compounds starting with bromobenzene, and alkyl or alkenyl halides...
- Show how you might synthesize the following compounds starting with bromobenzene, and alkyl or alkenyl halides...
- Show how you would add a Grignard reagent to an ester or a nitrile to synthesize (a) 4-phenylheptan-4-ol.
- Grignard reagents add to carbonate esters as they add to other esters. (a) Predict the major product of the f...
- a. Metathesis of which of the following sets of alkenes leads to the highest yield of a single alkene?1. 1-but...