p-nitrobenzaldehyde is more reactive toward nucleophilic additions than p-methoxybenzaldehyde....
p-nitrobenzaldehyde is more reactive toward nucleophilic additions than p-methoxybenzaldehyde. Explain why.
Nucleophilic Addition Reaction:
Nucleophilic reactions are of different types-substitution, addition, elimination etc. In nucleophilic addition, electron-rich species, i.e. nucleophile, forms a single bond with electron-deficient species, i.e. electrophile.
Answer and Explanation: 1
Become a Study.com member to unlock this answer! Create your accountView this answer
p-nitrobenzaldehyde is a compound with benzene as parent structure and has two substitutions. Since it is mentioned as para, nitro group, is...
See full answer below.
Become a member and unlock all Study Answers
Start today. Try it nowCreate an account
Ask a question
Our experts can answer your tough homework and study questions.Ask a question Ask a question
Learn more about this topic:
fromChapter 2 / Lesson 10
Discover nucleophilic addition reactions of aldehydes and ketones and see examples. Understand the reactivity of carbonyl compounds to undergo nucleophilic substitutions.
Related to this Question
- Explain the product(s) of the nucleophilic substitution reaction
- Aldehydes are generally more reactive than ketones in nucleophilic addition reactions. Explain why.
- Explain with the help of electronic effects, 'generally haloalkenes undergo nucleophilic substitution reactions whereas haloarenes undergo electrophilic substitution reactions'.
- 1,3-Cyclopentadiene is very reactive in Diels-Alder cycloaddition reactions, but 1,3-cyclohexadiene is less reactive and 1,3-cycloheptadiene is nearly inert. Explain.
- Methyl trifluoroacetate, CF_3CO_2CH_3, is more reactive than methyl acetate, CH_3CO_2CH_3, in nucleophilic acyl substitution reactions. Explain.
- In a nucleophilic substitution reaction, complete inversion of configuration at the reactive carbon atom is observed. Would the mechanism most likely be S_N1 or S_N2? Briefly explain the reasoning behind your answer.
- Explain why the following nucleophilic substitution reaction will not take place. C H_3 O H + Br gives O H + C H_3 Br
- How might you prepare the following substances by using nucleophilic substitution reactions? (a) CH3CH2CH2CH2OH (b) (CH3)2CHCH2CH2N3
- Write the mechanism of nucleophilic substitution of the given reaction including stereochemistry.
- The following tertiary alkyl bromide does not undergo a nucleophilic substitution reaction by either S_N1 or S_N2 mechanisms. Explain.
- What is the difference between substitution nucleophilic reactions?
- How do you know if a substitution is a substitution nucleophilic bimolecular reaction (SN2)? Or if it is a substitution nucleophilic unimolecular reaction (SN1)?
- In nucleophilic substitution reactions, what is the effect of protic vs. aprotic solvents?
- Does the nucleophilic substitution reaction rate depend on the nature of the nucleophilic and/or the leaving group? Explain.
- Rank the following compounds in increasing order of reactivity in nucleophile amyl substitution reactions. Explain. (Image)
- Which of the following nucleophilic substitution reactions will take place?
- Deduce the product(s) of the nucleophilic substitution reaction
- Carry out the following reaction? Explain. 3-Hexyne to 3-Hexanone
- Explain why \alpha -pyrone reacts with Br_2 to yield a substitution product (like benzene does), rather than an addition product to one of its C=C bonds.
- A nucleophilic substitution reaction is given. Find the product(s) of the reaction
- The following reaction is an example of a (2,3) sigmatropic rearrangement. Would you expect the reaction to be suprafacial or antarafacial? Explain.
- Identify the mechanism by which the following reaction proceeds. Is it Electrophilic addition, E2 Elimination, SN1 Nucleophilic substitution, SN2 Nucleophilic substitution, Carbonyl nucleophilic addition, Nucleophilic subs at Carbonyl (acyl Xfer), or Conj
- How to prepare the following molecule using a nucleophilic substitution reaction at some step? CH_3CH_2CH_2NH_2
- Explain the observed rate of reactivity of the following 2 alkyl halides in an SN1 reaction.
- ''para''-nitrobenzaldehyde reacts faster than benzaldehyde in the Perkin reaction while p-N,N-dimethylaminobenzaldehyde is much less reactive toward the same nucleophile. Explain.
- Provide a detailed, stepwise mechanism for the reaction of ethanal (CH3CHO) and PhMgCl.
- Deduce the product(s) of the given nucleophilic acyl substitution reaction.
- Cyclohexene undergoes additional reaction with bromine, but benzene does not. Instead, benzene undergoes a substitution reaction with bromine. Explain.
- Identify the mechanism by which the given reaction proceeds. Is it Electrophilic addition, E2 Elimination, SN1 Nucleophilic substitution, SN2 Nucleophilic substitution, Carbonyl nucleophilic addition, Nucleophilic subs at Carbonyl (acyl Xfer), or Conjugat
- Identify the following reaction as a nucleophilic addition, nucleophilic acyl substitution, a substitution, or a carbonyl condensation?
- Carry out the following reaction? Explain. Bromobenzene to Acetophenone
- Which reaction would you expect to be faster, addition of HBr to cyclohexene or to 1-methylcyclohexene? Explain your answer.
- How to prepare the following molecule using a nucleophilic substitution reaction at some step? CH_3CH_2CH_2CH_2CN
- Bromocyclopentane is more reactive than bromocyclohexane when heated with sodium iodide in acetone. Explain this difference in reactivity. Extra information: This is happening as an S_N2 reaction.
- Identify the nucleophilic substitution reactions that will occur as indicated.
- How might you prepare the following molecules using a nucleophilic substitution reaction at some step? (a) CH3CH2Br (b) CH3CH2CH2CH2CN (c) CH3OC(CH3)3 (d) CH3CH2CH2N3 (e) CH3CH2SH (f) CH3COOCH3
- When trichloride J is treated with CH_3OH, nucleophilic substitution forms the dihalide K. Draw a mechanism for this reaction and explain why one Cl is much more reactive than the other two Cl's so that a single substitution product is formed.
- Explain the following reaction with mechanism and intermediates.
- Identify the given reaction below as a nucleophilic addition, nucleophilic acyl substitution, a substitution, or a carbonyl condensation?
- Identify the given reaction as a nucleophilic addition, nucleophilic acyl substitution, a substitution, or a carbonyl condensation?
- The product(s) of the nucleophilic substitution reaction is
- Why is the reaction of ethene with bromine called an addition reaction?
- Explain why E2 reactions (vs E1 and SN1) are favored when tertiary alkyl halides react with LDA in THF.
- What is the reaction type for the reaction of a ketone with NaBH4? a. a nucleophilic substitution b. a nucleophilic addition c. an electrophilic substitution d. an electrophilic addition
- What is the product of the nucleophilic substitution reaction shown below? a) Only I b) Only lI c) I and II d) None
- Running the nucleophilic aromatic substitution reaction under acidic conditions greatly reduces the yield. Explain why.
- Write the(i) reagents and (ii) mechanistic steps associated with the following reaction:
- Why is ethene and bromine an addition reaction?
- Identify the mechanism by which the given transformation reaction proceeds. Is it Electrophilic addition, E2 Elimination, SN1 Nucleophilic substitution, SN2 Nucleophilic substitution, Carbonyl nucleophilic addition, Nucleophilic subs at Carbonyl (acyl Xfe
- Explain the reactivity and orientation effects observed in each heterocycle. Pyrrole is more reactive than benzene in electrophilic aromatic substitution and yields 2-substituted products.
- Consider nucleophilic substitution reactions of alkylhalides, where a moderately reactive nucleophile, which of the following sets of conditions is the S,2 mechanism most likely predominant? a. primar
- Write the product(s) of the given nucleophilic acyl substitution reaction.
- How do the substituents on the diene and the dienophile affect the rate of reaction in a diels-alder reaction?
- 2,3-Di-tert-butyl-1,3-butadiene does not undergo Diels-Alder reactions. Explain.
- Which compound in the specified set is more reactive in nucleophilic acyl substitution reaction? CH3CO2CH3 or CH3CHO
- Which compound in the depicted set is more reactive in nucleophilic acyl substitution reaction? CH3CO2CH3 or CH3CO2COCH3
- What would the reaction mechanism look like for a nucleophilic addition reaction of allylzinc bromide and 3-pentanone into 3-ethyl-5-en-3-ol?
- Classify the given reaction as additions, eliminations, substitutions, or rearrangements.
- The following diene does not undergo Diels-Alder reactions. Explain.
- Consider the reaction of 1-methylcyclopentene with Cl2 and H2O 1) this reaction is an example of: a) Electrophilic subsitution, b) electrophilic addition c) elimination d) carbocation rearrangemen
- Identify the mechanism by which the below-mentioned reaction proceeds. Is it Electrophilic addition, E2 Elimination, SN1 Nucleophilic substitution, SN2 Nucleophilic substitution, Carbonyl nucleophilic addition, Nucleophilic subs at Carbonyl (acyl Xfer), o
- Indole reacts with electrophiles at C3 rather than at C2. Draw resonance forms of the intermediate cations resulting from reaction at C2 and C3, and explain the observed results.
- Deduce the product of the given reaction with organometallic reagents.
- Outline a synthesis of the given Wittig below reagent from Ph3P and an alkyl halide.
- Outline a synthesis of the given Wittig reagent from Ph3P and an alkyl halide.
- Predict the product of each alkene metathesis reaction using a Ru-nucleophilic carbine catalyst.
- Write the reactions to show how you can use a nucleophilic substitution reaction of ethyl bromide to prepare each of the following compounds. a ) C H 3 C H 2 O H b ) C H 3 C H 2 I c ) C H 3 C
- Describe the reaction mechanism for 2-Bromo-2,3-dimethylbutane.
- Dimethyl butynedioate undergoes a Diels-Alder reaction with (2E,4Z)-2,4-hexadiene, but the stereochemistry of the product is different from that of the (2E,4E) isomer. Explain.
- Electrostatic potential maps of methyl thioacetate and methyl acetate are shown. Which of the two do you think is more reactive in nucleophilic acyl substitution reactions? Explain.
- Explain the reactivity and orientation effects observed in each heterocycle. Pyridine is less reactive than benzene in electrophilic aromatic substitution and yields 3-substituted products.
- How does 2-bromobutane react with OH as a nucleophile in an SN1 reaction? Show all products and include wedges and dashes.
- The given transformation involves a conjugate nucleophilic addition reaction, followed by an intramolecular nucleophilic acyl substitution reaction. Show the mechanism.
- Carry out the following reaction? Explain. 1-Methylcyclohexene to 2-Methylcyclohexanoe
- Would the reaction HOOCCOOH(aq) + NO2-(aq) arrow HOOCCOO-(aq) + HNO2(aq) favor the reactants or favor the products? Explain.
- Predict the product(s) of the following nucleophilic acyl substitution reaction.
- In the experiment of Nucleophilic substitution reactions: Competing Nucleophiles 1) What would happen if all the solids in the nucleophile medium were not dissolved? How might this affect the outcome of the experiment?
- The addition of sodium or potassium iodide catalyzes many SN2 reactions of alkyl chlorides or bromides. Explain.
- Identify if the following reaction is a metathesis reaction or not. 2KI(aq) + F2(g) to 2KF(aq) + I2(s)
- Deduce the products of the given reaction with organometallic reagents.
- Can Diels-Alder reactions produce six-membered heterocycles?
- Describe one way to increase the yield of a Fischer esterification by using Le Chatelier's principle to support your answer.
- Which two of these processes are taking place in the reaction shown below? A) enolate formation B) alkylation C) reduction D) decarboxylation E) conjugate addition F) addition to a carbonyl
- Explain which reagent is used in excess in a.) the Fischer esterification reaction and b.) the acid chloride method and provide a reasonable explanation. This is the reaction from part A Write a det
- Which compound in the given set is more reactive in nucleophilic acyl substitution reaction? CH3COCl or CH3CO2CH3
- When Br_2 is added to buta-1,3-diene at 60^oC , product A is produced 10% & B is 90%. Explain with reason.
- Write full reaction mechanisms for the following reactions. Your answer must also clearly show any stereochemistry and/or regioselectivity if relevant to the reaction.
- Rank the reactivity of the following toward substitution, with 1 being the most reactive.
- Explain why trichloroacetic anhydride ((Cl_3CCO)_2O) is more reactive than acetic anhydride ((CH_3CO)_2O) in nucleophilic acyl substitution reactions.
- Would the reaction HCOOH(aq) + F-(aq) arrow HCOO-(aq) + HF(aq) favor the reactants or favor the products? Explain.
- Identify the correct product of the following nucleophilic substitution reaction. Is it I, II, or both?
- Explain the reaction mechanism for the following reaction:
- Give the stepwise reaction to change any ketone first into a hemiacetal and then into an acetal.
- 1) Which of the following alkenes is most reactive in the Heck reaction? 2) Identify the reagents necessary to achieve each of the following transformations:
- Cyclopropenone and cycloheptatrienone are more stable than anticipated. Cyclopentadieneone, however, is relatively unstable and rapidly undergoes Diels-Alder reaction. Explain.
- How do you determine what is a strong nucleophile for reactions?
- Consider the generic equation for the reaction of the halogens X2 and Y2. X2(g) + 2Y-(aq) arrow 2X-(aq) + Y2(g) Is X2 or Y2 the more reactive halogen? Explain.
- During the bromination of stilbene, why is the addition of NaHCO3 is necessary at the end of the reaction?
- Deduce whether each diene is reactive or unreactive in a Diels-Alder reaction.