8 [8]Which compound when treated with acid and or heat would yield followingČH3(a)hexanoic anhydride(b)4-hydroxy-3,3-dimethylbutanoic acid(c)4-hydroxy-4-methylpentanoic acid(d ) 5-hydroxyhexanoic acid(e)6-hydroxyhexanoic acid

Given Reactant Reaction Condition Treated with acid or Heat Product To be determined

Answered: [8] Which compound when treated with…

Science

Chemistry

[8] Which compound when treated with acid and or heat would yield following ČH3

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.40P

See similar textbooks

Related questions

Q: b) но using any organic compounds containing 2 C or fewer, and any organic solvents or inorganic…

A: The given starting material is butan-1-ol and the product is hexan-3-ol. There is difference of two…

Q: Sulfur ylides, like the phosphorus ylides of Chapter 21, are useful intermediates in organic…

A: The ion containing -ve charge over C-atom as well as a +ve charge over the heteroatom (S, N and P)…

Q: (a) p-Nitrobenzaldehyde is reactive toward nucleophilic additions than p- more methoxybenzaldehyde.…

A: a)

Q: What are the hazards associated with: a) sodium methoxide and b) methanol? Draw the step by step…

Q: 6. Propose an efficient synthesis for the following reaction.

A: This is an example of Diels-Alder reaction.

Q: (ii). Using suitable reagents and the appropriate alkene, propose and efficient synthetic method for…

Q: Which compound will react the slowest upon nitration Br A D

Q: Explain the following observation 1. Chlorine is orthor, Para deactivating group when attached to…

A: Answer:- This question is answered by using the simple concept of directive effects of the…

Q: What product is formed when B is treated with Grubbs catalyst under high-dilution conditions? This…

Q: A ?? B

A: This reaction can proceed via 1. Ozonolysis step so that double bond can be converted to aldehyde…

Q: Draw the most stable form of the major mixed Claisen product formed in the reaction. Select Draw…

A: Claisen condensation is the reaction in which enolates are added to an ester molecule. Enolate is…

Q: Linalool and lavandulol are two of the major components of lavender oil. (a) What organolithium…

A: a) Ketones on reaction with organometallic reagent convert into tertiary alcohol whereas aldehydes…

Q: Arrange the compounds in set in order of decreasing reactivity (fastest to slowest) toward…

Q: Rank the following alkenes in order of increasing stability:

A: The stability of alkene depends upon the degree of substitution and due to the hyperconjugation…

Q: Br "OCH,CH3

A: Reaction of alkyl halides with nucleophile is termed as nucleophilic substitution. It is competed by…

Q: 3. Write a detailed, stepwise mechanism for the following reaction. CH3 + Cl2 -CH2CI + HC1

A: We'll answer the first question since the exact one wasn't specified. Please submit a new question…

Q: 7. Propose efficient synthesis for the following reaction. an

Q: Which of the following reactions describes why Acetic Anhyhdride needs to stay dry in order for it…

A: The acetic anhydride is need to stay dry because acetic anhydride in the presence of water gets…

Q: Draw the product and stepwise mechanism for the following reaction. 1. NaOCH,, THF 2. CH3CH,Br

A: The reaction given is,

Q: Question are attached

A: In question 1 structure b) contains more acidic H-atom .because after the removal of that H-atom the…

Q: Devise a stepwise mechanism for the following reaction, a key step in the synthesis of the…

A: The diester undergoes Dieckmann reaction in the presence of base to form beta-ketoester. The base…

Q: Draw a stepwise mechanism for the conversion of lactone A to ester B using HCl in ethanol. B is…

A: In the first step of the mechanism the carbonyl group undergoes protonation followed by attack of…

Q: a. Which of the following compounds cannot be prepared by a Heck reaction?b. For those compounds…

A: Introduction: Heck reaction: Heck reaction is used to synthesize the substituted alkene. It consist…

Q: Write a complete stepwise mechanism for the following reaction. Show all electron flow with arrows…

A: Given Reaction of Benzoyl chloride with 2 equivalent of Ethylmagnesiumbromide (Grignard reagent)…

Q: 10. Provide a detailed, stepwise mechanism for the following reaction, clearly depicting proper…

A: Mechanism = To be determined

Q: What starting materials are needed to prepare each compound by the Michael reaction?

A: The reaction in which an enolate ion of one carbonyl compound undergoes conjugate addition reaction…

Q: Devise a stepwise synthesis of attached compound from dicyclopentadiene using a Diels–Alder reaction…

A: Our target molecule is

Q: What cyclic product is formed when each decatetraene undergoes thermal electrocyclic ring closure?

Q: 7) Provide a synthesis of the following compounds using the given starting material and any other…

Q: 2. Draw the most stable enol tautomer for the following compounds b. C.

A: Ketones form keto - enol tautomers , which contain alkene functional group ( C=C ) and Alcoholic…

Q: Which compound in set undergoes more rapid solvolysis when refluxed in ethanol? Show the major…

A: Between the chloro-cyclohexane and bromo-cyclohexane more reactive to solvolysis need to be write.…

Q: What are the reagents required to make the following conversions? ? ? a) b)

A: a) SN2 nucleophilic substitution reaction

Q: 9. Provide a stepwise synthesis for the following

Q: Draw a stepwise mechanism for the following intramolecular reaction, which is used in the synthesis…

A: The mechanism for the following reaction is as follows:

Q: Which of the following requires a tert-butanol as one of the reactants in Williamson ether…

Q: Arrange the compounds in set in order of decreasing reactivity (fastest to slowest) toward…

A: Given compounds,

Q: Rank the following compounds in order of increasing reactivity in nucleophilic addition.

A: Given compounds,

Q: base ? A B

Q: Devise a synthesis of each compound using 1-bromobutane(CH3CH2CH2CH2Br) as the only organic starting…

A: Introduction: In the first reaction, 1-bromobutane reacts sodium cyanide to form 1-cyanobutane.…

Q: Part 6. Synthesis. Provide the reagents necessary to accomplish the following multistep syntheses…

A: Applying concept of organic synthesis and name reaction.

Q: 10. Provide a detailed, stepwise mechanism for the following reaction, clearly depicting proper…

A: This reaction is intramolecular Claisen condensation reaction. Where enolate reacts with ester to…

Q: What product is formed by ring-closing metathesis of each compound?

A: Alkenes metathesis is a reaction between two alkenes which results in the interchange of double…

Q: Rank the alkyl halides in attached group in order of increasing reactivity in an E2 reaction ?

A: E2 elimination reactions follows single step mechanism. The mechanism involves the cleavage of C-H…

Q: What epoxide and organometallic reagent are needed to synthesize attachedalcohol?

A: Given,

Q: Arrange in decreasing order according to their reactivity towards an electrophile. H A В

Q: using the starting materials given below. Any reagent needed can be used and you may need more than…

A: Applying concept of organic synthesis and reagent.

Q: Purine is a heterocyclic compound with four nitrogen atoms. a. Which nitrogen is most apt to be…

A: (a) In purine compound, four nitrogen atoms are present and all are sp hybridized nitrogen atoms.…

Q: What product will be obtained when the below compound is heated? heat (B) (A)

A: Sigmatropic reaction is a pericyclic reaction, in one sigma bond is breaking and another sigma bond…

Concept explainers

Crystal Structures

Solids are present all around us. They have different properties and applications. Diamond and graphite are two well-known solids. Diamond is the hardest material in the world and is used in making jewelry. Graphite on the other hand is soft. The lead of your pencil is graphite. Why are they so different in appearance and properties despite the fact they are chemically the same? Both are allotropes of carbon. The answer lies in the structure, the way constituent particles are arranged in the solids.

Question

[8]
Which compound when treated with acid and or heat would yield following
ČH3
(a)
hexanoic anhydride
(b)
4-hydroxy-3,3-dimethylbutanoic acid
(c)
4-hydroxy-4-methylpentanoic acid
(d ) 5-hydroxyhexanoic acid
(e)
6-hydroxyhexanoic acid

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step by step

Solved in 2 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

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

(a) Arrange the following compounds in an increasing order of their indicated property :(i) Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)(ii) CH3CH2CH (Br) COOH, CH3CH (Br) CH2COOH,(CH3)2CHCOOH, CH3CH2CH2COOH (acid strength)(b) How would you bring about the following conversions :(i) Propanone to Propene (ii) Benzoic acid to Benzaldehyde(iii) Bromobenzene to 1-phenylethanol
The formula for the alarm pheromone for one species of ant is C7 H7 O. When treated with I2 and NaOH, this pheromone yields iodoform and n-hexanoic acid. What is the structure of the pheromone?
16. When cis-1,2-cyclopentanediol reacts with acetone in dry HCl, compound M is formed. What do you expect the hydrolysis of compound M to be when subjected (i) to base; and, (ii) acid a. resistant to base; resistant to acid b. resistant to base; readily hydrolyzed by acid c. readily hydrolyzed by base; resistant to acid d. readily hydrolyzed by base; readily hydorlyzed by acid 17. Following (16), would you expect that a similar compound be formed if the reactant was trans-1,2-cyclopentanediol? Why is this so? a. Yes; hydroxyl groups are on opposite side b. No; hydroxyl groups are on opposite site c. Yes; hydroxyl groups are on the same side d. No; hydroxyl groups are on the same side
Maleic Acid + Bromine à racemic-2,3-Dibromosuccinic Acid Explain the mechanism and reaction
The following scheme shows the retrosynthetic analysis of 1-isopentylaziridine to form series of intermediates via Functional Group Inversion (FGI). Choose the correct reagents of N-S for the respective conversion
8. The preparation of the sex pheromone of the boll worm moth, (E)-9,11-dodecadien-1-yp acetate from compound A has been described. Suggest suitable reagents for each step in sequence.
Propose a feasible synthesis for 2-iodo-4-methylphenolfrom2-amino-4-methylphenol. Draw the reaction scheme and briefly describe the reaction.
Rhodamine B is useful dye prepared in a manner very similar to fluorescein. Due to the nitrogen donating groups, rhodamine B absorbs 550 nm light and fluoresces 580 nm light. Provide a detailed mechanism for the formation of Rhodamine B from m-(diethylamino)phenol and phthalic anhydride in the presence of acid and heat.
Show how the synthetic scheme developed in Problem 23.67 can be modified to synthesize this triiodobenzoic acid X-ray contrast agent.
Treatment of 1-bromo-2-deuterio-2-phenylethane with strong base leads to a mixture of deuterated and nondeuterated phenylethylenes in an approximately 71 ratio. Explain.
The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in benzene to form 2-chloro-1,2-diphenylethanol. (a) How many stereoisomers are possible for 2-chloro-1,2-diphenylethanol? (b) Given that opening of the epoxide ring in this reaction is stereoselective, predict which of the possible stereoisomers of 2-chloro-1,2-diphenylethanol is/are formed in the reaction.
Following is a synthesis for toremifene, a nonsteroidal estrogen antagonist whose structure is closely related to that of tamoxifen. (a) This synthesis makes use of two blocking groups, the benzyl (Bn) group and the tetrahydropyranyl (THP) group. Draw a structural formula of each group and describe the experimental conditions under which it is attached and removed. (b) Discuss the chemical logic behind the use of each blocking group in this synthesis. (c) Propose a mechanism for the conversion of D to E. (d) Propose a mechanism for the conversion of F to toremifene. (e) Is toremifene chiral? If so, which of the possible stereoisomers are formed in this synthesis?