Upon hydration of 2-heptyne in the presence of HgSO4 and H2SO4, the two carbons of the triple bond are similarly but not identically substituted resulting in two regioisomeric enols, each of which gives a different ketone. Supply the names of the two enols formed.

Upon hydration of 2-heptyne in the presence of HgSO4 and H2SO4, the two carbons of the triple bond are similarly but not identically substituted resulting in two regioisomeric enols, each of which gives a different ketone. Supply the names of the two enols formed.

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

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.26P: Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans...

See similar textbooks

Related questions

Q: carbon-carbon double bonds are attacked by electrophiles but not by nucleophiles. An exception to…

Q: Enamines can act as carbon nucleophiles and react with acyl chlorides. Draw any non-bonding…

A: These reaction is known as stork enamine reaction.

Q: show how to synthesize each compound from an organohalogen compound and an oxirane, followed by a…

A: Organohalogen compounds are those hydrocarbons whose one or more hydrogen atoms got substituted by…

Q: Draw structural formulas for the major product(s) formed by reaction of 3-hexyne with each of these…

Q: d. ÇH3 Cu2+ + OH CH,CHCH,-C–H

A: Fehling’s solution is a blue coloured solution , which contains Cu2+ which are reduced to a…

Q: The following questions pertain to the esters shown and behavior under conditions of the Claisen…

Q: (f-g) (h) tion SO3 H₂SO4

A: f-g) first Friedelcraft acylation reaction occurred and then wolff kishner reduction has been done…

Q: From what aldehyde or ketone could each of the following be prepared by reduction with NaBH4 or…

Q: Now that we have synthesized the required aldehyde, the synthesis of ketone A can be accomplished,…

A: Given: Reaction. To find : Suitable Reagents. Solution: At first the Alkene attacks on carbonyl…

Q: When phenylacetaldehyde (C6H5CH2CHO) is dissolved in D2O with added DCl, the hydrogen atoms a to the…

Q: Draw structural formulas for the major product(s) formed by reaction of 3-hexyne with each of these…

Q: Give the reagents that should be used to carry out the following synthe: OH HC ECH H3C- CH-CH2-CH3

A: The reaction taking place is given as,

Q: Propose a detailed mechanism for the following reactions: a) Reaction of 3-methylbutanal and…

A: Mechanism of Claisen ester condensation reaction:

Q: Show how you would synthesize the following compounds, starting with benzene or toluene and any…

A: The structure of 5-chloro-2-methylaniline is shown below.

Q: Provide a detailed, stepwise mechanism for the acid-catalyzed formation of acetophenone dipropyl…

A: When ketone reacts with alcohol first it form hemiketal and then this hemiketal further react with…

Q: The following presented reaction scheme lead to the synthesis of which major product from benzene,…

A: The reaction of benzene with SO2 in presence of H2SO4 will give product benzene sulfonic acid. The…

Q: NO2 HO

A: In this question, we have to find out the correct answer of given problem by the help of the…

Q: Suggest reagents for each of the following reactions

A: a)The reagents needed for the conversion of acetic anhydride to 2 mol of acetic acid are Pyridine…

Q: Show how you would synthesize the following compounds, starting with benzene or toluene and any…

A: a) p-aminobenzoic acid Toluene on nitration gives para-nitro toluene. Para-nitro toluene on further…

Q: The following presented reaction scheme lead to the synthesis of which major product from benzene,…

A: We have given the organic reaction and we have to find the major product obtained in the given…

Q: (e)

A: The given synthesis is of (2-methylprop-1-en-1-yl)benzene from toluene. The reaction follows a…

Q: Show how the following ketones might be synthesized from the indicated acids, usingany necessary…

A: This is the reaction given

Q: from cyclopentene through an epoxide intermediate

A: Alkene reacts with peracid, RCO3H (metachloroperbenzoic acid, mCPBA) to form an epoxide. The…

Q: If your product from this experiment (benzimidazole) is treated with a strong base (nBuLi) followed…

A: Benzimidazole is a fused ring in which benzene and imidazole are fused together. It is a…

Q: 3.3 8 Give the reaction mechanism and name the products for the reaction of 2-bromobutane with a hot…

Q: Formulate the major organic product of the following reaction of 4‑chloro‑4‑methyl‑1‑pentanol in…

A: The major product obtained when 4‑chloro‑4‑methyl‑1‑pentanol in neutral polar solution is shown as…

Q: 5. Provide the necessary reagents for the following hydrogenations.

A: 1,2) Please find below the reagents with reaction

Q: Draw the structures of the initially formed enol tautomers in the reactions of propyne and…

A: Tautomers are one of those structural isomers which readily converts into one another. It contains…

Q: 3) Provide a detailed mechanism for the illustrated transformation. Use three-dimensional…

A: This is an example of Pummerer rearrangement

Q: Propose a synthetic pathway for the conversion of each of the indicated starting materials into the…

Q: Show how you would synthesize the following compounds, starting with benzene or toluene and any…

Q: The Favorskiireaction involves treatment of an a-bromo ketone with base to yield a ring-contracted…

Q: Give a complete reaction equation showing how each of the following syntheses can be carried out…

Q: when 4 chlorobutane 1 thiol is treated with a strong base such as soduim hydride,NaH…

A: Sodium hydride reacts with SH group to produce S-, a strong nucleophile. Intramolecular nucleophilic…

Q: 2. Propose a mechanism for the following transformation and explain why this type of reaction is…

Q: Draw structural formulas for the major product(s) formed by reaction of 3-hexyne with each of these…

A: The given reaction is,

Q: Explain synthesis pathways of methyl salicylate from the simplest hydrocarbon. Gives 3 of them.

A: Benzene convert into methyl salicylate by different way.

Q: The addition of dilute H2SO4 in the presence of H9SO4 to 1-butyne produces an alcohol O an enol O an…

A: In this question we have to tell the product of the reaction.

Q: Consider the sequence of reactions below. In this sequence of reactions, an unsaturated ketone is…

Q: NO2 (а) Но

Q: Show how the p-methylbenzonitrile can be synthesized from benzene :

A: The process of conversion of one compound into another is carried out using different reagents.…

Q: Provide the necessary reagents to accomplish the desired organic reactions. Please number the steps…

Q: Show how the following compounds will be synthesized, beginning with benzene or toluene and any…

A: Note: Since you have posted a question with multiple subparts, we will solve the first three…

Q: Which of the following is a substrate product when benzene is first treated with Cl2 and FeCl3, and…

Q: OH methylcyclohexane

Q: Provide the structure of the two organic product(s) which results when 2-bromo-2-methylbutane is…

A: 2-bromo-2-methylbutane on reacting with sodium ethoxide to form two organic products. Reaction of…

Q: Cleavage of alkenes to carbonyl compounds (Ozonolysis, Periodate, KMnO4 reactions)

Q: The following presented reaction scheme lead to the synthesis of which major product from benzene,…

A: Reactant :- Benzene Reagents :- 1. SO3/H2SO4 2. NaOH/H3O+ 3. Cl2/FeCl3

Q: Solvolysis of the following bicyclic compound in acetic acid gives a mixture of products, two of…

Concept explainers

Diol

In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl groups (-OH). Glycol or 1,2-diol is an aliphatic diol that has two alcohol groups on adjacent carbon atoms. In industries, the most commonly used diol is ethylene glycol.

Question

Upon hydration of 2-heptyne in the presence of HgSO₄ and H₂SO₄, the two carbons of the triple bond are similarly but not identically substituted resulting in two regioisomeric enols, each of which gives a different ketone. Supply the names of the two enols formed.

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

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

Step 2

Step 3

Step 4

Step 5

Step by step

Solved in 5 steps with 3 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

show how to synthesize each compound from an organohalogen compound and an oxirane, followed by a transformation of the resulting hydroxyl group to the desired oxygencontaining functional group.
Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans diols, only one is formed. How do you account for this stereoselectivity?
Propose a synthesis pathway for the production of the following compounds (d) to (e) from the given starting materials plus necessary organic and inorganic reagents.
Show how the following compounds will be synthesized, beginning with benzene or toluene and any reagents required. Assume para, in ortho, para mixtures, are the main ingredients (and separable from ortho). m-chloronitrobenzene
Provide reaction mechanisms for the following transformations
Show how the following ketones might be synthesized from the indicated acids, usingany necessary reagents.(b) methyl cyclohexyl ketone from cyclohexanecarboxylic acid
From what aldehyde or ketone could each of the following be prepared by reduction with NaBH4 or LiAlH4?
Several sulfonylureas, a class of compounds containing RSO2NHCONHR, are useful drugs as orally active replacements for injected insulin in patients with adult-onset diabetes. These drugs decrease blood glucose concentrations by stimulating b cells of the pancreas to release insulin and by increasing the sensitivity of insulin receptors in peripheral tissues to insulin stimulation. Tolbutamide is synthesized by the reaction of the sodium salt of p-toluenesulfonamide and ethyl N-butylcarbamate . Propose a mechanism for this step.
Draw structural formulas for the major product(s) formed by reaction of 3-hexyne with each of these reagents. (Where you predict no reaction, write NR.) Q.) BH3 followed by H2O2/NaOH
Formulate the major organic product of the following reaction of 4‑chloro‑4‑methyl‑1‑pentanol in neutral polar solution. Draw the product. The product has a molecular formula of C6H12O.
Provide a structure for the major products of the reactions and include the steps for each reaction.
Provide a synthesis for the following 3 reactions.