Three constitutional isomers of molecular formula C 5H 8O can be converted to 1-pentanol (CH 3CH 2CH 2CH 2CH 2OH) on treatment with two equivalents of H 2 in the presence of a Pd catalyst. Draw the structures of the three possible compounds, all of which contain a carbonyl group

Three constitutional isomers of molecular formula C 5H 8O can be converted to 1-pentanol (CH 3CH 2CH 2CH 2CH 2OH) on treatment with two equivalents of H 2 in the presence of a Pd catalyst. Draw the structures of the three possible compounds, all of which contain a carbonyl group

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 57AP: Draw structures of compounds that fit the following descriptions: a) An , unsaturated ketone, C9H8O...

See similar textbooks

Related questions

Q: Write chemical equations when: (i) ethyl chloride is treated with aqueous KOH. (ii) chlorobenzene is…

A: When ethyl chloride is treated with aqueous KOH, it undergoes hydrolysis to form ethanol. Thus,…

Q: 2,4,6-Trinitrophenol is known by the common name picricacid. Picric acid is a solid but is readily…

Q: Directions: Identify what type of organic reaction is being represented by each item. Choose from…

A: Saponification reaction can be defined as the chemical reaction that involves conversion of fat,…

Q: An unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an…

A: Molecular formula of the given alcohol is C7H14O. According to the given question:

Q: An unknown alcohol with a molecular formula of C7H14O was oxidized to an aldehyde with HOCl. When an…

Q: An alkene having the molecular formula C3H10 is treated sequentially with ozone (O3) and zinc/acetic…

Q: What happens when (i) Chlorobenzene is treated with Cl2/FeCl3 (ii) ethyl chloride is treated with…

A: Nuclear halogenation means the halogen group is directly bonded with the benzene ring. Example:…

Q: Consider the following compounds: I. 1-hydroxy-3-heptanone II. 2-hydroxy-3-heptanone II.…

A: Isomerism : Compounds which are having same molecular formula but differ in their properties…

Q: Draw a structural formula of the principal product formed when ethyl benzoate is treated with…

A: The synthesis of product transformation is shown below:

Q: (a) A hydrocarbon isolated from fish oil and from plankton was identified as…

A: The spatial arrangement of atoms in a compound is represented by the formula named as structural…

Q: 1. a secondary alkyl halide with molecular formula C4H9l 2. trans-1,2-cyclopentanediol 3. tert-butyl…

Q: Draw the structure of a compound fitting each description: a. an aldehyde with molecular formula…

A: Since you have asked a question with multiple parts, we are solving first three parts for you. For…

Q: Provide the structures for each compound name given below, including notation for stereochemistry…

A: The compounds given are,

Q: Draw the two alkenes, the major and the minor product as predicted by the Zaitsev rule.

A: Protonation of alcoholic oxygen Loss of water as leaving group Deprotonation

Q: Write reactions of 2-methyl propane with the following reagents: a. Cl2/t °C;

A: Reaction of 2 -methyl propane with Cl2 / to C

Q: Can an aldehyde have molecular formula C 5H 12O? Explain why or why not.

A: No, it is not molecular formula of aldehyde. General formula of aldehydes : CnH2nO For 5 carbon…

Q: Write structural formulas for the following compounds: a. 2-chlorobutane 2,3-dimethylbutane…

A: (a)

Q: 1. Two cyclic ketones with the chemical formula C2H3O 2. Two enals with the chemical formula CH;O

A: The formula given are C8H8O and C9H8O.

Q: An alkene having the molecular formula C11H20 is treated sequentially with ozone (O3) and…

Q: a) A compound with two double bonds, one cis and one trans; molecular formula C6H10. b) A…

Q: The following structures are constitutional isomers with the formula C4H100. Rank them in order of…

A: In this question, we want to arrange all Compounds in the Increases order to their boiling point.…

Q: Draw the structure of the following three isomeric esters with chemical formula C7H12O2. Ester #1:…

A: C7H12O2 ( DBE = 7-12/2 + 1 = 8-6 = 2. Therefore the ester one is having one ester group + one ring.…

Q: bromobenzene is treated with chlorine, Cl2, in the presence of FeCl3 as a catalyst.

A: The atom which is attached to an aromatic compound is replaced by an electrophile is known as…

Q: Draw the structural formula of the products formed when each alkene is treated with one equivalent…

A: INTRODUCTION: given structure: Pent-2-ene The full form of NBS is…

Q: Identify which of the statements is/are correct. (i) The molecular formula of the smallest aldehyde…

A: which of the statements is/are correct is given below.

Q: The following compound undergoes an intramolecular reaction to form ethene and a product with a…

A: The given compound is as shown below The given compound is undrgoes olefin metathesis reaction. In…

Q: Compound A has the molecular formula C7H12. Hydrogenation of compound A produces 2-methylhexane.…

Q: The following are ways to prepare aldehydes EXCEPT a) oxidation of primary alcohols b) oxidation…

Q: Propose structures for molecules that fit the following descriptions:(a) An aldehyde with the…

A: There are different types of organic compounds, which are named based on the functional group…

Q: Draw a structural formula for the compound formed by treatment of benzene vith d combinations of…

A: It is given that benzene is undergoing electrophilic aromatic substitution reaction with the given…

Q: Complete the following reaction by drawing a structural formula for the product. Ni or Pt H2 CH,CCH3…

Q: Give TWO reagents to distinguish cyclohexanone from hexanal.

Q: Draw the structure of a compound fitting each description: a.an aldehyde with molecular formula…

A: Let The functional group in aldehyde is R - represents any alkyl group. The functional group in…

Q: Alcohols, ethers and phenols Give each of the following compounds an appropriate name. d.…

A: IUPAC Nomenclature of Ether :- In IUPAC Nomenclature, Ethers are considered as derivatives of…

Q: 2-methylhexanoic acid can be synthesized by oxidation of which of the following compounds? A)…

A: Oxidation reactions are those reactions in which the addition of oxygen takes place using an…

Q: write a structural formula for compound. Q.) trans-2-Vinylcyclohexanol

A: Organic compounds are the compounds which are mainly composed C and H atoms. The branch of chemistry…

Q: Draw a structural formula for compound. Q.) 2,2-Dimethylcyclohexanecarbaldehyde

A: To draw the structure of a compound, first, determine the parent compound and then add the…

Q: The following compound is treated with 1 equivalent of K2Cr207. Provide the name of the product that…

Q: There are three compounds with same molecular formula C8H9Br, and it has been known that all these…

A: The unimolecular nucleophilic substitution reaction (SN1) proceeds in two steps. In the first step,…

Q: A carboxylic acid of molecular formula C3H16O2 that has six carbons in its longest chain.

A: given find out structure of MF of C8H16O2

Q: Structure writing. Draw the structures of the following compounds a secondary alkyl halide with…

A: There are some common rules for IUPAC naming. Using these rules we can also draw structures. Common…

Q: 1. Write a reaction showing how the compound ethanoic propanoic anhydride is prepared. 2. Draw and…

A: We have given that 1. Ethanoic propanoic anhydride is prepared by reacting acyl chloride with…

Q: Find the molecular formula of the alkyne and then write down the corresponding reactions when it is…

A: Alcohol when heated with protic acids it loses a molecule of water to form alkenes. This reaction…

Q: Compounds X and Y are stereoisomers having the formula C6H12. Both X and Y react with one molar…

A: Stereoisomers have the same chemical formula but differ in their spatial arrangement of atoms .…

Q: Draw the structure of (2Z, 6E)-3-ethyl-7-methyldeca-2, 6-dien-1-ol, the sex pheromone of the codling…

A: If the two high priority groups are on the same side of the double bond, then it is known as Z…

Q: IV. A. Provide the structures of the compounds that fit the given descriptions. 1. Compound NALA. A…

Q: Describe each highlighted bond in terms of the overlap of atomic orbitals. and Draw the structures…

Q: Draw the structure of a compound fitting each description: a. an aldehyde with molecular formula…

A: (a) The given molecular formula of an aldehyde is C4H8O. Aldehyde should possess -CHO group as a…

Q: Draw the structure of the aldehydes with molecular formula C5H10O that contain an unbranched carbon…

A: Aldehydes are organic compounds which contains carbonyl (C=O) in which carbon atom is bonded with…

Question

Three constitutional isomers of molecular formula C 5H 8O
can be converted to 1-pentanol (CH 3CH 2CH 2CH 2CH 2OH)
on treatment with two equivalents of H 2 in the presence
of a Pd catalyst. Draw the structures of the three possible
compounds, all of which contain a carbonyl group

Expert Solution

This question has been solved!

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

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

General Physical Properties of Organic Compounds

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

Three products with the molecular formula C6 H4BrCl form when bromobenzene is treated with chlorine, Cl2, in the presence of FeCl3 as a catalyst. Name and draw a structural formula for each product.
In an advanced synthetic chemistry experiment, a researcher prepares a compound, ZY-7, by reacting a ketone (C5H10O) with hydroxylamine (NH2OH), followed by heating in the presence of an acid catalyst. The resulting compound, ZY-7, is then treated with a solution of sodium nitrite (NaNO2) and hydrochloric acid (HCl) at low temperature. Identify the class of compound that ZY-7 most likely belongs to after this series of reactions." A) Amide B) Oxime C) Nitro compound D) Diazonium salt E) Ester Don't use chatgpt please provide valuable answer
Write structural formulas for all ketones with the molecular formula C6H12O and give each its IUPAC name. Which of these ketones are chiral?
A synthetic organic molecule, G, which contains both aldehyde and ether functional groups, is subjected to a series of reactions in a multi-step synthesis pathway. In the first step, G undergoes a Wittig reaction, leading to the formation of an alkene, H. Subsequently, H is treated with an ozone (O3) reagent followed by a reducing agent in an ozonolysis reaction, resulting in the formation of two different products, I and J. Considering the functional groups present in G and the nature of the reactions involved, what are the most probable structures or functional groups present in products I and J? A. I contains a carboxylic acid group, and J contains an aldehyde group. B. I contains a ketone group, and J contains an alcohol group. C. I and J both contain aldehyde groups. D. I contains an ester group, and J contains a ketone group. Don't use chat gpt.
A compound with formula C7H12O is treated with sodium borohydride in methanol to yield 2,2-dimethylcylopentanol. Write a reaction scheme showing the structures of the reactant, the reagents, and the product. Will the product be optically active? Explain.
In an advanced synthetic chemistry experiment, a researcher prepares a compound, ZY-7, by reacting a ketone (C5H100) with hydroxylamine (NH2OH), followed by heating in the presence of an acid catalyst. The resulting compound, ZY-7, is then treated with a solution of sodium nitrite (NaNO2) and hydrochloric acid (HCI) at low temperature. Identify the class of compound that ZY-7 most likely belongs to after this series of reactions." A) Amide B) Oxime C) Nitro compound D) Diazonium salt E) Ester Don't use chatgpt please provide valuable answer
When 2-chloropropane treated with NaOH and 1-chloropropane treated with NaOH separately produce two different functional groups. Provide both reactions and explain the two different functional groups produced.
Describe each highlighted bond in terms of the overlap of atomic orbitals. and Draw the structures of ALL of the aldehydes with the molecular formula C5H10O that contain a 5-carbon chain.
Ethyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l). The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 8.50 gof butanoic acid and excess ethanol? Express your answer in grams to three significant figures.
The ketone 2-heptanone has been identified as contributing to the odor of a number of dairy products, including condensed milk and cheddar cheese. Describe the synthesis of 2-heptanone from acetylene and any necessary organic and inorganic reagents.
Ethyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.50 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%yield? Express your answer in grams to three significant figures.
Ethyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) a) Given 7.70 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100% yield? b) A chemist ran the reaction and obtained 5.25 g of ethyl butyrate. What was the percent yield? c) The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.70 g of butanoic acid and excess ethanol?