I cannot figure out this question about ozonolysis of an alkene? There are two double carbon bonds to choose from on the ring, so how do we know what is being acted on? (if that makes sense) Thank you! The alkene shown below is treated sequentially with ozone (03) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed.CHCH3H3CCH3

Answered: The alkene shown below is treated…

The alkene shown below is treated sequentially with ozone (O3) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. CHCH3 H3C CH3

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

Chapter6: Reactions Of Alkenes

Section: Chapter Questions

Problem 6.44P: Show how to convert ethylene to these compounds. (a) Ethane (b) Ethanol (c) Bromoethane (d)...

See similar textbooks

Related questions

Q: Treatment of propadiene (an allene) with hydrogen bromide produces 2-bromopropene as the major…

A: Allenes consists of two cumulative double bonds. The hybridization of C1 in the given molecule of…

Q: 1. O3 (excess) 2. DMS

A: Given,

Q: Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of…

A: Consider the given reaction is as follows;

Q: Propane reacts with Br2 to form 2-bromobutane in the presence of uv light. Produce the minor…

A: Alkanes when react with halogen in the presence of UV light, haloalkane is formed. The formation of…

Q: Suggest a reasonable series of synthetic transformations to convert 2-methylpropane to…

A: Given reaction is the conversion of 2-methylpropane to 1bromo-2-methylpropane

Q: Write a stepwise mechanism for each of the following reactions. Explain why a more stable alkyne…

A: The stepwise reaction mechanism of the first reaction is shown below.

Q: The reaction of DBU with 2-bromoheptane gives two alkene products, what are they? Which of these…

A: Here DBU is a base and it leads to elimination reaction (E 2 reaction). And the major product will…

Q: a) The alkene drawn here undergoes an electrophilic addition reaction with HBr. i) Give the IUPAC…

Q: A hydrocarbon, C6H12, on ozonolysis gives only one product which does not give silver mirror with…

A: Degree of unsaturation = 2C+2-H+N-X2 where C = number of carbon atoms H = number of…

Q: Step 1 of hydration of 2-methyl-1-propene: Note that the most stable carbocation is formed here.…

Q: 3.1. Draw structure of a tertiary alcohol with four carbons, give its IUPAC name and then show the…

A: Tertiary alcohol is a compound where OH group is attached to a tertiary carbon ( Carbon attached to…

Q: Compound C10H16 presents a series of reactions that are shown in the scheme below. Write the…

A: Alkene on Ozonolysis gives dicarbonyl compound. The compound E is an alkene.

Q: The following flow chart connects three of the reactions we have discussed that involve carbocation…

Q: Which reaction(s) would you use to convert Cyclohexanone to Methylenecyclohexane (A) and…

A: A. Cyclohexanone on reaction with phophorous ylide, Ph3P=CH2 gives cyclohexene via four member…

Q: Using the wittig reaction, synthesise aldehyde 4 to form cis alkene 2, and trans alkene 3. In your…

Q: If my product is incorrect then what am I missing?

A: In the given reaction, alkene is treated with HBr and peroxide(ROOR). Here, an electrophilic…

Q: Based on what you know about the relative stabilities of alkyl cations and benzyliccations, predict…

A: Carbocation stability depends upon aromaticity, resonance, inductive effect.

Q: Below is a mechanism that represents the following single reaction sequence: a certain alcohol…

A: Given: The mechanism of acid catalysed dehydration of alcohol using conc. H2SO4 which involves the…

Q: Ethers can be prepared by reaction of an alkoxide or phenoxide ion with a primary alkyl halide. Draw…

A: The reactants given are iodoethane and below alkoxide

Q: Provide the reaction scheme (reagents and intermediates) to obtain the final products indicated…

Q: 3. Write structural formulas for all the alkene products that are formed under the indicated…

A: Biomolecular elimination (E2) reaction:E2 reaction involves a one-step mechanism in which…

Q: Which of the following is a Markownikov reaction when applied to an alkene? Two of these Three of…

Q: Propene reacts with hydrogen bromide (HBr) at room temperature to produce, 1-bromopropane and…

A: When alkene react with HBr then addition reaction takes place and one major and one minor product is…

Q: When 1,2-cyclohexanediol is dehydrated in the presence of concentrated sulfuric acid, the major…

A: Dehydration reaction is defined as the reaction where in presence of concentrated acid ,water…

Q: In each case below select the synthetic procedure/s that could be used to carry out the…

A: Both of these reagents are hydrating agent resulting in addition of -OH group.

Q: Alkenes can be transformed into epoxides by an epoxidation reaction. If the following hexenes are…

A: Alkene react with nascent oxygen and form epoxide , it is called epoxidation. Achiral compound means…

Q: Draw the structural formula of the product formed by treating each Wittig reagent with…

A: Treatment of o-chloroether of compound (A) and compound (B) with triphenylphosphine gives a…

Q: Give the IUPAC name of the 1,4-addition product of the reaction between 2-methylpenta-1,3-diene with…

Q: CH3 CH3 Br Br2 CH3 CH2CI2 CH3 H3C H3C Br Electrophilic addition of bromine, Br2, to alkenes yields a…

Q: Determine the reagents necessary to carry out the following conversion, and type them in the space…

A: Given reaction is, (E)-3methyl-3hexene ----> 3-methyl-3hexanol Here alkene is get converted into…

Q: Following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write…

A: (i) Write the compound which is most reactive towards SN2 reaction : 1-Bromopentane (ii) Write the…

Q: 2. There are two isomeric alkenes that can produce the first alcohol shown below as the major…

A: A hydration reaction is the addition of water across the double bond, i.e., a hydrogen and a…

Q: Complete the following reaction schemes by choosing the correct product, starting material, and/or…

Q: CH3 CH3 Br Br2 CH,Cl2 .CH3 LCH3 H3C“ H3C° Br Electrophilic addition of bromine, Br2, to alkenes…

A: Note: Alkene addition to bromine electrophile give cyclicbromonium ion. (see the arrows below).

Q: *probler 1-3, proviae mec H30 H20 + THF 1.

Q: Define the E2 mechanism for the Preparation of Alkenes ?

A: A reaction in which the substrate loses two atoms or groups from the same 'C' atom or from the…

Q: CH,OH -Br OCH3 reflux OCH3

Q: Proposed chemical reactions which accomplish the objective shown below. Specify reagents, essential…

A: A.Chemical reactions showing the conversion of cis-alkene to trans-alkene is given below.

Q: There are two isomeric alkenes that can produce the first alcohol shown below as the major product…

A: (a) The alkene can be converted to alcohol by three different ways: (i) First is the reaction of…

Q: (a) In an acid-catalyzed hydration, one of the following 10 carbon alkynes is expected to produce a…

A: (a) An alkyne produces a ketone on acid catalysed hydration.

Q: On acid-catalyzed dehydration, 1-butanol (CH3CH2CH2CH2OH) can be converted to 1-butene. Write out an…

A: 1. 1-butanol can be converted to 1-butene by acid catalysed dehydration. That is in presence of H+,…

Q: Four alkenes are formed from the E1 reaction of 3-bromo-2,3-dimethylpentane and methanol. Draw the…

A: In the presence of methanol, tertiary alkyl halide undergoes E1 reaction in which carbocation is…

Q: Draw the organic product obtained on treatment of each of the following two alkenes with bromine:…

A: The products formed form two alkenes with bromine have to be drawn. The products formed form two…

Q: The reaction shown below is carried out in two stages. In the first, the two reactants are combined…

Q: cyclohery! ethyl ether CH3 CH2 Br , Br CH, CH,O°

A: There are generally two mechanism for nucleophilic substitution reaction- 1- SN1 reaction 2- SN2…

Q: Draw structural formulas for all alkenes that could be used to prepare the alcohol shown below by…

Q: -bromo-1-methylcyclopentane is being reacted with sodium ethoxide in diethyl ether Ethoxide will…

A: In E2 elimination, acid base reaction and leaving group leaves the system synergistically. But in…

Concept explainers

Alkynes

Alkynes are organic compounds that contain at least one triple bond between carbon-carbon atoms. They are a series of unsaturated compounds with a general molecular formula, CnH2n-2.

Question

I cannot figure out this question about ozonolysis of an alkene? There are two double carbon bonds to choose from on the ring, so how do we know what is being acted on? (if that makes sense) Thank you!

The alkene shown below is treated sequentially with ozone (03) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed.
CHCH3
H3C
CH3

Definition Definition Organic compounds that contain at least one double bond between carbon-carbon atoms. The general molecular formula for alkenes with one double bond is C n H 2n .

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 1 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

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.
Draw the products formed when alkene reacts with these reagents: (i) H2 in the presence of Pd catalyst, (ii) HCl.
Draw the structural formula of the products formed when each alkene is treated with one equivalent of NBS in CH2Cl2 in the presence of light.
The acid-catalyzed dehydration of 2,3-dimethyl-3-pentanol yields three alkene products. What are the names of the three alkenes? Which of the three alkenes is the major product?
Write down the common (not IUPAC) names of the organic molecules that would be released if this molecule were hydrolyzed: CH,—O—C—(CH2)—CH=CH-CH,—CH=CH—(CH2) — CH3 CH-0- -(CH2)–CH=CH(CH2)CH3 O CH,—O-C=(CH2)=CH=CH(CH2)—CH3 Separate each name with a comma and a space. You will find useful information in the ALEKS Data resource. type your answer...
5B In the following reactions, mixtures of alkenes and ethyl ethers are formed. Draw their structures. Explain which is or are likely to be the main product(s) in each reaction. In case of formation of two isomers of alkenes, explain which is formed in greater proportion CH3 CH3 H3C-C H -Br CH3 EtOH
Butene (CH2CHCH2CH3) reacts with hydrogen chloride (HCl) at room temperature. Draw the displayed formulae of the products formed in this reaction. State the name of the above reaction mechanism. Alkene Propene reacts with hydrogen bromide (HBr) at room temperature to produce, 1-bromopropane and 2-bromopropane. H2C=CHCH3 + HBr → CH2(Br)CH2CH3 + CH3CH(Br)CH3 Draw out the reaction mechanism of the reaction between propene and hydrogen bromide to produce 2-bromopropane. Use curly arrows to show the movement of electrons. The description should be detailed and must include the type of bond fission that takes place. You may sketch and insert suitable diagrams to aid your description if you wish. Referring to the above mechanism, explain why two products are formed…
The reduction of a certain alkene gave 2-methylbutane. It also gave acetic acid (CH3CO2H) as one of the products when treated with hot basic KMnO4 followed by acidification. Give the IUPAC name of this alkene.
The reaction of Hbr with 2-methylpropene produces 2-bromo-2-methylpropane. What is the structure of the carbocation formed during the reaction?
Draw a structural formula for the major organic product of the following reaction: CH₂Cl₂ CH3CH=CHCH₂CH(CH3)2 + Br₂
Draw structural formula for the product formed upon hydrocarbonation/oxidation of the alkene below
Which alcohols can be prepared as a single product by hydroboration–oxidation of an alkene? Which alcohols can be prepared as a singleproduct by the acid-catalyzed addition of H2O to an alkene?