Concept explainers
Interpretation:
The structure of sabinene and the other compound, which is formed in the ozonolysis of sabinene followed by hydrolysis in the presence of zinc, is to be given. Also, the structure of
Concept introduction:
>Ozonolysis of
On ozonolysis, cyclic alkenes produce a single compound containing two carbonyl groups.
>If formaldehyde is produced after ozonolysis, the alkene has a terminal double bond.
>If an aldehyde is produced after ozonolysis, at least one of the double bonded carbon atoms in the alkene has a hydrogen attached to it.
>If a ketone is produced after ozonolysis, at least one of the double bonded carbon atoms in the alkene must be disubstituted.
>The total number of hydrogen and carbon atoms in the original alkene is equal to the total number of carbon and hydrogen atoms in two products formed in the ozonolysis reaction.
Want to see the full answer?
Check out a sample textbook solutionChapter 8 Solutions
Organic Chemistry - Standalone book
- Name and draw the structure of the major product in the following reactions of cyclohexanone: A) Reduction with NaBH4 in ethanol, followed by H+ B) Reaction with excess ethanol in the presence of H+arrow_forwardOximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6- dimethyloctane when treated with H2 and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C = O, CH2 = O, CH2(CHO)2, and CH3COCHO. Ozonolysis of myrcene yields (CH3)2C = O, CH2 = O, (two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.arrow_forwardA dialkyl-substituted benzene, C14H22, is treated with basic potassium permanganate, followed by acid workup. The same dialkyl-substituted benzene was recovered afterward from the reaction mixture. Draw the structure of the compound.arrow_forward
- Claisen condensation between diethyl phthalate and ethyl acetate followed by saponification, acidification, and decarboxylation forms a diketone, C9H6O2. Propose structural formulas for compounds A and B and the diketone.arrow_forwardWhen cis-4-chlorocyclohexanol is treated with sodium hydroxide in ethanol, it gives mainly the substitution product trans-1,4-cyclohexanediol (1). Under the same reaction conditions, trans-4-chlorocyclohexanol gives 3-cyclohexenol (2) and the bicyclic ether (3). (a) Propose a mechanism for formation of product (1), and account for its configuration. (b) Propose a mechanism for formation of product (2). (c) Account for the fact that the bicyclic ether (3) is formed from the trans isomer but not from the cis isomer.arrow_forwardA 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.arrow_forward
- (S)-2-butanol reacts with potassium dichromate (K2CrO4) in aqueous sulfuric acid to give A(C,HgO). Treatment of A with ethylmagnesium bromide in anhydrous ether gives B(C,H140). Draw the structure of B.arrow_forwardCompound A has molecular formula C7H15B.. Treatment of compound A with sodium ethoxide yields only one elimination product (compound B) and no substitution products. When compound B is treated with dilute sulfuric acid, compound C is obtained, which has molecular formula C7H160. Draw the structures of compounds A, B, and C.arrow_forwardDescribe how 3-methyl-1-phenyl-3-pentanol can be prepared from benzene. You can use any inorganic reagents and solvents, and any organic reagents provided they contain no more than two carbons.arrow_forward
- How could you convert butanoic acid into the following compounds? Write each step showing the reagents needed. (a) 1-Butanol (b) 1-Bromobutane (c) 1-Butenearrow_forwardBirch Reduction of toluene leads to a product, X with the molecular formula C7H10. After ozonolysis of X, the two compounds, 3-oxobutanal and malonaldehyde are formed. what is the structure of xarrow_forwardDimethyl disulfide, CH,S–SCH3, found in the vaginal secretions of female hamsters, acts as a sexual attractant for the male hamster. Write an equation for its synthesis from methanethiol.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning