Compound A of molecular formula C8H₁4 is reduced by sodium in liquid ammonia to give compound B of molecular formula C8H16. product (Y). Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5- dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H140 product, but reaction with bromine gives an achiral C8H14Br2 product. What are the identities of A and B? A is 2,5-dimethyl-3-hexyne; B is cis-2,5-dimethyl-3-hexene A is 2,5-dimethyl-3-hexyne; B is trans-2,5-dimethyl-3-hexene A is 2,5-dimethyl-1,5-hexadiene; B is 2,5-dimethyl-3-hexyne A is 2,5-dimethyl-2,4-hexadiene; B is cis-2,5-dimethyl-3-hexene

Compound A of molecular formula C8H₁4 is reduced by sodium in liquid ammonia to give compound B of molecular formula C8H16. product (Y). Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5- dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H140 product, but reaction with bromine gives an achiral C8H14Br2 product. What are the identities of A and B? A is 2,5-dimethyl-3-hexyne; B is cis-2,5-dimethyl-3-hexene A is 2,5-dimethyl-3-hexyne; B is trans-2,5-dimethyl-3-hexene A is 2,5-dimethyl-1,5-hexadiene; B is 2,5-dimethyl-3-hexyne A is 2,5-dimethyl-2,4-hexadiene; B is cis-2,5-dimethyl-3-hexene

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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A hydrocarbon (X), with the molecular formula: C8H14 is reduced in presence of sodium and liquid ammonia to give the only product (Y) with the molecular formula: C8H16. Compounds X and Y both resulting 2,5-dimethylhexane when treated with hydrogen and platinum catalyst (H2/Pt). As a result of the oxidative cleavage of compound Y (by using KMnO4 / H2SO4), a single carboxylic acid derivative with C4H8O2 molecular formula is formed. Again, as a result of the reaction of Y with perbenzoic acid, the chiral compound C8H14O is observed, but the reaction of compound Y with bromine gives the achiral C8H14Br2 as the product.
Compound P (C2H4) which is an alkene undergoes reaction with HCl to produce compound Q (C2H5Cl). Reaction of compound Q with benzene in the presence of AlCl3 as catalyst produces compound R. Then, nitration of compound R in the presence ofnH2SO4 produces two compounds, S and T. But when compound R is reacted with a hot acidified solution of alkaline KMnO4 gives compound U. Deduce the structure of compounds P to U.
An optically active monoterpene (compound A) with molecular formula C10H18O undergoes catalytic hydrogenation to form an optically inactive compound with molecular formula C10H20O (compound B). When compound B is heated with acid, followed by reaction with O3 and then with dimethyl sulfide, one of the products obtained is 4-methylcyclohexanone. Give possible structures for compounds A and B.
Stearolic acid, C18H32O2, yields stearic acid on catalytic hydrogenation and undergoes oxidative cleavage with ozone to yield nonanoic acid and nonanedioic acid. What is the structure of stearolic acid?
Two isomers, A and B, of molecular formula C5H8 undergo catalytic hydrogenation with hydrogen gas and palladium on carbon to form the same C5H10 product. On ozonolysis followed by treatment with hydrogen peroxide (H2O2), isomer A gave a product of molecular formula C5H8O4 that has two carboxylic acid groups in it whereas isomer B gave a product of molecular formula C5H8O3 that contains a carboxylic acid group and a ketone group. Which of the following isomeric pairs best match this data?
Two isomers, A and B, of molecular formula C5H8 undergo catalytic hydrogenation with hydrogen gas and palladium on carbon to form the same C5H10 product. On ozonolysis followed by treatment with hydrogen peroxide (H2O2), isomer A gave a product of molecular formula C5H8O4 that has two carboxylic acid groups in it whereas isomer B gave a product of molecular formula C5H8O3 that contains a carboxylic acid group and a ketone group. What is the isometric pair of A and B that corresponds?
A, a compound with molecular formula C6H10, contains three methylene units. A reacts with one equivalent of H2 over Pd/C to yield B. A reacts with aqueous acid to form a single product, C, and undergoes hydroboration/oxidation to form a pair of enantiomers, D and E. Ozonolysis of A followed by reaction with dimethyl sulfide forms F with molecular formula C6H10O2. Provide structures for A–F.
Compound A, C11H16O, was found to be an optically active alcohol. Despite its apparent unsaturation, no hydrogen was absorbed on catalytic reduction over a Pd/C catalyst. On treatment of A with dilute H2SO4, dehydration occurred and an optically inactive alkene B, C11H14 was produced as the major product. Alkene B, on ozonolysis, gave two products. Product C, C8H8O, was shown to be a methyl ketone while product D, C3H6O, was shown to be an aldehyde.
Compound A, C11H16O, was found to be an optically active alcohol. Despite its apparent unsaturation, no hydrogen was absorbed on catalytic reduction over a Pd/C catalyst. On treatment of A with dilute H2SO4, dehydration occurred and an optically inactive alkene B, C11H14 was produced as the major product. Alkene B, on ozonolysis, gave two products. Product C, C7H6O, was shown to be an aldehyde while product D, C4H8O, was shown to be a ketone. Draw the structure of compound C. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. HELP PLEASE I DONT UNDERSTAND THE PROCESS
A is a compound with molecular formula of C6H10, contains three methylene units. A react with one equivalent of H2 over Pd/C to yield B. A reacts with aqueous acid to form a single product, C. A also undergoes hydroboration/ oxidation to form product D. Ozonolysis of A followed by reaction of dimethylsulfide form E with molecular formula C6H10O2. A react with bromine in dichloromethane form F with molecular formula of C6H10Br2. Draw the reaction scheme for all the reaction mentioned above and suggest structure for A – F.
Compound A has the formula C9H19Cl. B is a C9H19Br compound.A and B undergo base-promoted E2 elimination to give the same alkene C as the major product as well as different minor products.C reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2,6-dimethylheptane.Addition of HCl to C yields A as the major product.Propose structures for A and B.
An organic compound A which has a characteristic odour is treated with 50% NaOH to give B (C7H8O)and C which is a sodium salt of an organic acid . Oxidation of B gives back A. Heating C with soda lime yields an aromatic hydrocarbon D . Deduce the structures of A,B,C and D