a-pinene en a-pinene reacts with 1. BH3; 2. H₂O₂, NaOH, H₂O ssible cis,trans isomers can be formed, but one of these is formed more readil v the structure of this preferred isomer. Use the wedge/hash bond tools to indicate stereochemistry where it exists

a-pinene en a-pinene reacts with 1. BH3; 2. H₂O₂, NaOH, H₂O ssible cis,trans isomers can be formed, but one of these is formed more readil v the structure of this preferred isomer. Use the wedge/hash bond tools to indicate stereochemistry where it exists

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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а-pinene When a-pinene reacts with 1. ВН3; 2. На О2, NaOH, Н2О 4 possible cis,trans isomers can be formed, but one of these is formed in over 85% yield. Draw the structure of this preferred isomer. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • To aid you in your drawing, the structure of a-pinene is provided for you in the drawing palette.
4-methyl-3-hexanol was prepared by reacting an alkene with either hydroboration-oxidation or oxymercuration-reduction. Draw the structure of the alkene that was used to prepare the alcohol in highest yield. • You do not have to consider stereochemistry. • Indicate the method of preparation by drawing either BH3 (for . If there is more than one alkene that can be used for a given method, draw all of them. If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method. Separate structures with + signs from the drop-down menu. ● 981 -- 26224 ? ChemDoodle Y hydroboration-oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher. Sn [1
(a) • All hydrogen atoms are implied. • You do not have to consider stereochemistry. • Omit lone pairs and radical electrons from your answer. 3-ethyl-3-pentanol Draw the structure of the alkene that was used to prepare the alcohol in highest yield. -8) O GA + H₂C * Cat CH₂ ? ChemDoodle Which process does this employ? 01. Hg(OAc)2, H₂O; 2. NaBH4 01. BH3; 2. H₂O2, NaOH OOSO4, H₂O2 Y
Compounds X and Y both have the formula C7H₁4. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane. The heat of hydrogenation of X is greater than that of Y. Both X and Y react with HCI to give the same single C7H15Cl compound as the major product. What is the structure of X? • In cases where there is more than one answer, just draw one. 23 ▾ Sn [F ChemDoodleⓇ 146
Alkenes undergo an addition reaction with borane in tetrahydrofuran (THF). For the reaction below: BH3 THF (solvent) a Draw the structure of the major organic product. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Use wedge and hash bonds ONLY when needed to show reaction stereochemistry. • If the reaction produces a racemic mixture, just draw one stereoisomer.
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
2-methyl-2-hexanol was prepared by reacting an alkene with either hydroboration-oxidation or oxymercuration-reduction. Draw the structure of the alkene that was used to prepare the alcohol in highest yield. • You do not have to consider stereochemistry. • Indicate the method of preparation by drawing either BH3 (for hydroboration-oxidation), or Hg (for oxymercuration-reduction), in a separate sketcher. • If there is more than one alkene that can be used for a given method, draw all of them. • If either hydroboration-oxidation or oxymercuration-reduction can be used, just give the structures for one method. • Separate structures with + signs from the drop-down menu. *9⁹-85 ? ChemDoodle Sn [F
1. Consider the solubility and boiling point of the following pair of compounds: n-butyl alcohol and diethyl ether. The boiling points for the compounds are 118 °C and 35 °C respectively. The solubility for both compounds is the same (8g/100g water). Explain this observation for (i) boiling point disparity; (ii) solubility similarity a. H-bonds form in diethyl ether; n-butyl alcohol forms H-bonds in water b. H-bonds form in n-butyl alcohol; diethyl ether forms H-bonds in water c. H-bonds in n-butyl alcohol; Both compounds form H-bonds in water d. Both compounds form H-bonds; Both compounds form H-bonds in water 2. Account for the bond angle differences between (i) H-C-H (109.5°) in methane and H-S-H (90°); H-C-H (109.5°) and H-O-H (107.5°) in water. a. The H-S-H has two lone pairs; The H-O-H has two lone pairs b. The H-S-H has no hybridization at p-orbitals; The H-O-H has two lone pairs c. The H-S-H has two lone pairs; The H-O-H has no hybridization…
Draw a structural formula for the product formed upon hydroboration/oxidation of the alkene below. CH3 • Use wedge and hash bonds ONLY for rings. • Do not show stereochemistry in other cases. • If the reaction produces a racemic mixture, just draw one stereoisomer.
Draw a structural formula for 2,4-dimethylpentane. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. CH4 ChemDoodleⓇ
Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. -CHCH3 ОН • 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.
5. An unknown hydrocarbon A with the formula CóH12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMNO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions and show your reasoning.