A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over the Lindlar catalyst, 1 equivalent of H2 is absorbed. On hydrogenation over a palladium catalyst, 3 equivalents of H2 are absorbed. (a) How rnany degrees of unsaturation are present in the unknown? (b) How many triple bonds are present? (c) How many double bonds are present? (d) How many rings ar e present? (e) Draw a structure that fits the data.

A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over the Lindlar catalyst, 1 equivalent of H2 is absorbed. On hydrogenation over a palladium catalyst, 3 equivalents of H2 are absorbed. (a) How rnany degrees of unsaturation are present in the unknown? (b) How many triple bonds are present? (c) How many double bonds are present? (d) How many rings ar e present? (e) Draw a structure that fits the data.

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

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...

See similar textbooks

Similar questions

(a) What happens when CH3—O—CH<sub3 is heated with HI?(b) Explain mechanism for hydration of acid catalyzed ethene :CH2 = CH2 + HzO CH3—CH,—OH
what is the major organic product?
A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis gave CH3(CH2), CO₂H and HO₂CCH2CH2CH2CH2CO₂H as the only products. Draw a reasonable structure for this hydrocarbon. Click and drag to start drawing a structure. D:
For each of the following alcohols, which method of synthesis, (a) hydroboration-oxidation or (b) oxymercuration-reduction, can produce the alcohol relatively free of constitutional isomers and diastereomers? (Drag an alcohol to the appropriate bin if it can be made by that method.) hydroboration-oxidation (b) oxymercuration-reduction он H OH CH3CH2-CH-CH2CH2CH3 H ОН н н H Он
Draw the structures of the missing reactant, reagent, or major organic products (s)
Orgo! Located in photo.
(b) Answer the following questions based on the compounds below. Jawab soalan berikut berdasarkan kepada sebatian di bawah. Br -Br A в (i) Which compound has the lower boiling point? Explain your answer. Sebatian manakah yang mempunyai takat didih yang lebih rendah? Terangkan jawapan anda. (ii) Draw the SN1 mechanism for the reaction of compound B with sodium hydroxide, NaOH. Lukiskan mekanisma SN1 bagi tindak balas antara sebatian B dengan natrium hidroksida, NaOH. (ii) Arrange the following compounds in increasing order of acidity. Susunkan sebatian berikut mengikut tertib menaik keasidannya. он HO, HO, E
Draw an approximate reaction-energy diagram showing the curves for the two possible pathways for ionic addition of HBr to 1-methylcyclohexene. (a) Formation of the major product, 1-bromo-1-methylcyclohexane, and (b) formation of the minor product, 1-bromo-2-methylcyclohexane. Point out how these curves show that 1-bromo-1-methylcyclohexane should be formed faster
МЕСНANISMS 1,2-epoxy-1-methylcyclopentane undergoes both acid-catalyzed and base-catalyzed opening of the epoxide ring to form two different products. > Using ethanol as the solvent and an appropriate acid, show the steps in the acid catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). > Using ethanol as the solvent and an appropriate base, show the steps in the base- catalyzed mechanism, writing structures for all products of the steps. Circle the major product(s). 1,2-epoxy-1-methylcyclopentane CH3
a) Define saponification.b) The following reactivity order has been found for the saponification of alkyl acetatesby aqueous NaOH. Explain.
Which of the compounds, (a)-[d) below is the major product of the reaction: H* / H20 (a) (b) OH OH (c) (d) но OH O A. (a) O B. (b) OC. (C) O D. (d)
11) a) How many different molecules containing one double bond can be used to synthesize 4-methyl-4-heptanol (as the major product) via acid catalyzed hydration with H2SOe and H20? Draw them all below. b) Are any of the structures in part (a) trisubstituted alkenes? If so, redraw it/them below. c) Label (if possible) the structure(s) in part (b) as either Z or E double bond isomers. Bonus Question: ) Recently, the Gademann research group from the University of Zurich, completed the synthesis of (+)-Peyssonnosol, a complex natural product (shown below on the left) which contains seven stereocenters. Briefly describe what the "(t)" symbol in front of the synthesized natural product name means. Me., Me, Me Me HO. Me Me Synthesized ()-Peyssonnosol Starting Materials Used inSynthesis