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Concept explainers
(a)
Interpretation: The reaction conditions that are needed to convert
Concept introduction: The opening of an
(b)
Interpretation: The reaction conditions that are needed to convert
Concept introduction: The opening of an epoxide/oxirane ring is regioselective either it takes place with a strong nucleophile
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Chapter 9 Solutions
ORGANIC CHEMISTRY
- 4 But-2-enal, CH₂CH=CHCHO, is a pale yellow, flammable liquid with an irritating odour. (a) But-2-enal exists as two stereoisomers. Draw skeletal formulae to show the structure of the two stereoisomers of but-2-enal. (b) (i) Describe a simple chemical test that would show that but-2-enal is an aldehyde. (ii) Explain why this test gives a different result with aldehydes than it does with keton (c) But-2-enal also reacts with sodium borohydride, NaBH4. (i) Identify the organic compound formed in this reaction. (ii) State the type of chemical reaction occurring. (d) Precautions must be taken to prevent but-2-enal catching fire. Construct a balanced equation for the complete combustion of but-2-enal, C₂HO.arrow_forward1) Draw the following molecules. A) 3-chloro-2-ethoxy-4-methyl hexaue B) 4-ethyl-4-methylcyclohexane-1,3-diol C) N-methyl-N₁2-dipropyl cyclohexanaminearrow_forwardWhen the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forward
- What is the major organic product of the following reaction? (a) (b) NaBH4 CH3CH₂OH ? (c) (d) OHarrow_forwardWrite the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forwardWhat reaction conditions are needed to convert (R)-2-ethyl-2-methyloxirane to (S)-2- methylbutane-1,2-diol ?arrow_forward
- 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?arrow_forwardPredict which member of each group is most soluble in water, and explain the reasons for your predictions.(a) butan-1-ol, pentan-1-ol, or propan-2-ol(b) chlorocyclohexane, cyclohexanol, or cyclohexane-1,2-diol(c) phenol, cyclohexanol, or 4-methylcyclohexanolarrow_forwardComplete the following reaction by supplying the missing portion indicated by a question mark: [0] CH;C–H ? Product v Ethanoic acid Propionic acid Propanone Ethanol Propanoic acid No reactionarrow_forward
- Which of the following molecules (1) (2) CH,0-ČCH,CH, CH,CH,CH (3) О—С—Он (4) OH CH,CHCH,CH, (5) CH,-NH would: neutralize NaOH neutralize HCI yields an alcohol and an organic acid when hydrolyzed is easily oxidized to an acid would be classifed as aromatic could be oxidized to give a ketonearrow_forwardDraw compounds that contain the following: (a) A primary alcohol (c) A secondary thiol (c) An isopropyl group (b) A tertiary nitrile (d) A quaternary carbonarrow_forwardDraw the organic product(s) formed upon the addition of HBr to (a) 2-methyl-2-pentene, (b) trans-2-hexene, and (c) 4-methylcyclohexene. How many regioisomers can be formed in each case?arrow_forward
- Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
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