Concept explainers
Show how ethyl phenyl
(a) Benzene
(b) Benzonitrile,
(c) Benzaldehyde
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Chapter 16 Solutions
Organic Chemistry
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- Propose a mechanism for the reaction of(a) 1-methylcyclohexanol with HBr to form 1-bromo-1-methylcyclohexane.(b) 2-cyclohexylethanol with HBr to form 1-bromo-2-cyclohexylethane.arrow_forwardWhat is the major product of the following reaction? (a) (b) 37 HO HO (c) HO NaOH EtOH ? (d) HOarrow_forwardName 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_forward
- An alkene is treated with OsO4 followed by H2O2. When the resulting diol is treated with HIO4, the only product obtained is an unsubstituted cyclic ketone with molecular formula C6H10O. What is the structure of the alkene?arrow_forwardPredict the products formed when cyclohexanone reacts with the following reagents.(a) CH3NH2, Harrow_forwardCompound X (molecular formula C10H12O) was treated with NH2NH2,−OH to yield compound Y (molecular formula C10H14). Based on the 1H NMR spectra of X and Y given below, what are the structures of X and Y?arrow_forward
- Predict the products formed when CH3CH2¬C‚C≠- Na+ reacts with the following compounds.(a) ethyl bromide (b) tert-butyl bromide(c) formaldehyde (d) cyclohexanone(e) CH3CH2CH2CHOarrow_forwardPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.(a) PhMgBr, then H3O+ (b) Tollens reagent (c) semicarbazide and weak acid(d) excess ethanol and acid (e) propane-1,3-diol, H+ (f) zinc amalgam and dilute hydrochloric acidarrow_forwardName the following aldehydes and ketones: (a) (b) CH2CH2CHO CH3CH2CCHCH3 CH3 Draw structures corresponding to the following names: (b) 4-Chloropentan-2-one (e) 3-Methylbut-3-enalarrow_forward
- Compound P has molecular formula C5H9ClO2. Deduce the structure of P from its 1H and 13C NMR spectra.arrow_forwardCompound X (C4H9Br) reacts by heating with NaOH in H2O to form Y. The compound Y then undergoes acid catalysed hydration by H2SO4 in 180°C to form 2-methyl prop-1-ene. (e) Determine the structure of X and Y. (f) Predict a MAJOR product when compound Y reacts with H2SO4 in 140°C. (g) Draw a structural isomer of X. Name the isomer using IUPAC nomenclature. (h) Describe a chemical test to distinguish between compound Y and 1-butanol.arrow_forwardPredict the products formed when CH3CH2¬C‚C≠- Na+ reacts with the following compounds.(a) ethyl bromide (b) tert-butyl bromide(c) formaldehydearrow_forward