Concept explainers
The stereochemistry of the products of reduction depends on the reagent used, as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert
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Organic Chemistry
- #1077 of Paperchasel Compound A is treated with H₂SO4 to produce compound B which decolourises bromine in CCl4 Compound B is treated with cold, dilute KMnO4 to produce compound C. If compound A has the molecular formula C6H₁2O then: Select one: O a. B could be 1-hexene and C could be 1,2-hexanediol b. A could be cyclohexanol and B could be cyclohexane O c. A could be cyclohexanone and B could be cyclohexene O d. A could be cyclohexanol and C could be 1,2-cyclohexanediol e. B could be cyclohexene and C could be cyclohexanol #1444 of AromaticDirectors Which of the following are meta directing and deactivating substituents in aromatic electrophilic substitution reactions? 2) Br 3) OH 4) OR 5) NHCOR 1) CI Select one: 1), 2) and 3) O b. all of the above c. 1), 4) and 5) d. none of the above e. 3), 4), 5) and 6) a. 6) methylarrow_forward4) Provide the starting materials for the following reactions. a) b) c) HBr 0 °C H₂O, H₂SO4 NaOH (2 equivalents) H₂O, 55 °C OH Brarrow_forwardBent (D) Trigonal pyramidal 5. A student wishes to prepare ethyl acetate from the reaction of ethanol and acetic acid. To be successful, this reaction requires (A) an acidic catalyst. (C) an oxidizing agent. (B) a basic catalyst. (D) a reducing agent. 6. Which alkyl halide reacts most rapidly with aqueous sodium hydroxide solution? (A) CH₂Cl (B) CH₂I (C) (CH3)3CCH₂Cl (D) (CH3)3CCH₂I 57. How many isomers are there with the formula C6H₁4?arrow_forward
- (a) Draw the two isomeric dienes formed when CH2 = CHCH2CH(Cl)CH(CH3)2 is treated with an alkoxide base, (b) Explain why the major product formed in this reaction does not contain the more highly substituted alkene.arrow_forward(ii) Name the following using IUPAC system of nomenclature: (a) CH2 (Cl) CH (NH2) CHO (b) CH3 C (Br) CH2 CH (F) COOH Brarrow_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
- 3,4-Dimethylpent-1-ene has the formula CH2“CH¬CH(CH3)¬CH(CH3)2. When pure (R)-3,4-dimethylpent-1-ene is treated with hydrogen over a platinum catalyst, the product is (S)-2,3-dimethylpentane. The reactant is named (R), but the product is named (S). Does this name change imply a change in the spatial arrangement of the groups around the chiral center? So why does the name switch from (R) to (S)?arrow_forward4 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_forwardA chemist synthesized compound X as a racemic mixture. When the ketone group in X was enzymatically reduced to the corresponding alcohol, a 100% yield was obtained of the product shown below. Choose the statement that best describes this result. ОН enzyme C;H1 `OCH,CH; pH 4.0 C3H1 `OCH,CH3 ОН ÕH X (racemic) (100% yield) One enantiomer of compound X reacts quickly with the enzyme. The other enantiomer of compound X is unreactive, but rapidly equilibrates with the reactive enantiomer under the reaction conditions. Since compound X was racemic, it makes sense that only a single product was obtained. O The product is a meso compound, so either enantiomer of compound X gives the same product. One enantiomer of compound X reacts quickly with the enzyme, while the other enantiomer of compound X remains unchanged.arrow_forward
- Determine the alcohols that would yield the following products:arrow_forwardWhat is the major organic product of the following reaction? (a) (b) NaBH4 CH3CH₂OH ? (c) (d) OHarrow_forwardCitronellol ((3R)-3,7-dimethyloct-6-en-1-ol, C10H20O) is an organic fragrance found in the oil extracted from lemon grass. a) Name the two functional groups present in the molecule. b) When a few drops of bromine dissolved in hexane is added to a sample of citronellol the brown colour of the bromine rapidly disappears. i. What type of chemical reaction has occurred? ii. Draw the structure of the product formed. iii. Name the product. c) The product formed when citronellol is heated with a mixture of potassium dichromate and sulfuric acid gives a yellow/orange precipitate when shaken with Brady’s reagent (2,4-dinitrophenylhydrazine). It also shows a positive result with Fehling’s solution. i. What type of chemical reaction has occurred ? ii. What type of functional group is present in the product? d) Explain the type of stereoisomerism which may occur in citronellol.arrow_forward
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