Concept explainers
(a)
Interpretation: The substitution product (including stereochemistry) formed by the treatment of
Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared when alcohols are treated with
(b)
Interpretation: The substitution product (including stereochemistry) formed by the treatment of
Concept introduction: Alcohols are converted into alkyl tosylates by treatment with
(c)
Interpretation: The substitution product (including stereochemistry) formed by the treatment of
Concept introduction: Alkyl bromides are obtained by the reaction of
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Chapter 9 Solutions
Organic Chemistry
- Name and draw the products of each reaction. 1-propanol + hydrobromic acid → (a) (b) 1-pentanol H-SO A (c) N-propylmethanamide + water (d) 3-methyl oct-2-ene + hydrochloric acid -arrow_forwardDraw the organic products formed when 2-bromo-3-pentanone (CH,CH,COCHBrCH3) is treated with each reagent: (a) LizCO3, LiBr, DMF; (b) CH;CH2NH2; (c) CH;SH.arrow_forwardWhat is the major organic product of the following reaction? (a) (b) NaBH4 CH3CH₂OH ? (c) (d) OHarrow_forward
- Comparing Two Different Methods of Hydration of an Alkene Draw the product formed when CH3CH2CH2CH2CH=CH2 is treated with either (a) H2O, H2SO4; or (b) BH3 followed by H2O2, HO−.arrow_forward|| CH2-С-NH 2 KOBr → (A); Product (A) is : C-0- CH3 (a) (b) (c) NH (d) NH 3.arrow_forwardfor the following compounds, give their IUPAC and common names:arrow_forward
- Draw the structural formula for the major product of the following reactions.arrow_forward(a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C=C and an OH group. 2-methylcyclohexanonearrow_forwardWhat two enamines are formed when 2-methylcyclohexanone is treated with (CH3)2NH?arrow_forward
- How will you convert:(i) Propene to propan-2-ol?(ii) Phenol to 2, 4, 6-trinitrophenol?arrow_forwardDraw all of the substitution and elimination products formed from thegiven alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicate thestereochemistry around the stereogenic centers present in the products,as well as the mechanism by which each product is formed.arrow_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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