Interpretation:
The balanced chemical equation for each of the given reaction is to be written.
Concept Introduction:
Phenols contain hydroxyl
Phenols undergo electrophilic aromatic substitution reaction due to the presence of the hydroxyl group that activates itself towards electrophilic substitution. The hydroxyl group causes the resonance effect due to which the ortho and para positions of phenol ring become electron rich.
Want to see the full answer?
Check out a sample textbook solutionChapter 23 Solutions
Connect Access Card Two Year for Organic Chemistry
- Wolff-Kishner reduction of compound W gave compound A. Treatment of A with m-chloroperbenzoic acid gave B which on reduction with LiAH4 gave C. Oxidation of compound C with chromic acid gave D (C9H14O). Suggest the structures for A, B, C, and D.arrow_forwardCompound J, C16H16Br2, is optically active. On treatment with strong base, compounds K and L (each C16H14) are formed; K and L each absorb only 2 equivalents of hydrogen when reduced over a Pd/C catalyst. Compound K reacts with ozone to give phenylacetic acid (C6H5CH2COOH), while similar treatment of L gives 2 products. One product, M, is an aldehyde with formula C7H6O; the other product is glyoxal (CHO)2. Draw the structure of compound L.arrow_forwardTreatment of salicylaldehyde (2-hydroxybenzaldehyde) with bromine in glacial acetic acid at 0°C gives a compound with the molecular formula C7H4Br2O2, which is used as a topical fungicide and antibacterial agent. Propose a structural formula for this compoundarrow_forward
- (a) Explain the mechanism of a nucleophilic attack on the carbonyl group of an aldehyde or a ketone.(b) An organic compound (A) (molecular formula CgH16Q2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid also produced (B). On dehydration (C) gives but-1-ene. Write the equations for the reactions involved.arrow_forward3. Obtain acetophenone and acetaldehyde by reaction of glycols with periodic acid. Justify your answer with the reaction mechanism.arrow_forward(a) Give chemical tests to distinguish between the following pairs of compounds :(i) Benzoic acid and Phenol (ii) Benzaldehyde and Acetophenone(b) An organic compound with molecular formula C5H10O does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives a positive iodoform test. On vigorous oxidation, it gives ethanoic acid and propanoic acid. Identify the compound and write all chemical equations for the reactions.arrow_forward
- Starting with benzene, toluene, or phenol as the only sources of aromatic rings, show how to synthesize the following. Assume in all syntheses that mixtures of ortho-para products can be separated into the desired isomer. Q.) m-Chlorobenzoic acidarrow_forwardCompound A has the molecular formula C14H25Br and was obtained by reaction of sodium acetylide (HC≡CNa) )with 1,12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation of compound B over Lindlar palladium gave compound C (C14H26), while hydrogenation over platinum gave compound D (C14H28). Sodium-ammonia reduction of compound B gave compound E (C14H26). Both C and E yielded O═CH(CH2)12CH═O on ozonolysis. Assign structures to compound A through E so as to be consistent with the observed transformations.arrow_forwardPredict the products of reactions of ketones and aldehydes with the followingtypes of compounds, and give mechanisms where appropriate: (a) hydridereducing agents; (b) Clemmensen and Wolff-Kishner reagents; (c) Grignard andorganolithium reagents; (d) phosphorus ylides; (e) water; (f) hydrogen cyanide;(g) ammonia and primary amines; (h) hydroxylamine and hydrazine derivatives;(i) alcohols; and (j) oxidizing agents.arrow_forward
- Starting with acetylene and ethylene oxide as the only sources of carbon atoms, show how to prepare the compound Q.)Hexanedialarrow_forwardWhen acetophenone, hydroxelamine hydrochloride, and sodium hydroxide are reacted to synthesize acetophenone oxime, why is it necessary to add hydrochloric acid after the reaction to make it acidic?arrow_forwardCompound EE, C5H10O gives a positive result (formation of silver mirror) when reacted with Tollen’s reagent. Reduction of EE with sodiumborohydride, NaBH4 followed by acidified water, H3O+ produces compound FF. Dehydration of compound FF uses concentrated sulphuric acid, H2SO4 at a temperature of 180°C produces compound GG. Compound FF also reacts with hot acidified potassium dichromate, K2Cr2O7 to produce 2-methylbutanoic acid, C4H9COOH. Esterification between 2-methylbutanoic acid and methanol, CH3OH produces compound HH. Draw the structural formula of compounds EE, FF, GG, and HH.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning