Concept explainers
(a)
Interpretation:
The ranking of the compounds in increasing order of their harshness of the reaction conditions that are required to accomplish the sulfonation reaction is to be stated.
Concept introduction:
The organic reaction of an arene in which the replacement of a hydrogen atom by a sulfonic acid takes place is known as
(b)
Interpretation:
The ranking of the compounds in increasing order of their harshness of the reaction conditions that are required to accomplish the Friedel-Crafts acylation is to be stated.
Concept introduction:
The reaction between isobutyryl chloride with benzene in presence of
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EBK ORGANIC CHEMISTRY
- (d) How would you prepare any one of the following compounds from benzene? More than one step may be involved in each case. (a) (b) OH Br m-Bromo benzoic acid Phenyl acetic acidarrow_forwardSuggest readily available starting materials and reaction conditions suitable for obtaining each of the following compounds by a procedure involving alkylation of nucleophilic carbon. (a) PHCH2CH2CHPH (b) (CH3)½C=CHCH2CH2CCH2CO;CH3 ČN (c) (d) CH2=CHCH=CHCH2CH2CO,H CH3 CH2CO2H CH3 CH3CO CH;CH2CH2 (f) (e) 2,3-diphenylpropanoic acid (g) CH3Oʻ CH3CH2 CH2CH=CH2arrow_forwardWrite structural formulas for the cyclohexadienyl cations formed from aniline (C6H5NH2) during(a) Ortho bromination (four resonance structures)(b) Meta bromination (three resonance structures)(c) Para bromination (four resonance structures)arrow_forward
- The hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction, giving the fluorenide anion and t-butyl alcohol. (a) Which way does the equilibrium lie, and by how much? b) What is the proportion of the fluorenide anion to fluorene? (c) Why is fluorene so highly acidic, considering the pKa of an average alkane is above 50?arrow_forwardNucleophilic aromatic substitution provides one of the common methods for making phenols. ) Show how you would synthesize the following phenols, using benzene or toluene as your aromatic starting material, and explain why mixtures of products would be obtained in some cases. (a) m-cresol (b) p-n-butylphenolarrow_forwardSyntheses of each of the following compounds have been reported in the chemical literature. Using the indicated starting material and any necessary organic or inorganic reagents, describe short sequences of reactions that would be appropriate for each transformation. (a) 1,1,5-Trimethylcyclononane from 5,5-dimethylcyclononanonearrow_forward
- (b) Predict the major product (or products) formed when each of the following compounds 11- 14 reacts with a mixture of concentrated HNO3 and H2SO4. CO2H HN CO2H CI 11 12 13 14 (c) Pick one of the reactions under (b) and write the mechanism of the electrophilic aromatic substitution in detail (generation of the attacking electrophile is not required).arrow_forward(b) Propose a synthesis of (2,2-dimethylpropyl)benzene from benzene.arrow_forwardElectrophilic aromatic substitution usually occurs at the 1-position of naphthalene, also called the a position. Predict themajor products of the reactions of naphthalene with the following reagents.(a) HNO3, H2SO4 (b) Br2, FeBr3 (c) CH3CH2COCl, AlCl3(d) isobutylene and HFarrow_forward
- In an aqueous solution containing sodium bicarbonate, aniline reacts quickly withbromine to give 2,4,6-tribromoaniline. Nitration of aniline requires very strong conditions,however, and the yields (mostly m-nitroaniline) are poor.(a) What conditions are used for nitration, and what form of aniline is present under theseconditions?arrow_forwardExplain the mechanism of the following reactions :(i) Addition of Grignard’s reagent to the carbonyl group of a compound forming an adduct followed by hydrolysis.(ii) Acid catalysed dehydration of an alcohol forming an alkene.(iii) Acid catalysed hydration of an alkene forming an alcohol.arrow_forward(a) How will you obtain the following :(i) Benzaldehyde from Phenol (ii) Benzoic acid from Aniline(b) Give reasons :(i) Aldehydes are more reactive than ketones towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give the characteristic reactions of carbonyl group.arrow_forward