Concept explainers
(a)
Interpretation: The given compounds are to be arranged in order of increasing reactivity in electrophilic
Concept introduction: The replacement or substitution of one
(b)
Interpretation: An explanation corresponding to the statement that given reaction will not lead to the formation of product is to be stated and the synthesis of A from Benzene and B from phenol is to be predicted.
Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron deficient chemical species that contains positive charge are known as electrophile. In electrophilic aromatic substitution reaction, electrophile takes the position of hydrogen atom by attacking the electron rich carbon atom of benzene.
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Study Guide/solutions Manual For Organic Chemistry
- Following is a balanced equation for bromination of toluene.(a) Using the values for bond dissociation enthalpies given in Appendix 3,calculate ∆H0for this reaction.(b) Propose a pair of chain propagation steps and show that they add up to theobserved reaction.(c) Calculate ∆H0for each chain propagation step.(d) Which propagation step is rate-determininarrow_forward(a) (b) HO N N-H Catalytic H+ (-H₂O) ? (c) NH2 HO N (d)arrow_forwardGive an IUPAC and common name for each of the following naturally occurring carboxylic acids: (a) CH3CH(OH)CO2H (lactic acid); (b) HOCH2CH2C(OH)(CH3)CH2CO2H (mevalonic acid).arrow_forward
- Give reasons for the following :(i) Phenol is more acidic than methanol.(ii) The C—O—H bond angle in alcohols is slightly less than the tetrahedral angle (190°28′).(iii) (CH3)3C—O—CH3 on reaction with HI gives (CH3)3C—I and CH3—OH as the main products and not (CH3)3C—OH and CH3—I.arrow_forward(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.arrow_forwardIdentify (A) in the following reaction. 2H2 Pt (A) KMNO4 Warm conc. || С — С — о—н |CO,H + HO CO2H cis-cyclo hexane 1,2-dicarboxylic acid (a) (b) (c) (d)arrow_forward
- 1. At what position and on what ring would you expect the following substances to undergo electrophilic substitution? (b) CH3 Br lel CH3 2. Rank the compounds in each group according to their reactivity toward electrophilic substitution. (a) Chlorobenzene, o-dichlorobenzene, benzene (b) p-Bromonitrobenzene, nitrobenzene, phenol (c) Fluorobenzene, benzaldehyde, 0-xylene (d) Benzonitrile, p-methylbenzonitrile, p-methoxybenzonitrilearrow_forward2) Provide acceptable names for the following structures: | CH,—С—NН— Ph Ph — О—С- CH;arrow_forwardAcridine is a heterocyclic aromatic compound obtained from coal tar that is used in the synthesis of dyes. The molecular formula of acridine is C13H9N, and its ring system is analogous to that of anthracene except that one CH group has been replaced by N. The two most stable resonance structures of acridine are equivalent to each other, and both contain a pyridine-like structural unit. Write a structural formula for acridine.arrow_forward
- (a) Compound Z is a tertiary aromatic amine with the formula, C8H11N. Provide a chemical structure for compound Z. (b)nDraw the structure of the product formed exclusively when nitrous acid reacts with Z.arrow_forwardThe sex attractant of the common housefly is a hydrocarbon with the formula C23H46. On treatment with aqueous acidic KMNO4, two products are obtained, CH3(CH2)12CO;H and CH3(CH2),CO2H. Propose a structure.arrow_forwardUnder certain reaction conditions, 2,3-dibromobutane reacts with twoequivalents of base to give three products, each of which contains twonew π bonds. Product A has two sp hybridized carbon atoms, product Bhas one sp hybridized carbon atom, and product C has none. What arethe structures of A, B, and C?arrow_forward