(a)
Interpretation:
The main products of mononitration of chlorobenzene should be predicted.
Concept introduction:
The electrophilic aromatic substitution is the type of reaction in which an electrophile substitutes the hydrogen atom of the
The nitration takes place in the presence of nitric acid and sulphuric acid. In this reaction, the protonation of nitric acid occurs in order to produce the nitronium ion.
The activating groups are the groups that have the ability to donate the electron density to the benzene ring. The deactivating groups are the groups that have the ability to withdraw the electron density to the benzene ring. The ortho and para directing groups are the activating groups while meta directing groups are deactivating groups.
The different positions with respect to group
(b)
Interpretation:
The main products of monosulfonation of nitrobenzene should be predicted.
Concept introduction:
The electrophilic aromatic substitution is the type of reaction in which an electrophile substitutes the hydrogen atom of the aromatic compound. Sulphonation is an example of such a reaction.
The sulfonation takes place in the presence of sulphuric acid. In this reaction, sulfur trioxide is formed that acts as an electrophile.
The activating groups are the groups that have the ability to donate the electron density to the benzene ring. The deactivating groups are the groups that have the ability to withdraw the electron density to the benzene ring. The ortho and para directing groups are the activating groups while meta directing groups are deactivating groups.
The different positions with respect to group
(c)
Interpretation:
The main products of monochlorination of
Concept introduction:
The electrophilic aromatic substitution is the type of reaction in which an electrophile substitutes the hydrogen atom of the aromatic compound. Chlorination is an example of such a reaction.
The chlorination takes place in the presence of aluminium chloride. In this reaction, the chloronium ion is produced that acts as an electrophile.
The activating groups are the groups that have the ability to donate the electron density to the benzene ring. The deactivating groups are the groups that have the ability to withdraw the electron density to the benzene ring. The ortho and para directing groups are the activating groups while meta directing groups are deactivating groups.
The different positions with respect to group
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Chapter 27 Solutions
General Chemistry: Principles and Modern Applications (11th Edition)
- The nitro groups on the benzene ring in the reactant serve two purposes.One is to let you know what atoms in the reactant correspond to what atomsin the product. But what role do the nitro groups play electronically – whywould the reaction be much slower if these nitro groups weren’t attached tothose benzene carbons? Draw any relevant structures to support youranswer.arrow_forward(b) Describe the hazards of (i) trioxygen: (ii) hydroxide ion; (ii) hydrogen sulfide. (c) Explain why an aqueous solution of sodium sulfide has an odor of hydrogen sulfide. (d) (11) Reduction of H,CCHCHO with NABH4 gives a product different from that of catalytic hydrogenation (H2 /Ni). What are the products?arrow_forward(i) Name, draw and describe the organic product of the reaction between 2-methylbut-1-ene and H2O in the presence of H2SO4 and provide a clear rationale as to why this is the major product of the reaction. (ii) The elimination reaction between 2-bromobutane and NaOCH2CH3 gives two organic products. Draw a mechanism for the reaction which produces the major organic elimination product and provide a rationale as to why that is the major product.arrow_forward
- Rank the compounds in each of the following groups in order of their reactiv- ity to electrophilic substitution: (b) Phenol, benzene, chlorobenzene, benzoic acid (c) Benzene, bromobenzene, benzaldehyde, anilinearrow_forward4) Devise a synthesis of p-nitro-tert-butylbenzene from benzene.arrow_forward(a) Account for the following :(i) Propanal is more reactive than propanone towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give characteristic reactions of carbonyl group.(b) Give simple chemical test to distinguish between the following pairs of compounds:(i) Acetophenone and benzaldehyde(ii) Benzoic acid and ethylbenzoate.arrow_forward
- Please give the main substitution product for each of the following reactions, and indicate the dominant mechanism: (a) 1-bromopropane + NaOCH3 → (b) 3-bromo-3-methylpentane + NaOC2H5 →arrow_forward(a) Account for the following :(i) Electrophilic substitution reactions in haloarenes occur slowly.(ii) Haloalkanes, though polar, are insoluble in water.(b) Arrange the following compounds in increasing order of reactivity towards SN2 displacement:2-Bromo-2-Methylbutane, 1-Bromopentane, 2-Bromopentanearrow_forwardGive names of the following:(a) An aldehyde derived from ethane(b) Ketone derived from butane(c) Compound obtained by the oxidation of ethanol by chromic anhydridearrow_forward
- The endiandric acids comprise a group of unsaturated carboxylic acids isolated from a tree that grows in the rainforests of eastern Australia. The methyl esters of endiandric acids D and E have been prepared from polyene Y by a series of two successive electrocyclic reactions: thermal ring closure of the conjugated tetraene followed by ring closure of the resulting conjugated triene. (a) Draw the structures (including stereochemistry) of the methyl esters of endiandric acids D and E. (b) The methyl ester of endiandric acid E undergoes an intramolecular [4 + 2] cycloaddition to form the methyl ester of endiandric acid A. Propose a possible structure for endiandric acid A.arrow_forward(a) How will you convert:(i) Benzene to acetophenone (ii) Propanone to 2-Methylpropan-2-ol(b) Give reasons :(i) Electrophilic substitution in benzoic acid takes place at meta position.(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols of comparable molecular masses.(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.arrow_forward11:43 Q1. (a) (c) (d) (b) Two stereoisomers of but-2-ene are formed when 2-bromobutane reacts with ethanolic potassium hydroxide. (i) Explain what is meant by the term stereoisomers. Library Name and outline a mechanism for the reaction of 2-bromo-2-methylpropane with ethanolic potassium hydroxide to form the alkene 2-methylpropene, (CH3)2C=CH₂ Name of mechanism Mechanism (ii) Draw the structures and give the names of the two stereoisomers of but-2-ene. Stereoisomer 1 Name (iii) Name this type of stereoisomerism. Select Name Stereoisomer 2 When 2-bromo-2-methylpropane reacts with aqueous potassium hydroxide, 2-methylpropan-2-ol is formed as shown by the following equation. CH3 H₂C-C-CH3 + KOH Br Page 2 of 14 CH3 H3C-C-CH3 + KBr ОН State the role of the hydroxide ions in this reaction. Write an equation for the reaction that occurs when CH3CH₂CH₂CH₂Br reacts with an excess of ammonia. Name the organic product of this reaction. Equation Name of product 9,284 Photos, 1,166 Videos For You…arrow_forward
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