Concept explainers
(a)
Interpretation:
Resonance contributor for the cation formed during electrophilic
Concept Introduction:
Activating and deactivating groups:
The effect of substituents on the reaction rate of aromatic electrophilic substitution is given by activating or deactivating groups.
Activating groups – ortho/para directing groups. The
Deactivating groups – meta directing groups. The rate of reaction is decreased by a deactivating groups (electron withdrawing groups) relative to hydrogen.
(b)
Interpretation:
Resonance contributor for the cation formed during electrophilic aromatic substitution has to be given for the given ortho-para directing
Concept Introduction:
Activating and deactivating groups:
The effect of substituents on the reaction rate of aromatic electrophilic substitution is given by activating or deactivating groups.
Activating groups – ortho/para directing groups. The rate of reaction is increased by an activating groups (electron donating groups) relative to hydrogen.
Deactivating groups – meta directing groups. The rate of reaction is decreased by a deactivating groups (electron withdrawing groups) relative to hydrogen.
(c)
Interpretation:
Resonance contributor for the cation formed during electrophilic aromatic substitution has to be given for the given ortho-para directing
Concept Introduction:
Activating and deactivating groups:
The effect of substituents on the reaction rate of aromatic electrophilic substitution is given by activating or deactivating groups.
Activating groups – ortho/para directing groups. The rate of reaction is increased by an activating groups (electron donating groups) relative to hydrogen.
Deactivating groups – meta directing groups. The rate of reaction is decreased by a deactivating groups (electron withdrawing groups) relative to hydrogen.
(d)
Interpretation:
Resonance contributor for the cation formed during electrophilic aromatic substitution has to be given for the given ortho-para directing
Concept Introduction:
Activating and deactivating groups:
The effect of substituents on the reaction rate of aromatic electrophilic substitution is given by activating or deactivating groups.
Activating groups – ortho/para directing groups. The rate of reaction is increased by an activating groups (electron donating groups) relative to hydrogen.
Deactivating groups – meta directing groups. The rate of reaction is decreased by a deactivating groups (electron withdrawing groups) relative to hydrogen.
(e)
Interpretation:
Resonance contributor for the cation formed during electrophilic aromatic substitution has to be given for the given ortho-para directing phenyl group.
Concept Introduction:
Activating and deactivating groups:
The effect of substituents on the reaction rate of aromatic electrophilic substitution is given by activating or deactivating groups.
Activating groups – ortho/para directing groups. The rate of reaction is increased by an activating groups (electron donating groups) relative to hydrogen.
Deactivating groups – meta directing groups. The rate of reaction is decreased by a deactivating groups (electron withdrawing groups) relative to hydrogen.
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Organic Chemistry
- The following two sets of reactions, ((a) and (b)), show possibilities for arrow pushing in individual reaction steps. Identify which is wrong and explain why. Next, using the correct arrow pushing, label which molecule is the nucleophile and which is the electrophile. (a) (b) H3C :Cl: H3C H,c-i: – →: I-CH3 + :Cl: C-C: H3C / H3C H3C-Cl: C-CH3 H3C : H,C-Cl: H3C-CI: →: I-CH3 + :Cl: H3C :Cl: H3C C-CH3 C-CI: H3C/ H3C H3Carrow_forward(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) 1 Ph THF A Ph Ph B H₂SO4 100 °C 3 OH What is the name of the reaction that is followed by reaction Method A?arrow_forward(b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3arrow_forward
- 6) If you are given a mixture consisting of following 3 compounds, explain how you would separate the components by solvent extraction method NH2 ÇOOH (A) Cyclopentylamine (B) 2,4-Cyclopentadiene-1-carboxylic acid (C) Benzenearrow_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_forwardDo the reactions and he explains why.arrow_forward
- Some of the most useful compounds for organic synthesisare Grignard reagents (general formula R-MgX, where X is ahalogen), which are made by combining an alkyl halide, R-X,with Mg. They are used to change the carbon skeleton of a start-ing carbonyl compound in a reaction similar to that with R-Li:.(a) What is the product, after a final step with water, of thereaction between ethanal and the Grignard reagent of bromo-benzene? (b) What is the product, after a final step with water, ofthe reaction between 2-butanone and the Grignard reagent of2-bromopropane? (c) There are often two (or more) combina-tions of Grignard reagent and carbonyl compound that will givethe same product. Choose another pair of reactants to give theproduct in (a). (d) What carbonyl compound must react with aGrignard reagent to yield a product with the -OH group at theendof the carbon chain? (e) What Grignard reagent and carbonylcompound would you use to prepare 2-methyl-2-butanol?arrow_forward(a) Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Give two reasons.(b) How will you bring about the following converstions?(i) Propanone to propane (ii) Benzoyl chloride to benzaldehyde(iii) Ethanal to but-2-enalarrow_forward(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) Ph THF A Ph Ph B H₂SO4 100 °C 3 OH (iii) In analysing both these methods, are there other possible alkene products other than methylenecyclohexane 2? Use mechanistic details to support your answer.arrow_forward
- provide the structure of the intermediate and product for the following reaction : (c) H CH,OH/H (C)arrow_forwardDetermine whether each of the following syntheses requires a reaction that alters the carbon skeleton. (a) (b) OH (c) (d) OCH,CH3 CH3 (e) OH (f) H,CO он H;CO. (g) H3CO, (h) H3CO. NO2 NO2arrow_forward(a) Tsomane and Nyiko were given a task of synthesising methylenecyclohexane 2. After a brief discussion with each other, Tsomane proposed Method A to synthesise 2 from cyclohexanone 1 while Nyiko proposed Method B that started from hydroxymethylcyclohexane 3. Each student believed that their proposed method is better than the other. (Scheme below) (1) Ph Ph 8*8 Ph THF A 1 Santande B H₂SO4 100 °C 3 OH Using curly arrows, provide full mechanistic details accounting how methylenecyclohexane 2 was synthesised according to both Methods A and B.arrow_forward