Organic Chemistry Reactions

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ORGANIC CHEMISTRY REACTIONS

HALOALKANES AND HALOARENES

METHODS OF PREPARATION OF HALOALKANES

From Alcohols

From Hydrocarbons

(I) From alkanes by free radical halogenation

(II) From alkenes

(i) Addition of hydrogen halides


(ii) Addition of halogens

Halogen Exchange

Finkelstein reaction

Swarts reaction

METHODS OF PREPARATION OF HALOARENES

(i) From hydrocarbons by electrophilic substitution

(ii) From amines by Sandmeyer’s reaction


EXCEPT X = I:

CHEMICAL REACTIONS

Reactions of Haloalkanes

1. Nucleophilic substitution reactions

(a) Substitution nucleophilic bimolecular (SN2)

(b) Substitution nucleophilic unimolecular (SN1)

Steps:
2. Elimination reactions

in dehydrohalogenation reactions, the preferred product is that


alkene which has the greater number of alkyl groups attached to the
doubly bonded carbon atoms.

3. Reaction with metals

convert them to corresponding hydrocarbons.

Reactions of Haloarenes

1. Nucleophilic substitution

extremely less reactive towards nucleophilic substitution reactions due

Replacement by hydroxyl group


The presence of an electron withdrawing group (-NO2) at ortho-
and
para-positions increase the reactivity of haloarenes.

MECHANISM:
2. Electrophilic substitution reactions
3. Reaction with metals

Wurtz-Fittig reaction

Fittig reaction

EXTRA

TRICHLOROMETHANE (CHLOROFORM)
ALCOHOLS, PHENOLS AND ETHERS

Alcohols, Phenols and Ethers

- alcohol preparation 329 - 331

- Phenol preparation 332

- Chemical Reactions

Alcohols as nucleophiles 334

Protonated alcohols as electrophiles 334

(a) Reactions involving cleavage of O–H bond

1. Acidity of alcohols and phenols


(i) Reaction with metals 335
(ii) Acidity of alcohols 336
(iii) Acidity of phenols 336

2. Esterification 338

(b) Reactions involving cleavage of carbon – oxygen (C–O) bond in alcohols

1. Reaction with hydrogen halides 338


2. Reaction with phosphorus trihalides 294 (Refer Unit 10, PX3
reaction Class XII)
3. Dehydration and its mechanism 338 - 339
4. Oxidation 339 - 340

(c) Reactions of phenols

1. Electrophilic aromatic substitution


(i) Nitration 341
(ii) Halogenation 342

2. Kolbe’s reaction 342 - 343

3. Reimer-Tiemann reaction 343

4. Reaction of phenol with zinc dust 343


5. Oxidation 343

- commercially important alcohols. 344

- Ether preparation

1. By dehydration of alcohols 345


2. Williamson synthesis 345 - 346

- Ether Chemical Properties

1. Cleavage of C–O bond in ethers 347 - 348

2. Electrophilic substitution 349

(i) Halogenation 349


(ii) Friedel-Crafts reaction 350
(iii) Nitration 350

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