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ALCOHOLS, PHENOLS AND ETHERS LESSON PLAN
Description
Lect No. 1
H.W.
i)
Alcohol MCQs : a) Definition Level I : 1, 2, 5, 6, 8, 10, 12, 13, 15 b) Classification Level II : 1, 5 1) Based on number of –OH group presnt 2) Based on mode of hybridisation of * Csp3 – OH (10/20/30) * Csp2 – OH * CspCsp – OH ii) Nomenclature a) (I) Common Name Alkyl alcohol b) (II) IUPAC Name Alkanol c) (III) Carbinol system Alkyl carbinol iii) Method of preparation (I) From Alkyl halide a) By Aq.KOH or NaOH (Alkaline hydrolysis) b) Moist Ag2O MCQs Level I : 3, 4, 7, 9, 11, 16, 19, 27 Level II : 2, 4
Solution and Colligative PropertiesAlcohols, Phenols and Ethers
2
Description
Lect No. 2
(II) i)
From Alkene MCQs : Acid catalysed hydration Level I : 17 a) Mechanism of hydration of alkene b) C+ rearrangement ii) Oxymercuration Demercuration iii) Hydroboration - Oxidation (HBO reaction) (III) From 10 amine : (IV) From Ether MCQs Level I : 18 Level III : 6 PCQ : 8
3
(V) i) ii) iii) iv) v) vi) vii) *
From Grignard reagent : With Formaldehyde With Aldehyde With Ketone With Acyl chloride With Ester With Ethylene oxide With Substituted epoxide Hydroxylation i) Syn addition (KMnO4/OsO4) ii) Anti addition (Peroxy acid) MCQs Level I : 20, 21, 22 Level II : 6 Level : 2
Alcohols, Phenols and Ethers
H.W.
3
Lect No.
Description
H.W.
4
(VI) From Carbonyl group i) By reduction of a) With Aldehyde & Ketones b) With Acyl chloride c) With Acid d) With Ester (Usin - H2/Ni, Na–Hg + H2O, LiAlH4 & NaBH4) * Importance of LiAlH4 * Physical properties * Chemial properties (A) Reaction involving breaking of O–H bond a) Reactivity order of Alcohol b) Acidic strength i) Action of Metal (Na/K/Al) ii) Esterification : Action of R–OH with a) Acid b) Acyl chloride c) Acid anhydride MCQs Level I : 24, 50, 53, 56, 61 Level II : 9, 28 Level III : 19
MCQs : Level I : 23, 49, 51, 54, 55, 57, 60, 62, 63, 64, 65, 84 Level II : 8, 27, 33, 35 Level III : 15 PCQ : 7
Solution and Colligative PropertiesAlcohols, Phenols and Ethers
4
Description
H.W.
Reaction involving breaking of C–O bond * Reactivity order o f alcohol iii) Dehydration of Alcohol (10/20/30) a) Using conc H2SO4 (with mechanism) b) Using Al2O3 e.g. 1) Methyl & Hydride shift 2) Ring expansion 3) Cyclic alcohol iv) Reaction with H–X : (X =–Cl, –Br, –I) * With mechanism involving rearrangement v) Reaction with PCl3 & PCl5 vi) Reaction with SOCl2 MCQs Level I : 59 Level II : 12, 14, 19, 29, 30, 36, 37 Level III : 7, 9, 12, 17
MCQs : Level I : 58, 69, 70, 73 Level II : 11, 13, 15, 20, 21, 22, 24, 31, 32, 38 Level III : 18 PCQ : 1
Lect No. 5
(B)
Alcohols, Phenols and Ethers
5
Lect No.
Description
H.W.
6
Oxidation of 10/20/30 Using a) KMnO4 b) K2Cr 2O 7 c) Collin reagent d) PCC and PDC e) Cu metal at 573 K f) Jones reagent viii) Oxidation using HIO4 a) With unsubstituted diol b) With substituted diol c) With triol ix) Distinguish tsest of Alcohol (10/20/30) a) Lucas test b) Victor - Meyer test MCQs Level I : 71, 72, 76, 78, 80, 85, 87, 90, 97 Level II : 17, 25, 26, 89 Level III : 4, 13 PCQ : 5
MCQs : Level I : 74, 77, 79, 81, 82, 83, 86, 88, 89, 91, 92, 93, 94, 95, 96, 98 Level II : 18, 23, 40 Level III : 8, 11, 14 PCQ : 2, 9
vii)
Solution and Colligative PropertiesAlcohols, Phenols and Ethers
6
Lect No. 7
Description Phenol MCQs : i) Definition Level I : 1, 3, 5 ii) Classification of phenol iii) Nomenclature a) Common name (10 example) b) IUPAC name (4/5 example) iv) Preparation of phenol a) From chlorobenzene 1) Dow’s process 2) Raschig process b) From Benzene sulphonic acid c) From Cumene d) From Aniline e) From Salicylic acid MCQs Level I : 2, 4, 6, 7
Alcohols, Phenols and Ethers
H.W.
7
Description
H.W.
Chemical properties a) Bromination 1) CS2 or CCl4 2) H 2O b) Nitration 1) Using dil HNO3 2) Using conc. HNO3 + conc. H2SO4 c) Sulphonation 1) At low temp 2) At high temp d) Reimer Tiemann reaction e) Kolbe-Schmidt reaction f) Reduction g) Oxidation h) Formation of Phenol phthalein vi) Distinguish test between Alcohol and Phenol MCQs Level I : 8, 9, 11, 12, 16, 19, 22, 25 Level II : 2, 3, 6, 7, 10, 11 Level III : 2, 4 PCQ : 1, 2, 3, 5, 8, 10
MCQs : Level I : 10, 13, 14, 15, 17, 18, 20, 21, 23, 24 Level II : 4, 5, 8, 9 Level III : 1 PCQ : 4, 6, 9
Lect No. 8
v)
Solution and Colligative PropertiesAlcohols, Phenols and Ethers
8
Description
H.W.
Definition Classfication Isomerism Nomenclature a) Common name (6 example) b) IUPAC name (8 example) v) Method of preparation a) From alcohols (Intermolecular dehydration) * With mechanism b) From Alkyl halide (Williamson’s Synthesis) MCQs Level I : 3, 7, 9, 12, 13, 15, 17, 18 Level II : 1, 20, 24 Level III : PCQ : 14, 41, 43
MCQs : Level I : 1, 2, 4, 5, 6, 8, 10, 11, 14, 19 Level II : 2, 8, 22 PCQ : 9, 11, 17, 20, 30, 44
Lect No. 9
i) ii) iii) iv)
Alcohols, Phenols and Ethers
9
Description
H.W.
Method of preparation c) Fro m Al co ho l and Diazomethane vi) Chemical properties a) Action of HX 1) HOT 2) COLD 3) With Mechanism b) Hydrolysis c) Action of PCl5 d) Electrophilic substitution reaction 1) Halogenation 2) Friedel-Crafts reaction 3) Nitration e) Ring opening of Ether 1) Acid catalysed 2) Base catalysed vii) Introduction to Crown ether MCQs Level I : 22, 24, 29, 30, 31, 39, 40 Level II : 3, 4, 6, 10, 15, 19, 21 PCQ : 3, 40, 42
MCQs : Level I : 16, 20, 23, 25, 26, 27, 28, 32, 36, 44, 45, 46, 48, 49, 50 Level II : 9, 11, 12, 13, 14 PCQ : 25
Lect No. 10
v)
Solution and Colligative PropertiesAlcohols, Phenols and Ethers
