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1 Name reactions in pairs 1# Carbylamine Reaction (PN-393) and Hoffmann bromamide degradation reaction (PN- 386) 2# Sandmeyer Reaction (PN- 397) and Gatterman Reaction (PN-397) 3# Cannizzaro Reaction (PN- 364 ) and Aldol and cross aldol condensation Reaction(PN- 363) 4# Reimer-Tiemann Reaction (PN-335 ) and Kolbe s Reaction (PN- 334) 5# Etard Reaction (PN- 355 ) and Gatterman-Koch Reaction (PN-355) 6# Rosenmund Reduction Reaction (PN-354 ) and Stefen Reaction 7# Clemmesen Reduction and Wolff Kishner Reduction Reaction (PN-361) 27 27
2 28 8# Friedel Craft Reaction (Alkylation and acylation) (PN- 306, 342, 356) 9# Wurtz Reaction,Wurtz-Fittig Reaction and Fittig Reaction (PN-307) 10# Finkelstein and Swarts Reaction (PN-289) 11 # Tollen s Test and Fehling s Test (PN-361) 12 # Ammonolysis (PN-384) and Gabriel Phthalimide Synthesis (PN-386) 13# Williamson s Synthesis (PN-337) and Saytzeff Rule (PN- 301) 14# Markovnikov s Rule (PN-288) and Markovnikov s Rule 15# Diazotization (PN-396) and Coupling Reaction (PN-398) 16# Iodoform Reaction and Ozonolysis 17# Esterification (PN-329, 373) and Trans- Esterification 18#Hinsberg Reagent( PN-393) and Lucas Reagent 19# Hell-Volhard Zelinsky Reaction (PN-375) and Duma s decarboxylation Reaction (PN-375) 20# Hydroboration and Ozonolysis TONE-UP YOUR MEMORY ORGANIC REASONING by a k panda CL-XII CHEM : BRUSH UP WITH SOME ORGANIC CONCEPTS. [ORGANIC _MLL] (MM - 10, Time allowed 15 minutes - for each card ) Name Roll no Marks scored CARD-1 1 # Which is more Reactive towards nucleophile by SN 2 and why? (1-bromopentane, 2-bromopentane) 2# Which is more acidic and why? (O-methoxy phenol, o-nitro phenol) 3# Which is more basic and why? (N-ethyl ehanamine, ethyl amine ) 4# Which has more Boiling point and why? (n-propyl chloride, isopropyl chloride) 5# Which is more Reactive towards nucleophilic addition reaction and why? (Acetaldehyde, propanone) 6# Which is more Reactive towards nucleophile by SN 1. And why? (cyclohexyl chloride, allyl chloride) 28 28
3 29 7# Which is more Reactive towards electrophile and why? (nitrobenzene, anisole) 8# Which has more bond angle and why? (Methanol, Methoxy methane ) 9# Which has more Boiling point and why? (Methanol, methanamine) 10# Which compound undergoes faster SN 1 reaction and why? (Tert-butyl chloride and 3-chloropentane ) CARD-2 11# Which is more easily hydrolysed by aqueous KOH and why? (C 6 H 5 CH 2 Cl and C 6 H 5 CHClC 6 H 5 ) 12# Gabriel phthalimide synthesis is preferred for synthesizing pure and why? (Aliphatic primary amines.aromatic primary amines) 13# Which one is more soluble in water and why? (Ethylamine, aniline) 14# Whose pkb is more and why? (Aniline, methylamine) 15# Which one does not undergo Friedel-Crafts reaction and why? (Phenol, aniline) 16# Which has higher boiling point in isomeric cases and why? (Primary amines, tertiary amines) 17# Which is more easily nitrated and why? (Benzene and Phenol) 18# Which is steam volatile and why? (Ortho-nitrophenol, Para-nitrophenol) 19# Which is more acidic and why? (Phenol, ethanol ) 20# Which is more acidic and why? (ortho-nitrophenol, para -nitrophenol) CARD-3 21# Which is preferred for the preparation of alkyl chloride from alcohol and why? (thionyl chloride, PCl 5, Lucas Reagent) 22# Which is less reactive towards nucleophilic substitution reaction and why? ( C 6 H 5 Cl and C 6 H 11 Cl) 23# Which is more stable and why? ( Diazonium salts of aromatic amines, Diazonium salts of aliphatic amines). 24# Which is more easily dehydrated and why? (Sec-alcohol, tert-alcohol ) 25# # In the following pairs of halogen compounds, which compound undergoes faster SN1 reaction and why?? 26# In the following pairs of halogen compounds, which would undergo SN 2 reaction faster and why?? 29 29
4 30 27# Pure primary amines are prepared through (ammonolysis method, Gabriel phthalimide Synthesis) 28# Which acid of each pair shown here would you expect to be stronger and why?? (i) CH 3 CO 2 H or CH 2 FCO 2 H (ii) CH 2 FCO 2 H or CH 2 ClCO 2 H (iii) CH 2 FCH 2 CH 2 CO 2 H or CH 3 CHFCH 2 CO 2 H (iii)f 3 C C 6 H 4 COOH or H 3 C C 6 H 5 COOH 29# Whose dipole moment is more and why? (Chlorobenzene, Cyclohexyl chloride) 30#Which shows more reactivity in nucleophilic addition reactions and why?. (Di-tertbutyl ketone, Methyl tert-butyl ketone) CARD-4 31# Which has lowest K b and why? (Aniline, p-nitroaniline and p-toluidine) 32# Which has highest boiling point and why?? (Pentan-1-ol, n-butane, pentanal, ethoxyethane.) 33# Which shows optical activity and why? (2-bromobutane, 1-bromobutane) 34# Which has higher Melting point and why? (p-dichlorobenzene, O-dichlorobenzene) 35# Which should be kept in closed dark coloured bottle and why? (Chloroform, iodoform) 36# Which one shows highest reactivity towards HCN and why? (Benzaldehyde, p- Tolualdehyde, p-nitrobenzaldehyde, Acetophenone.) 37# Which one has highest dipole moment and why? (CH 2 Cl 2, CHCl 3, CCl 4 ) 38# Which one easily get nitrated? (Benzene, Phenol, Chlorobenzene, Nitrobenzene) 39# Which one will react faster in S N 2 reaction with OH ˉ and why? (i) CH 3 Br or CH 3 I (ii) (CH 3 ) 3 CCl or CH 3 Cl 40# Greater the stability of carbocation, greater will be its ease of formation from alkyl halide and faster will be the rate of reaction This statement better suits for (1 0, 2 0, 3 0 halide) which leads to (S N 2, S N 1) Reactions exclusively. CARD-5 41# Which is more acidic.( 2-methyl propan-2-ol, Butan-2-ol ) 42# Which has highest basic character in aq. phase? [C 2 H 5 NH 2, (C 2 H 5 ) 2 NH, (C 2 H 5 ) 3 N and NH 3 ] 43# Which one forms cyanohydrin in good yield and why? (2,2,6- trimethylcyclohexanone, Cyclohexanone) 44# Which is less acidic and why? (Ethyl amine, ethyl alcohol) 45# Which is a stronger base and why? (Aliphatic amine, aromatic amine) 46# Which is better leaving group (chloride or iodide ) 47# Which has the highest boiling point and why? (Bromomethane, Bromoform, Chloromethane, Dibromomethane) 30 30
5 31 48# Which would undergo SN 2 reaction faster and why? (1-chloro -1-cyclohexyl methane and cyclohexyl methane) 49# Which has more reactive towards nucleophilic substitution reaction (Chlorobenzene, cyclohexyl chloride) 50# Which one will undergo racemisation when treated with aq. KOH in polar solvent and why?( Vinyl chloride,methyl chloride, 2-chlorobutane ) CARD-6 51# Which has the most acidic character and why?(benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid ) 52# Which is more acidic and why? (a) (F 3 C C 6 H 4 COOH or H 3 C C 6 H 5 COOH) (b) (CH 3 CO 2 H or CH 2 FCO 2 H) 53# Which is more reactive towards Lucas Reagent ( Propanol, isopropyl alcohol) 54# Which will undergo Friedel Craft reaction. (Anisole, Aniline) 55# Which is less acidic and why? (Methanamine, Methanol) 56# Which is more reactive towards HCN and why? (Acetone, Acetaldehyde, Formaldehyde, Di-tert-butyl ketone) 57# Which is more acidic and why? (Benzoic acid, 4-nitro benzoic acid, 4-methoxy benzoic acid) 58# Which has higher boiling point and why? (Ethanol, propane, propanoic acid, methoxymethane) 59# Which has highest solubility in water and why? (C 6 H 5 NH 2, (C 2 H 5 ) 2 NH, C 2 H 5 NH 2 ) 60#Which has highest acidic character (Propan-1-ol, 2,4,6-trinitrophenol, 3-nitrophenol, 3,5-dinitrophenol, phenol, 4-methylphenol.) CARD-7 61# Which has higher boiling point in isomeric cases and why? (p-amines, t-amines) 62# Which one is preferred for preparing chloroalkanes from alcohol. (PCl 5, SOCl 2 ) 63# Which has higher boiling point and why? (Propanol, butane, propanone, Methoxy ethane ) 64# Which one is more stable and why? (phenyl carbocation, benzyl carbocation, methyl carbocation, dimethyl carbocation ) 65# Among the following most stable conjugate base is ( phenoxide, acetate, fluoroacetate, 2-Fluoropropanoic acid, benzoate, trifluoroacetate) 66# Which one is easily reacts with aq. KOH at room temperature? (2,4 dinitro chlorobenzene, 3,5 dinitro chlorobenzene) 67# Which one will not give foul smelling substance when treated with chloroform and alcoholic KOH? (Aniline,N-Methyl methanamine, Ethanamine ) 68# Which one shows turbidity immediately when treated with conc. HCl and anhyd. ZnCl 2 and why? (Butanol, butan-2-ol, tert-butyl alcohol ) 69# Which is more reactive towards aq.naoh (Chlorobenzene, 1-chloro-2- nitrochlorobenzene) 70# Which one will respond positive to iodoform test and why? (Etanol,Methanol) 31 31
6 32 CARD-8 71# Which one undergo Canizzaro s reaction. (Acetaldehyde, Benzaldehyde) 72# Which one undergo Aldol condensation themselves (acetaldehyde, formaldehyde) 73# What is the Major product of Etard s Reaction ( Salicylic acid, benzaldehyde) 74# What could be the product of Gabriel Pthalimide reaction (Aniline, methyl amine) 75# Ethanol is converted to ethane in presence of conc.h 2 SO 4 at what temp. (413K, 443K) 76# Which reagent is used when phenol is converted into 2,4,6-tribromophenol ( Br 2 in CS 2, Br 2 in Water ) 77# What is the Major product of Reimer Tiemann Reaction. (Salicylic acid, Salicyldehyde) 78# Which one will give the iodoform test ( acetophenone, benzophenone) 79# Which is a mild oxidizing agent (KMnO4 /H +, PCC) 80# The major products formed 2-methyl -2-methoxy propane reacts with HI are and CARD-9 81# Identify the major alkenes when the following alkyl halides with sodium ethoxide in ethanol (or sodium in alcohol) (a) 1-Bromo-1-methylcyclohexane (b) 2-Chloro-2-methylbutane (c) 2,2,3-Trimethyl-3-bromopentane # Which one gives alcohol when treated with Nitrous acid? (Aniline and Ethanamine) 83# Which one give white precipitate when treated with aq. KOH and AgNO 3 solution? (Vinyl chloride, allyl chloride) 84# Name the products which is obtained when ethyl magnesium bromide reacts with propanol # Give one use of (a) Freon (b) Iodoform (c) Chloroform (d) DDT # Which alcohol one is most easily dehydrated in acidic condition and why? (Primary, secondary, tertiary ) 87# Write the IUPAC name and one use of the product obtained when Salicylic acid is treated with acetic anhydride? # Write the major product of (a) Reimer-Tiemann reaction: (b) Gatterman Koch Reaction: Kolbe s Reaction: # When phenol is treated with gives white precipitate and why? (Br2 in CS 2, Bromine water) 32 32
7 33 90# Which one cannot undergo aldol condensation and why? (Acetophenone, acetaldehyde, benzaldehyde, acetone) CARD-10 91# Write the product when acetaldehyde is treated with semicarbazide # During the preparation of esters from a carboxylic acid and an alcohol in the presence of an acid catalyst, the water or the ester should be removed as soon as it is formed. It is because # Phenol is converted to 2,4,6-tribromophenol when treated with ( Br 2 in CS 2, Br 2 water). 94# Predict the major product of acid catalyzed dehydration of (a) 1-methyl cyclohexanol: (b) Pentan-2-ol : # Grignard reagents should be prepared under anhydrous conditions because # Haloalkanes react with KCN to form alkyl cyanides as the main product because # H 2 SO 4 cannot be used along with KI in the conversión of an alcohol to an alkyl iodide because # Write the major products when 2-bromopentane is treated with alcoholic KOH: # When anisole is treated with HI, the major products are # When 2-methyl -2-methoxy propane is treated with HI, the major products are # write the major products when 2-methyl -2-bromo propane is treated with sodium phenoxide
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