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101.

`underset("bpt "81^(@)C)underset("methylacrylate")(H_(2)C=CH-)overset(O)overset(||)(C)-OCH_(3)+underset("bpt "117^(@)C)underset("n- butyl alcohol")(CH_(3)CH_(2)CH_(2)OH) underset(TsOH, Delta)(rarr)underset("dpt, "145^(@)C)((A))+underset("dpt "65^(@)C)(CH_(3)OH)` Product (A) of above reaction is :A. `H_(2)C=CH-overset(O)overset(||)(C)-OCH_(2)CH_(2)CH_(3)`B. `H_(2)C=CH-overset(O)overset(||)(C)-O-CH(Me)_(2)`C. `H_(2)underset(OCH_(3))underset(|)(C)-CH_(2) overset(O)overset(||)(C)-OCH_(3)`D. `H_(3)C-(CH_(2))_(4)-overset(O)overset(||)(C)-O-CH_(3)`

Answer» Correct Answer - A
Trans- esterification reaction.
102.

`(R )` -hexan -`2-ol overset("conc.HX ") rarr` under `S_(N)2` conditions the product isA. `100% (R )` -halideB. `100%(S)`-halideC. `75%(R )` and `25%(S)`D. `75%(S)` and `(25%) (R )` halide

Answer» Correct Answer - B
Under `S_(N)2` conditions , the slow step is concerted and at no time does a carbocation form. The `X^(-)` bonds to the back side of the `C`, away from the departing `H_(2)O`, resulting in an `100%` inversion.
103.

Among the following four compoundsA. `d gt c gt a gt b`B. `c gt d gt a gt b`C. `a gt d gt c gt b`D. `b gt a gt c gt d`

Answer» Correct Answer - A
Electron withdrawing groups such as `NO_(2)` increases the acidic strength of phenol by increasing the stabilizing the phenoxide ion while electron releasing group such as `CH_(3)` decrease the acidic strength of phenol by destabilizing the phenoxide ion. `p-`Nitrophenol is more acidic than `m-`notrophenol on account of additional `-R` effect. Thus, the correct of acidic strength is
`p-`nitrophenol `gtm-`nitrophenol `gt`phenol `gt`methylphenol
104.

Sometimes explosionn occurs durring the distilliation of an ether Explain.

Answer» Due to the formation of explosive peroxide by oxidation.
105.

Phenol and benzoic acid can be distinguished by-A. Aqueous `NaHCO_(3)`B. Aqueous `NaNO_(3)`C. Aqueous NaOHD. Conc. `H_(2)SO_(4)`

Answer» Correct Answer - A
Due to more acidic nature of benzoic acid, benzoic acid show efferevecense due to release of `CO_(2)(uarr)` from `NaHCO_(3)`
106.

Sometimes exploson occurs during distillation of ether sample. Give the reason.

Answer» Due to the formation of explosive peroxide by oxidation.
107.

By which of the following sequence of steps can the alcohol `RCH_(2)CH_(2)OH(X)` be converted into `RCH_(2)CH_(2)COOH(Y)` ?A. `X overset(HCN)rarr overset(PBr)rarr overset(H_(2)O^(+))rarrY`B. `X overset(KCN)rarr overset(H_(3)O^(+))rarrY`C. `X overset(PBr)rarr overset(KCN)rarr overset(H_(3)O^(+))rarrY`D. `X overset(PBr)rarr overset(KCN)rarroverset(H_(2)//Pt)rarrY`

Answer» Correct Answer - C
Increase in the number of carbon atoms is possible by means of cyanide method via halides.Hydrolsis of cyanide yields the corresponding carboxylic acid
`Runderset((X))(CH_(2))OHoverset(PBr_(3))rarrRCH_(2)CH_(2)Br overset(KCN)rarr`
`RCH_(2)CH_(2)CNoverset(H_(3)O^(+))rarrRunderset((Y))(CH_(2))COOH`
108.

What is the product of the following reaction ? A. Only 1B. `1 : 1` mixture of 2 and 3C. Only 2D. `1 : 1 : 1` mixture of 1, 2, and 3

Answer» Correct Answer - A
cis-2-butene when undergo syn-sddition meso compound will form.
109.

An organic compound B is formed by the reaction of ethylmagnesium iodide `(CH_(3)CH_(2)MgI)` with a substance A, followed by treatment with dilute aqueous acid. Compound B does not react with `PC C` in dichloromethane. Identify A ?A. `CH_(3)- overset(O) overset(||)(C)-H`B. `CH_(3)CH_(2)overset(O)overset(||)(C)CH_(3)`C. `H_(2)C= O`D.

Answer» Correct Answer - B
`Et-overset(O)overset(||)(C)-CH_(3)+CH_(3)CH_(2)MgI underset((2) H^(o+))(rarr) Et-underset("(cannot be oxidized)")underset(3^(@)" alcohol")underset(Et)underset(|)overset(OH) overset(|)(C)-CH_(3)`
110.

Acetals areA. KetonsB. DiethersC. AldehydeD. hydroxy aldehydes

Answer» Correct Answer - B
111.

Choose the reaction in each of the following pairs that proceeds at the faster rate. Explain your reasoning. (a). Base-propmoted hydrolysis of phenyl acetate or m-nitrophenyl acetate (b). Base-promoted hydrolysis of m-nitrophenyl acetate or p-nitrophenyl acetate. (c). Reaction of ethyl bromide with phenol or with the sodium salt of phenol. (d). Reaction of ehtylene oxide with the sodium salt of phenol or with the sodium salt of p-nitrophenol (e). Bromination of phenol or phenyl actetate.

Answer» (a). M-nitrophenyl acetate (better leaving group)
(b). P-nitrophenyl acetate (better leaving group)
(c). Sodium salt of phenol (better nucleophile)
(d). Sodium salt of phenol (better nucleophile)
(e). Phenol (more activated aromatic ring).
112.

When phenol reacts with phosphorus pentachloride, the main product isA. `C_(6)H_(5)Cl`B. `(C_(6)H_(5))_(3)PO_(4)`C. `(C_(6)H_(5))_(3)PO_(3)`D. `C_(6)Cl_(6)`

Answer» Correct Answer - B
Phenyl reacts with `PCl_(5)` to give only a small amount of chlorobenzene, the main product is triphenyl phophate, `(C_(6)H_(5))_(3)PO_(4)`, the ester of phosphoric acid. With `PCl_(3)`, we get ester of phosphoric acid, `(C_(6)H_(5))_(3)PO_(3)`.
113.

Explain why ArOR ethers are cleaved to give RI and ArOH rather than Arl and ROH.

Answer» `S_(N)2` attack on a carbon of a benzene ring does not occur nor does the high energy `C_(6)H_(5)^(+)` form by an `S_(N)l` reaction Hence ArI cannot be a product even in an excess of conc. HI.
114.

Above conversion can be achieved by :A. `LiAlH_(4)`B. `NaBH_(4)`C. `NH_(2)//Ni`D. `CrO_(3)`

Answer» Correct Answer - B
`NaBH_(4)` will not reduces `NO_(2)`.
115.

Identify product of above Fischer esterification reaction :A. `{:(" "O-Et),(" |"),(Ph-CH-CO_(2)H):}`B. C. `Ph-underset(OH)underset(|)(CH)-CO_(2)Et`D. `Ph-underset(OH)underset(|)(CH)-overset(O)overset(||)(C)-Et`

Answer» Correct Answer - C
Esterification reaction.
`Ph-underset(OH)underset(|)(CH)-underset(O)underset(||)(C)-O-H+EtOH underset(Delta)overset(HCl)(rarr) Ph-overset(OH)overset(|)(CH)-overset(O)overset(||)(C)-O-Et+H_(2)O`
116.

Write sequence of reagents used to convert pentane into3-pentanol. (1) `F_(2)Hv(N_(2))` (2) `Me_(3)COK` (3) alc. KOH(4) dil.`H_(2_So_(4)` (5) `Cl_(2)hv` (6) `Hg(O Ac)_(2)+H_(2)O` (7)`B_(2)H_(6) ` (8) `NaBH_(4)` (9) `NaOH+H_(2)O_(2)`

Answer» Correct Answer - 8379
117.

A compound `(X)` with the molecular formula `C_(3)H_(8)O` can be oxidized to another `(Y)` whose molecular formula is `C_(6)H_(6)O_(2)` The compound `(X)` may be

Answer» `CH_(3)CH_(2)CH_(2)OH`
118.

The compound represented by the molecular formula, `C_(7)H_(8)O` are-A. Only alcoholB. Only etherC. Only phenolic compoundD. All the three types of compounds.

Answer» Correct Answer - D
119.

What insoluble aromatic compound dissolves in sodium hydroxide but remain insoluble in sodium bicarbonate. Hence the expected compound should be - [where `phi=C_(6)H_(5)`]A. `phi-COOH`B. `phi-OH`C. `phi-CO-CH_(3)`D. `phi-NH_(2)`

Answer» Correct Answer - B
120.

Ethers like alcohols do not form strong.. . Bonding. Hence they are more volatileA. CovalentB. Hydrogen chlorideC. coordinateD. None of the above.

Answer» Correct Answer - B
Ethers do not form hydrogen bond.
121.

Which of the following compounds can be used as antifreeze in automobile radiators?A. Methyl alcoholB. GlycolC. NitrophenolD. Ethyl alcohol

Answer» Correct Answer - B
Glycol is used as an anitfreeze in automobiles.
122.

Widesptreal deaths due to liquor poisoning occurs due to oresence ofA. Presence of carbonic acid in liquorB. Presence of ethyl alcohol in liquorC. Presence of methyl alcohol in liquorD. Presence of lead compounds in liquor

Answer» Correct Answer - C
Due to presence of methyl alcohol in liquor.
123.

Washing soap can be prepared by saponification with alkali of the oilA. Rose oilB. Paraffin oilC. Groundnut outD. Kerosene

Answer» Correct Answer - C
Groundnut oil.
124.

Alcoholic fermentation is brought about by the action ofA. `CO_(2)`B. `O_(2)`C. InvertaseD. Yeast

Answer» Correct Answer - D
Glucose `underset("(From yeast)")overset("Zymase")to2C_(2)H_(5)OH + 2CO_(2)`
125.

Fermentation is anA. Endothermic reactionB. Exothemic reactionC. Reversible reactionD. None of above

Answer» Correct Answer - B
126.

3- pentanolA. Primary alcoholB. Secondary alcoholC. Tertiary alcoholD. None of above

Answer» Correct Answer - B
127.

A comound with the molecular formula `C_(4)H_(10)O_(3)` is converted by the action of acetyl chloride into a compound with molecular mass `190`. The original compound hasA. no `- OH` groupB. one `- OH` groupC. three `- OH` groupsD. teo `- OH` groups

Answer» Correct Answer - D
`RO-H+Cl-overset(O)overset(||)(C )-CH_(3)overset(-HCl)(rarr)R-O-overset(O)overset(||)(C )-CH-(3)`
During the reaction of compound containing an `OH` group (such as alcohol) with acetyl chloride, the hydrogen atom (of `OH` group) is replaced by an acetyl group `(CH_(3)CO-)`. this results in net increases in molecular mass by `42` units.
`-H+CH_(3)-overset(O)overset(||)(C )-rarr(-1)+(43)rarr42`
Thus number of `OH` groups should be equal to the total increases in molecular mass divided by `42`. Molecular mass of compound before acetylation ltbRgt `=(12xx4+10xx1+16xx3)`
`=106`
Molecular mass of compound after acetylation=`190`
`:.` No. of `OH` groups`=(190-106)/(42)=(84)/(42)=2`
128.

Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group, This reaction involves electrophilic aromatic substitution . This is general method for the synthesis of substituted salicylaldehydes as depicted below. Which one of the following reagents is used in the above reactionA. Aq. `NaOH+CH_(3)Cl`B. Aq. NaOH + `CH_(2)Cl_(2)`C. Aq. `NaOH + CHCl_(3)`D. Aq. `NaOH+"CC"l_(4)`

Answer» Correct Answer - C
Aq. `NaOH + CHCl_(3)`
`Cl_(3)C-H underset(-H_(2)O)overset(OH^(-))to Cl_(3)C^(-)underset(-Cl^(-))to Cl_(2)C:`
129.

Ethanol is prepard industrialy byA. Hydration of ehyleneB. Fermentation of sugarsC. Both the aboveD. None of above

Answer» Correct Answer - C
Hydration of alkenes
`CH_(2)=CH_(2)+overset(+)H"H"Soverset(-)(O_(4))to CH_(3)-CH_(2)-HSO_(4)`
`CH_(3)-CH_(2)HSO_(4)underset("boil")overset(H_(2)O)to CH_(3)-CH_(2)-OH+H_(2)SO_(4)`
Fermentation of sugars
`C_(12)H_(22)O_(11)+H_(2)O overset("Invertase")underset("Glucose")(C_(6)H_(12)O_(6))+ underset("Fructose")(C_(6)H_(12)O_(6))`
`underset("Glucose or Fructose")(C_(6)H_(12)O_(6))overset("Zymase")to C_(2)H_(5)OH + 2CO_(2)`
130.

`LiAIH_(4)` converts acetic acid intoA. AcetaldehydeB. MethaneC. Ethyl alcoholD. Methyl alcohol

Answer» Correct Answer - C
`CH_(3)COOH + 4H overset(LiAIH_(4))to CH_(3)CH_(2)OH + H_(2)O`
131.

In which of the following group, each member gives positive iodoform test?A. methanol, ethanol, propanoneB. ethanol, isopropanal, methanalC. ethanol, ethanal, isopropylD. propanal, propanol-2, propanone

Answer» Correct Answer - C
`CH_(3)-CH_(2)OH, CH_(3)CHO, CH_(3)-overset(OH)overset(|)(CH)-CH_(3)`
all give positive iodoform test.
132.

In the following groups `{:(-OAc,-OMe, -OSO_(2),-OSO_(2)CF_(3)),(I,II,III,IV):}` The order of leaving group ability isA. `I gt II gt III gt IV`B. `IV gt III gt I gt II`C. `III gt II gt I gt IV`D. `II gt III gt IV gt I`

Answer» Correct Answer - B
`IV gt III gt I gt II`.
133.

In the reaction `(CH_(3))_(3)C-O-CH_(2)CH_(3)+underset((1"mole"))(HI)overset(heat)(rarr)` the products formed is (are)A. `(CH_(3))_(3)COH and CH_(3)CH_(2)l`B. `(CH_(3))_(3)Cl and CH_(3)CH_(2)I`C. `(CH_(3))_(3)CI and CH_(3)CH_(2)OH`D. `(CH_(3))_(3)C-underset(H)underset(|)overset(+)(O)-CH_(2)CH_(2)CH_(3)I^(-)`

Answer» Correct Answer - D
When the substrate is an ethyl `t-`alkyl ether, the products are `t-RI` and `EtOH`. This can be esplained by an `S_(N)1` mechanism, the carbocation produced being the tertiary carbocation since this type is more stable than a primary or secondary carbocation.
`(CH_(3))_(3)C-O-CH_(2)CH_(3)overset(HI)(rarr)(CH_(3))_(3)Cl+CH_(3)CH_(2)OH`
134.

Which of the following is the weakest acid?A. WaterB. Carbonic acidC. Sulphuric acidD. Phenol

Answer» Correct Answer - A
Order of acidic strength
`H_(SO_(4)) gt H_(2)CO_(3) gt PhOH gt H_(2)O`
135.

Which of the following is the weakest acid?A. Benzenesulphonic acidB. Benzoic acidC. Benzyl alcoholD. Phenol

Answer» Correct Answer - C
Order of acidic strength
`PhSO_(3)H gt PhCO_(2)H gt PhOH gt PhCH_(2)OH`
136.

In the following reaction, X and Y respectively are `C_(2)H_(5)OH overset(KMnO_(4)//H^(+))to X overset(Y)to CH_(3)CO_(2)C_(2)H_(5)`A. `CH_(3)OH,C_(2)H_(5)OH`B. `CH_(3)CHO,CH_(3)OH`C. `CH_(3)CO_(2)H,C_(2)H_(5)OH`D. `C_(2)H_(4),CH_(3)CO_(2)H`

Answer» Correct Answer - C
`underset("Ethanol")(C_(2)H_(5)OH)underset(H^(+))overset(KMnO_(4))tounderset("Aceticacid")(CH_(3)COOH)overset(C_(2)H_(5)OH)to underset("Ethylacetate")(CH_(3)COOC_(2)H_(5))`
137.

In the reaction, `C_(6)H_(5)CHO + (CH_(3)CO)_(20)overset(CH_(3)COONa)to ` (A) product (A) isA. AcetaldehydeB. Cinnamic acidC. `beta`-naphtholD. Phenol

Answer» Correct Answer - B
Perkin reaction is the condensation reactiion in which aromatic aldehyde is heated with an aromatic aldehyde is heated with an anhydride of an aliphatic acid in presence of sodium salt of same acid to form `alpha, beta` unsaturated acid .
`underset("Benxaldehy de")(C_(6)H_(5)CHO)+underset("Acetic anhydride")((CH_(3)CO)_(2))O overset(CH_(3)COONa)to underset("Cinnamic acid")(C_(6)H_(5)CH=CHCOOH)+underset("Acetic acid ")(CH_(3)COOH)`
138.

Degree of unsaturation of A is :

Answer» Correct Answer - 4
139.

How many transition states are formed during formation of major product in above reaction ?

Answer» Correct Answer - 6
140.

Match the maximum number of `CH_(3)MgX` consumed, per molecule given in Column -II, when the substrates given in Column -I reacts with it.

Answer» Correct Answer - a-p; b-q; c-r
141.

How many number of moles of R-MgX consumed per mol for one mole of following compound ?

Answer» Correct Answer - 8
142.

`CH_(3)overset(O)overset(||)C CH_(2)CH_(2)CH_(2)Clunderset(/_)overset(CH_(3)MgBr)rarrA`.A is :A. `CH_(3)underset(OH)underset(|)overset(OH)overset(|)C CH_(2)CH_(2)CH_(2)Cl`B. `CH_(3)underset(O)underset(||)C CH_(2)CH_(2)CH_(2)CH_(3)`C. D.

Answer» Correct Answer - c
143.

Which of the following has the lowest solubility in water?A. `CH_(3)CH_(2)CH_(2)CH_(2)OH`B. `CH_(3)-overset(CH_(3))overset(|)(C)HCH_(2)OH`C. `HOH_(2)C-CH_(2)OH`D. `C_(6)H_(5)CH_(2)CH_(2)OH`

Answer» Correct Answer - D
Due to less-effective hydrogen bonding solubility of `Ph-CH_(2)-CH_(2)-CH_(2)-OH` becomes minimum.
144.

Ether does not form oxonium salt on reaction with-A. Cold conc. `H_(2)SO_(4)`B. Cold conc. HClC. Conc. HID. None of the above.

Answer» Correct Answer - C
`R-underset(..)overset(..)(O)-Roverset(H-I)toR-I+HO-R`
145.

The increasing order of boiling points of `1^(@),2^(@),3^(@)` alcohol is-A. `1^(@) gt 2^(@) gt 3^(@)`B. `3^(@) gt 2^(@) gt 1^(@)`C. `2^(@) gt 1^(@) gt 3^(@)`D. none

Answer» Correct Answer - A
As branching increases boiling point decreases.
146.

The solubility of lower alcohols in water is due toA. Formation of hydrogen bond between alcohol and water moleculesB. Hydrophobic nature of alcoholC. Increases in boiling pointsD. None of these

Answer» Correct Answer - A
Compound which can form hydrogen bond with water are soluble and lowre alcohols forming effective hydrogen bond with `H_(2)O`. So soluble in `H_(2)O`.
147.

The compound containing hydrogen bond is-A. TolueneB. PhenolC. ChlorobenzeneD. Nitrobenzene

Answer» Correct Answer - B
Due to presence of polar `(overset(delta-)(-O)overset(delta+)(-H))` bond phenol can form hydrogen bond.
148.

Anhydrides of alcohol are nothing but -A. EthersB. AldehydesC. EstersD. Alkyl anhydrides.

Answer» Correct Answer - A
`underset("Alcohol")(R-O-)H+underset("Alcohol")(H-O-R)underset(-HOH)overset(H^(+)//Delta)tounderset(("Ether"))underset("Anhydride of alcohol")(R-O-R)`
149.

Electron pair donating tendency is maximum in-A. Me-O-HB. Me-O-MeC. Et-O-HD. Et-O-Et

Answer» Correct Answer - D
Due to electron releasing nature of ethyl group.
150.

The product (B) is:A. B. C. D. All

Answer» Correct Answer - A
The cleavage of `(C-OH)` bond is feasible rather than cleavage of `(Ar-OH)` bond because of resonance stabilisation in ArOH.