Alcohol, Phenol, Ether PDF

ALCOHOL PHENOL ETHER ALCOHOL, PHENOL, ETHER 1. Match the column (c) CH3–CH–CH3 (r) 20% H3PO4/358K OH...

ALCOHOL PHENOL ETHER ALCOHOL, PHENOL, ETHER 1. Match the column (c) CH3–CH–CH3 (r) 20% H3PO4/358K OH Column-I Column-II (Reactions) (Product) CH3–C–CH3 O (a) OH (p) Aspirin Conc (d) CH3 (s) CrO3 HNO3 CH3–C–OH CH3 (b) OH (q) Picric acid NaOH Mixture of CO2/H⊕ acids with less carbon (c) OH (r) Salicylic acid atoms Na2Cr2O7 H2SO4 (1) a-q, b-s, c-p, d-r (2) a-q, b-r, c-s, d-p (d) Salicylic acid (s) Benzoquinone (3) a-r, b-s, c-p, d-q (4) a-s, b-p, c-q, d-r (CH3CO)2O 3. Match the column + H Column-I Column-II (1) a-q, b-r, c-s, d-p (Reactions) (Product) (2) a-q, b-s, c-r, d-p (a) CO + 2H2 (p) C2H5–O–C2H5 (3) a-s, b-r, c-p, d-q ZnO-Cr2O3 (4) a-r, b-s, c-q, d-p 573-673K 2. Match the column (b) C6H12O6 Zymase → (q) CH3–OH Column-I Column-II (Reactions) (Reagents) (c) CH3CH2–OH (r) C2H5OH+CO2 (a) OH (p) KMnO / 4 Conc H 2SO 4 443K → CH3–CH–CH3 elevated temp. (d) CH3CH2–OH (s) CH2=CH2 CH3CH=CH2 Conc H 2SO 4 413K → (b) CH3 (q) 85% H PO /440K 3 4 CH3–C–OH (1) a-q, b-r, c-p, d-r CH3 (2) a-q, b-r, c-s, d-p CH3 (3) a-r, b-s, c-p, d-q CH3–C=CH2 (4) a-r, b-p, c-q, d-s 98 4. Match the column 6. Match the column Column-I Column-II Column-I Column-II (Reaction) (Product) (Compounds) (pKa values) (a) OH (P) OH CHO (a) C2H5OH (p) 8.3 Br2/H2O (b) C6H5OH (q) 10.2 (c) p–CH3–C6H4–OH (r) 15.9 (b) OH (Q) OH (d) m–NO2–C6H4–OH (s) 10.0 + Correct option is- (1) a-r, b-s, c-p, d-q (i)CHCl3 + Aq.NaOH → Br (2) a-r, b-s, c-q, d-p (ii)H ⊕ (3) a-s, b-r, c-p, d-q (c) OH (R) OH Br (4) a-s, b-p, c-q, d-r Br (i)CO 2 + NaOH → 7. Match the column (ii)H + Column-I Column-II Br (Compounds) (Boiling (d) OH (S) OH point) COOH Br2 /CS2 → (a) Ethanol (p) 309.1 K (b) Methoxy methane (q) 231 K (c) Propane (r) 351 K (1) a-R, b-P, c-S, d-Q (d) n-pentane (s) 248 K (2) a-P, b-S, c-R, d-Q (1) a-p, b-q, c-r, d-s (3) a-P, b-Q, c-R, d-S (2) a-r, b-s, c-p, d-q (4) a-S, b-Q, c-P, d-R (3) a-r, b-s, c-q, d-p 5. Match the column-I and column-II (4) a-s, b-r, c-q, d-p 8. Given below are two statements: Column-I Column-II Statement-I : The reaction of alcohol with (Reactions) (Product) carboxylic acid is carried out in presence of small (a) CH3CH2CH2–O–CH3 (p) (CH3)3C–Br amount of concentrated sulphuric acid. This HBr → +C2H5OH reaction is reversible and therefore, water is (b) OC2H5 (q) PhCH2–Br+PhOH removed as soon as it formed. HBr → Statement-II : Reaction of alcohol with acid chloride is carried in presence of base (pyridine) (c) CH2O (r) Ph–OH+C2H5Br which do not neutralize HCl which is formed during the reaction. In the light of the above statements, choose the HBr → most appropriate answer from the options given (d) (CH3)3C–O–C2H5 (s) CH3Br+ below: CH3CH2CH2OH (1) Both statement I and statement II are HBr → incorrect. (1) a-r, b-s, c-p, d-q (2) Statement I is incorrect but statement II is (2) a-s, b-r, c-q, d-p correct. (3) Statement I is correct but statement II is (3) a-s, b-q, c-r, d-p incorrect (4) Both statements I and statements II are (4) a-q, b-p, c-r, d-s correct. 99 9. Given below are two statements: (1) Both statement I and statement II are Statement-I : The ortho and meta isomers of incorrect. nitrophenol can be separated by steam (2) Statement I is incorrect but statement II is distillation. correct. Statement-II : O-nitrophenol is steam volatile (3) Statement I is correct but statement II is due to intra molecular hydrogen bonding while incorrect m-nitrophenol is less volatile due to inter (4) Both statements I and statements II are molecular hydrogen bonding which couses the correct. association of molecules. 12. Given below are two statements: In the light of the above statements, choose the most appropriate answer from the options given Statement-I : Alcohols are weaker acids than below: water. This can be illustrated by the reaction of (1) Both statement I and statement II are water with an alkoxide. incorrect. Θ (2) Statement I is incorrect but statement II is R − OΘ + H − O − H → R − OH + OH correct. Base acid Conjugate acid Conjugate base (3) Statement I is correct but statement II is incorrect Statement-II : Alcohols acts as bronsted bases. (4) Both statements I and statements II are it is due to the presence of unshared electron correct. pairs on oxygen, which makes them proton 10. Given below are two statements: acceptors. Statement-I : In ether formation by Williamson In the light of the above statements, choose the synthesis, if a primary alkyl halide is used, an most appropriate answer from the options given alkene is the only reaction product and no ether below: is formed. (1) Both statement I and statement II are Statement-II : Alkoxides are not only incorrect. nucleophiles but strong bases as well. They react (2) Statement I is incorrect but statement II is correct. with alkyl halides leading elimination reactions as (3) Statement I is correct but statement II is well as substitution reactions. incorrect In the light of the above statements, choose the (4) Both statements I and statements II are most appropriate answer from the options given correct. below: 13. Given below are two statements: (1) Both statement I and statement II are Statement-I : Phenol reacts with carbon incorrect. dioxide directly by electrophilic aromatic (2) Statement I is incorrect but statement II is substitution and gives ortho hydroxybenzoic acid correct. as main reaction product. (3) Statement I is correct but statement II is Statement-II : Phenoxide ion generated by incorrect treating phenol with sodium hydroxide is even (4) Both statements I and statements II are more reactive than phenol towards electrophilic correct. aromatic substitution. 11. Given below are two statements: In the light of the above statements, choose the Statement-I : Both ethoxy ethane and most appropriate answer from the options given butan-1-ol are miscible to almost same extent i.e. below: 7.5 and 9g per 100 mL water respectively while (1) Both statement I and statement II are pentane is essentially immiscible with water. incorrect. Statement-II : This is due to the fact that just (2) Statement I is incorrect but statement II is like alcohols, oxygen of ether can also form correct. hydrogen bonds with water. (3) Statement I is correct but statement II is In the light of the above statements, choose the incorrect most appropriate answer from the options given (4) Both statements I and statements II are below: correct. 100 14. Given below are two statements: 16. Which of the following gives 2°-alcohol ? Statement-I : The acid strength of alcohols (i)BH3 /THF (A) CH3CH=CH2 Θ → decreases in the following order. (ii)H2O2 /OH R R (i)(CH3COO)2 Hg/H2O R–CH2–OH > CH–OH > R C–OH (B) CH3CH=CH2 Θ → R R (ii)NaBH4 / OH Statement-II : The acidic character of alcohols Conc.H2SO4 (C) CH3CH=CH2 → is due to the polar nature of O–H bond. An dilH2SO4 (D) CH3–CH=CH2 → electron donating group increases electron (1) A, B and C are correct density on oxygen tending to decrease the (2) A and B are correct polarity of –O–H bond. (3) A and C are correct In the light of the above statements, choose the (4) B and D are correct most appropriate answer from the options given 17. Diethyl ether can not be obtained by the reaction below: of ethyl bromide with (1) Both statement I and statement II are (A) Ethanol (B) Sodium ethoxide incorrect. (C) Moist silver oxide (2) Statement I is incorrect but statement II is (D) Dry silver oxide correct. (1) B, D only (3) Statement I is correct but statement II is (2) A, C only incorrect (3) A, B, D only (4) Both statements I and statements II are (4) A, D only correct. 18. Which of the following statement is/are correct ? 15. Given below are two statements: (A) Phenol is less acidic than ethanol Statement-I : Alcohols are soluble in Lucas (B) Phenol is less acidic than acetic acid (C) Phenol is more acidic than acetic acid reagent (conc HCl and ZnCl2) while their halides (D) Acetic acid is more acidic than ethanol are immiscible and produce turbidity in solution. (1) A, B and C are correct Statement-II : In case of tertiary alcohols, (2) A, B are correct turbidity is produced immediately as they form (3) B and D are correct halides easily. Primary alcohols do not produce (4) A and C are correct turbidity at room temperature. 19. Given below are two statements; one is labelled as Assertion (A) and the other is labelled as In the light of the above statements, choose the Reason(R). most appropriate answer from the options given Assertion(A) : t-butyl methyl ether is prepared below: by reaction of t-butyl bromide with methoxide ion. (1) Both statement I and statement II are Reason(R) : This reaction follows SN2 incorrect. mechanism. (2) Statement I is incorrect but statement II is In the light of the above statements, choose the most appropriate answer from the options correct. given below : (3) Statement I is correct but statement II is (1) Both (A) and (R) are correct and (R) is the correct explanation of (A). incorrect (2) Both (A) and (R) are correct but (R) is not the (4) Both statements I and statements II are correct explanation of (A). correct. (3) (A) is correct but (R) is not correct. (4) (A) and (R) both are incorrect. 101 20. Given below are two statements; one is labelled 22. Assertion (A) : Addition of methyl alcohol to as Assertion (A) and the other is labelled as phenyl magnesium bromide gives Benzene. Reason(R). Reason (R) : Methyl alchol is a stronger acid Assertion(A) : Anisole on reaction with HI gives phenol and methyl iodide. than Benzene. Reason(R) : Phenyl-oxygen bond is stronger (1) Both (A) and (R) are correct but (R) is not than methyl-oxygen bond in anisole and hence is not cleaved by HI. the correct explanation of (A). In the light of the above statements, choose the (2) (A) is correct but (R) is not correct. most appropriate answer from the options given below : (3) (A) is not correct but (R) is correct. (1) Both (A) and (R) are correct and (R) is the (4) Both (A) and (R) are correct and (R) is the correct explanation of (A). (2) Both (A) and (R) are correct but (R) is not the correct explanation of the (A). correct explanation of (A). 23. Assertion (A) : Phenoxide ion is more stable (3) (A) is correct but (R) is not correct. and favours the ionisation of phenol. (4) (A) is not correct but (R) is correct. 21. Given below are two statements; one is labelled Reason (R) : There is charge delocalisation in as Assertion (A) and the other is labelled as phenol, and resonance structure have charge Reason(R). separation. Assertion(A) : In lucas test 3° alcohols react In the light of the above statements, choose the immediately. Reason(R) : An equimolar mixture of most appropriate answer from the options anhydrous ZnCl2 and conc. HCl is called lucas given below : reagent. (1) Both (A) and (R) are correct but (R) is not In the light of the above statements, choose the the correct explanation of (A). most appropriate answer from the options given below : (2) (A) is correct but (R) is not correct. (1) Both (A) and (R) are correct but (R) is not (3) (A) is not correct but (R) is correct. the correct explanation of (A). (4) Both (A) and (R) are correct and (R) is the (2) (A) is correct but (R) is not correct. (3) (A) is not correct but (R) is correct. correct explanation of the (A). (4) Both (A) and (R) are correct and (R) is the correct explanation of (A). ANSWER KEY Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 Ans. 1 2 2 1 2 2 3 3 1 2 4 4 2 3 4 Que. 16 17 18 19 20 21 22 23 Ans. 4 2 3 4 1 1 4 4 102