An organic compound A having molecular formula \(C_6\)\(H_6\)O turn blue litmus solution into red but does not react with sodium bicarbonate, but when treated with bromine water then form a white ppt of compound B. when compound A react with chloroform in presence of aqueous caustic soda solution at 340K then form two compound C and D. When compound A treated with caustic soda then form compound E compound E when treated with methyl halide then form compound F. Read the above passage carefully and answer the following questions: (i) The name of compound is: (a) 2-methyl propene-2-ol (b) 2-methyl phenol (c) 2,4,6-tribromophenol (d) Butane 1-ol (ii) Which are isomers of each other (a) A and C (b) B and C (c) C and D (d) D and E (iii) The IUPAC name of compound F is (a) Anisole (b) Methoxybenzene (c) Salicylaldehyde (d) 2-methyl propene-2-ol (iv) When compound E treated with ethyl iodide then ...... form. (a) Ehoxybenzene (b) Ethoxy hexane (c) Propoxypropane (d) Benzaldehyde (v) On oxidation with sodium dichromate and conc \(H_2\)\(SO_4\) phenol gives (a) Benzaldehyde (b) p-Benzoquinone (c) o-Benzoquinone (d) m-benzoquinone

Read the passage given below and answer the following questions: Phenol contains -OH group directly attached to carbon atoms of an aromatic system \(C_6\)\(H_5\)OH in phenol the group is attached to \(sp^2\) hybridised carbon of aromatic ring. The carbon oxygen bond length is 1:36 pm in phenol is slightly less than that in in methanol this is due to first point partial double bond character on account of the conjugation of unshared electron pair of oxygen with the aromatic ring s point \(sp^3\) hybridised state of carbon to which oxygen is attached it can be prepared by various means or methods. Some important methods are alkali fusion of sulphonates, hydrolysis of diazonium salts decarboxylation of salicylic acid and from Grignard reagent, it is prepared from Dow's process and from cumene. Aerial oxidation of human produce cumene peroxide which on hydrolysis produce phenol and acetone. In the following questions a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices. (a) Both assertion and reason are true and the reason is the correct explanation of assertion. (b) Both assertion and reason are true but the reason is not the correct explanation of assertion. (c) Assertion is true but reason is false. (d) Assertion is false but reason is true. (i) Assertion: C-O bond length in phenol is less than C-O bond length in ethanol. Reason: In phenol carbon atom is \(sp^2\) hybridize while in ethanol carbon atom is \(sp^3\) hybridised. (ii) Assertion: p-nitrophenol is more acidic than phenol. Reason: Nitro group helps in the stabilisation of the phenoxide ion by dispersal of negative charge due to resonance. (iii) Assertion: Phenol is prepared by the reaction of chlorobenzene with caustic soda at 623K and 300 atm pressure. Reason: The substitution of chorine atom from chlorobenzene is difficult due to resonance. (iv) Assertion: Methanol is less acidic than phenol. Reason: Due to resonance phenate ion become more stable. (v) Assertion: On nitration phenol forms 2-nitrophenol and 4- nitrophenol. Reason: The presence of –OH group in phenols activates the aromatic ring towards electrophilic substitution and directs the incoming group to ortho and para positions.