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.
Which of the following alcohols gives 2-butenc on dehydration by conc.\(H_2\)\(SO_4\)?
(a) 2-methyl propene-2-ol.
(b) 2-methyl 1 -propanol.
(c) Butane-2-ol.
(d) Butane 1-ol.
One mole of ethyl acetate on treatment with an excess of \(LiAlH_4\) in dry ether and subsequent acidification produces
(a) 1 mole acetic acid + 1 mole ethyl alcohol.
(b) 1 mole ethyl alcohol + 1 mole methyl alcohol.
(c) 2 moles of ethyl alcohol.
(d) 1 mole of 2-butanol.
Which of the following reagents cannot, be used to oxidise primary alcohols to aldehydes?
(a) \(CrO_3\) in anhydrous medium.
(b) \(KMnO_4\) in acidic medium.
(c) Pyridinium chlorochromate.
(d) Heat in the presence of Cu at 573 K.
1-Phenylethanol can be prepared by the reaction of benzaldehyde with
(a) methyl bromide.
(b) ethyl iodide and magnesium.
(c) methyl iodide and magnesium.
(d) methyl bromide and aluminium bromide.
Which of the following alcohols will give the most stable carbocation during dehydration?
(a) 2-methyl-1-propanol.
(b) 2-methyl-2-propanol.
(c) 1-Butanol.
(d) 2-Butanol.
A compound X with the molecular formula \(C_2\)\(H_8\)O can be oxidised to another compound Y whose molecular formulae is \(C_3\)\(H_6\)\(O_2\). The compound X may be
(a) \(CH_3\)\(CH_2\)\(OCH_3\).
(b) \(CH_3\)\(CH_2\)CHO.
(c) \(CH_3\)\(CH_2\)\(CH_2\)OH.
(d) \(CH_3\)\(CHOHCH_3\).
Order of esterification of alcohols are
(a) 3° > 1° > 2°.
(b) 2°> 3° > 1°.
(c) 1 ° > 2° > 3°.
(d) None of these.
What happens when tertiary butyl alcohol is passed over heated copper at 300°C?
(a) Secondary butyl alcohol is formed.
(b) 2-methylpropene is formed.
(c) 1-butene is formed.
(d) Butanol is formed.
What would be the reactant and reagent used to obtain 2, 4-dimenthyl pentan-3-ol?
(a) Propanal and propyl magnesium bromide.
(b) 3-methylbutanal and 2-methyl magnesium iodide.
(c) 2-dimethylpropanone and methyl magnesium iodide.
(d) 2-methylpropanal and isopropyl magnesium iodide.
The decreasing order of boiling point of the following alcohols is
(a) 3-methylbuan-2-ol > 2-methylbutan-2-ol > pentan-1-ol.
(b) Pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol.
(c) 2-methylbutan-2-ol > 3-methylbutan-2-ol > pentan-1-ol.
(d) 2-methylbutan-2-ol > pental-1-ol > 3-methylbutan-2-ol.
Acid catalysed dehydration of t-butanol is faster than that of n-butanol because
(a) tertiary carbocation is more stable than primary carbocation.
(b) primary carbocation is more stable than tertiary carbocation.
(c) t-butanol has a higher boiling point.
(d) rearrangement takes place during dehydration of t- butanol.