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Test: Tests & Distinction of Alcohols - NEET MCQ


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19 Questions MCQ Test - Test: Tests & Distinction of Alcohols

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Test: Tests & Distinction of Alcohols - Question 1

Which of the following tests can be used to distinguish between two isomeric ketones: 3- pentanone and 2- pentanone?

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 1

2- pentanone is a methyl ketone. It undergoes haloform reaction with iodine in presence of sodium hydroxide, to form yellow precipitate of iodoform. 3- pentanone is not a methyl ketone. It does not undergo haloform reaction. Hence, 3- pentanone and 2- pentanone can be distinguished by reaction with iodine in presence of NaOH.

Test: Tests & Distinction of Alcohols - Question 2

An organic compound X (C5H12O) gives effervescence with NaH. X on treatment with acidic CrO3 solution turns solution to blue-green forming C5H10O2. Also X can be resolved into enantiomers. The correct statement regarding X is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 2

X is a primary, chiral alcohol.

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Test: Tests & Distinction of Alcohols - Question 3

An organic compound C4H10O (X) on reaction with I2/red-P give s C4H9I which on further reaction with AgNO2 gives C4H9NO2 (Y). Y on treatment with HNO2 forms a blue solution which turns to red on making solution slightly alkaline. The possible identity of X is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 3

X must be a primary alcohol as indicated by Victor Meyer's test. Both (a) and (b) are primary satisfy the condition.

Test: Tests & Distinction of Alcohols - Question 4

An organic compound X (C7H16O) on treatm ent with concentrated HCI solution forms immediate turbidity even in the absence of ZnCl2. Also, X is resolvable into enantiomers. The correct statement concerning X is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 4

Test: Tests & Distinction of Alcohols - Question 5

Which reagent given below does not produce any visible change when added to ethylene glycol?

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 5

H2CO forms cyclic acetal with ethylene glycol but the change cannot be observed visually, in all other cases, change can be observed visually-effervescence with NaNH2 and NaH while colour change with CrO3 -H2SO4.

Test: Tests & Distinction of Alcohols - Question 6

Which of the following is least likely to form turbidity with HCI in the presence of ZnCI2 at room temperature?

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 6

Although it is secondary alcohol, it forms a very unstable carbocation (Cl is electron withdrawing group), hence it does not give turbidity with Lucas reagent in cold condition.

Test: Tests & Distinction of Alcohols - Question 7

The correct statement regarding 3-ethyl-3-hexanol is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 7

All alcohols react (1°, 2° and 3°) with cerric nitrate and a colour change from yellow to red is observed.

Test: Tests & Distinction of Alcohols - Question 8

An alcohol has molecular formula C6H12O X and it gives immediate turbidity with cold, concentrated HCI even in the absence of ZnCI2. X can also be obtained by treatment of an ether with excess of CH3MgBr followed by acid hydrolysis. Hence, the correct statement regarding X is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 8

*Multiple options can be correct
Test: Tests & Distinction of Alcohols - Question 9

One or More than One Options Correct Type

Direction (Q. Nos. 9-12) This section contains 4 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE are correct.

Q. 

Which reagent(s) can be used to differentiate between 2-pentanol and 1-pentanol?

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 9

2-pentanol forms yellow precipitate of CHI3 with I2/NaOH but 1-pentanol does not. 2-pentanol give immediate turbidity with Lucas reagent but 1 -pentanoi does not gives turbidity with Lucas reagent at room temperature. Both alcohols (1° and 2°) change colour of chromic acid solution from orange to blue green and both give effervescence of NH3(g) with NaNH2, hence these reagents cannot be used for distinction between 1° and 2° alcohols.

*Multiple options can be correct
Test: Tests & Distinction of Alcohols - Question 10

Alcohols given below that behaves like 1°-aliphatic alcohol in Lucas test is/are

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 10

Both have electron withdrawing groups, destabilises carbocation, do not form turbidity with Lucas reagent at room temperature like primary alcohols. Option (b) and option (d) have electron donating groups, stabilises benzylic carbocation, forms immediate turbidity with Lucas reagent like 2° and 3° alcohols.

*Multiple options can be correct
Test: Tests & Distinction of Alcohols - Question 11

Consider the following reaction sequence,

R — OH  R — I R—NO2 Blue

Hence, R—OH could be

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 11

Both primary and secondary alcohols form blue solution in Victor Meyer test due to the formation of respectively nitrolic acid and pseudonitrol. Tertiary alcohols form neither, hence no blue colouration is observed.

*Multiple options can be correct
Test: Tests & Distinction of Alcohols - Question 12

Consider the following reaction,

The correct statement(s) concerning X and Y is/are

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 12


X neither oxidised by chromic acid nor gives iodoform.

Test: Tests & Distinction of Alcohols - Question 13

Comprehension Type

Direction (Q. Nos. 13-15) This section contains a passage describing theory, experiments, data, etc. Two questions related to the paragraph have been given. Each question has only one correct answer out of the given 4 options (a), (b), (c) and (d).

Passage

An organic compound X (C9H12O) gives the following reactions :
i. Na - Slow gas bubble formation
ii. Acetic anhydride - Pleasent smelling liquid
iii. CrO3-H2SO4 - Blue-green solution
iv. Hot KMnO4 - Benzoic acid
v. Br2-CCI4 - No decolouration
vi. I2 + NaOH - Yellow solid is formed
vii. X rotates the plane polarised light

Q. 

The structure of X is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 13


Also X, has CH3—CH(OH)—, gives iodoform test and it is chiral.

Test: Tests & Distinction of Alcohols - Question 14

An organic compound X (C9H12O) gives the following reactions :
i. Na - Slow gas bubble formation
ii. Acetic anhydride - Pleasent smelling liquid
iii. CrO3-H2SO4 - Blue-green solution
iv. Hot KMnO4 - Benzoic acid
v. Br2-CCI4 - No decolouration
vi. I2 + NaOH - Yellow solid is formed
vii. X rotates the plane polarised light

Q. 

If X is treated with HCI in the presence of ZnCI2, the major product would be

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 14


Also X, has CH3— CH(OH)—, gives iodoform test and it is chiral.
 

Test: Tests & Distinction of Alcohols - Question 15

An organic compound X (C9H12O) gives the following reactions :
i. Na - Slow gas bubble formation
ii. Acetic anhydride - Pleasent smelling liquid
iii. CrO3-H2SO4 - Blue-green solution
iv. Hot KMnO4 - Benzoic acid
v. Br2-CCI4 - No decolouration
vi. I2 + NaOH - Yellow solid is formed
vii. X rotates the plane polarised light

Q. 

An isomer of X, Y was also found to be optically active. It showed the same reactions as X except (vi). Hence, Y is

Detailed Solution for Test: Tests & Distinction of Alcohols - Question 15


Also X, has CH3—CH(OH)—, gives iodoform test and it is chiral.

does not give iodoform test but gives all other reaction similar to X.

*Answer can only contain numeric values
Test: Tests & Distinction of Alcohols - Question 16

One Integer Value Correct Type

Direction (Q. Nos. 16-19) This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

An organic compound X (C5H12O) is chiral. Also

Q.

How many primary hydrogens are present in X?


Detailed Solution for Test: Tests & Distinction of Alcohols - Question 16

X is a primary alcohol as indic ated by Victor Meyer test as well as it has a chiral carbon, hence

*Answer can only contain numeric values
Test: Tests & Distinction of Alcohols - Question 17

An alcohol X (C7H16O) gives immediate turbidity with HCI/ZnCI2 and can be resolved into enantiomers. Also X has a tertiary hydrogen. How many CH3— groups are present in X?


Detailed Solution for Test: Tests & Distinction of Alcohols - Question 17

Compound X satisfying the given criteria is

*Answer can only contain numeric values
Test: Tests & Distinction of Alcohols - Question 18

An alcohol X (C4H10O3) is chiral and absorbs two moles of HIO4 per mole of X. How many stereoisomers exist for X?


Detailed Solution for Test: Tests & Distinction of Alcohols - Question 18

X satisfying the given criteria is

Hence, X has four optically active isomers.

*Answer can only contain numeric values
Test: Tests & Distinction of Alcohols - Question 19

An organic compound X (C7H16O) gives effervescence with Na. X has both enantiomers and diastereomers. X gives yellow precipitate with alkaline iodine solution. With CrO3 - H2SO4 , X is converted into C7H14O (Y) which has enantiom ers but not diastereom ers. X on refluxing with H2SO4 isomerises to Z which neither gives yellow precipitate with alkaline iodine nor changes colour of CrO3 - H2SO4 . What is the minim um number of carbons that can be present in the parent chain of X ?


Detailed Solution for Test: Tests & Distinction of Alcohols - Question 19

From the give condition, structure of X is derived to be

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