Mention the reagents used for the following conversions: (m) C 6 H 5 CH 3 → A C 6 H 5 CHO (n) CH 3 CHO → B CH 3 COOC 2 H 5 (o) C 6 H 5 CHO → C C 6 H 5 COCH OH C 6 H 5 (p) CH 3 COCH 3 → D CH 3 2 C OH CH 2 COCH 3 (q) CH 3 CH 2 COOH → E CH 3 CH Br COOH (r) CH 3 COCH 3 → F CH 3 COCH 2 Br

(m) Side chain chlorination of toluene gives benzal chloride, which on hydrolysis gives benzaldehyde. C 6 H 5 CH 3 → H 2 O , 373 K Cl 2 / hν C 6 H 5 CHO (n) All aldehydes in presence of aluminium ethoxide, undergo simultaneous oxidationand reduction to form an ester. CH 3 CHO → Al OC 2 H 5 3 CH 3 COOC 2 H 5 (o) Benzaldehyde reacts with alcoholic potassium cyanide to give benzoin. C 6 H 5 CHO → alc . KCN C 6 H 5 COCH OH C 6 H 5 (p) Aldehydes and ketones having at least one α-hydrogen undergo a reaction in the presence of dilute alkali as catalyst to form β -hydroxy aldehydes (aldol) or β -hydroxy ketones (ketol), respectively. CH 3 COCH 3 → Ba OH 2 CH 3 2 C OH CH 2 COCH 3 (q) Carboxylic acids having an α -hydrogen are halogenated at the α -position on treatment with chlorine or bromine in the presence of small amount of red phosphorus to give α -halocarboxylic acids. CH 3 CH 2 COOH → H 2 O X 2 / Red P CH 3 CH Br COOH (r) Acetone reacts with bromine in presence of UV light gives bromoacetone. CH 3 COCH 3 → Br 2 / Uv light CH 3 COCH 2 Br

H 3 C CO C 2 H 5 + C H 3 C O O C 2 H 5 → C 2 H 5 O N a / H 3 O + P M a j o r

P When reacted with C - 2 H 5 O D + C 2 H 5 O N a , all the hydrogens will be replaced by deuterium.

P Predominantly exists in enolic from

P Predominantly exists in keto form.

P will give coloured precipitate with neutral F e C l 3 but will not give test with 2,4-DNP

In the context of the rearrangement of an oxime of a ketone to an amide (represented below) Which of the following statement is/are correct?

The group that migrates never gets completely detached from the remainder of the molecule during the transformation

It is the cis hydrocarbon radical ( R ) with respect to the OH group that migrates

The rearrangement is intermolecular

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What happens when Schiff's Reagent reacts with aldehyde?

Important Questions on Carbonyl Compounds and Carboxylic Acids

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Reaction of benzaldehyde with acetic anhydride in the presence of base is known as _____ and the product

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The major product of the following reaction is:

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Write chemical equations to illustrate the following name reactions: Benzoin condensation.

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Mention the reagents used for the following conversions:

(m) $C_{6} H_{5} {CH}_{3} \overset{A}{\to} C_{6} H_{5} CHO$

(n) ${CH}_{3} CHO \overset{B}{\to} {CH}_{3} {COOC}_{2} H_{5}$

(o) $C_{6} H_{5} CHO \overset{C}{\to} C_{6} H_{5} COCH (OH) C_{6} H_{5}$

(p) ${CH}_{3} {COCH}_{3} \overset{D}{\to} {({CH}_{3})}_{2} C (OH) {CH}_{2} {COCH}_{3}$

(q) ${CH}_{3} {CH}_{2} COOH \overset{E}{\to} {CH}_{3} CH (Br) COOH$

(r) ${CH}_{3} {COCH}_{3} \overset{F}{\to} {CH}_{3} {COCH}_{2} Br$

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Explain the mechanism of the Claisen Schmidt reaction.

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Which is the main organic product obtained by the reaction of

2, 2, 2

trichloro ethanal with calcium hydroxide?

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Which compound does not give Benedict test?

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Product is

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Which of the following reactions can be used to change benzaldehyde and acetic anhydride to cinnamic acid?

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A keto ester

(A)

with molecular formula

C_{6} H_{10} O_{3}

on treatment with

N a O H + I_{2}

does not give iodoform but on boiling with dilute KOH gives a compound

(B)

with molecular formula

C_{4} H_{5} O_{3} K

which upon acidification followed by heating undergoes decarboxylation to give acetone. The keto ester

(A)

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Conversion of benzaldehyde to 3-phenylprop-2-en-1-oic acid is

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Which of the following does not undergo benzoin condensation?

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Benzaldehyde on refluxing with aqueous alcoholic

K C N

produce

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H_{3} C CO C_{2} H_{5} + C H_{3} C O O C_{2} H_{5} \overset{C_{2} H_{5} O N a / H_{3} O^{+}}{\to} (P) M a j o r

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Benedict's solution is not reduced by

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In the context of the rearrangement of an oxime of a ketone to an amide (represented below)

Question Image

Which of the following statement is/are correct?

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Claisen condensation is not given by

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A Wittig reaction with an aldehyde gives

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Which of the product is formed when acetone is reacted with barium hydroxide solution?

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An organic diketone (A) having molecular formula C₁₄H₁₀O₂ when undergo reaction with hydroxyl ion (OH^-) converted into benzilic (B) acid after acidification.

The molecular structure of (A) and (B) are

What happens when Schiff's Reagent reacts with aldehyde?

Important Questions on Carbonyl Compounds and Carboxylic Acids

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