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Organic Synthesis And Named Reactions Mock Tests

28 questions available

Organic Synthesis And Named Reactions Mock Test 1

Questions: 28

Sample Questions

GATE Chemistry
In the retrosynthetic analysis of 1-phenylbutan-1-one (C₆H₅COCH₂CH₂CH₃, also known as butyrophenone), which of the following represents the most logical synthetic disconnection using the Friedel-Crafts acylation strategy? (Consider the directness of the approach, the regioselectivity of electrophilic aromatic substitution, and the compatibility of the reagents.)
A Disconnect between the carbonyl carbon and the α-carbon: C₆H₅CO⁺ + CH₃CH₂CH₂Cl → C₆H₅COCH₂CH₂CH₃ via Friedel-Crafts acylation with butanoyl chloride and AlCl₃
B Disconnect between the phenyl ring and the α-carbon: C₆H₅⁻ + CH₃CH₂CH₂COCl → C₆H₅COCH₂CH₂CH₃ via nucleophilic aromatic substitution
C Disconnect the phenyl ring from the carbonyl: C₆H₅Cl + CH₃CH₂CH₂CO₂H → C₆H₅COCH₂CH₂CH₃ via direct coupling
D Disconnect at the carbonyl: C₆H₅CHO + CH₃CH₂CH₂MgBr → C₆H₅COCH₂CH₂CH₃ via Grignard addition followed by oxidation
GATE Chemistry
The Suzuki coupling reaction between bromobenzene and phenylboronic acid in the presence of a base and a Pd(0) catalyst yields:
A biphenyl
B benzophenone
C diphenyl ether
D benzyl alcohol
GATE Chemistry
The Norrish Type II reaction of pentan-3-one upon irradiation with UV light gives primarily:
A Butanone and ethene
B Propanal and ethane
C Pentane and CO
D Acetone and ethylene
GATE Chemistry
The product of the Heck reaction between bromobenzene and methyl acrylate in the presence of Pd(OAc)₂, PPh₃, and a base is:
A Methyl cinnamate
B Methyl benzoate
C Methyl phenylacetate
D Styrene
GATE Chemistry
The Suzuki coupling reaction between bromobenzene and phenylboronic acid in the presence of a Pd(0) catalyst and base yields:
A biphenyl
B benzophenone
C diphenyl ether
D benzyl alcohol
GATE Chemistry
Which of the following aromatic compounds will NOT undergo Friedel-Crafts acylation under standard conditions (CH₃COCl, AlCl₃ catalyst)?
A Nitrobenzene
B Toluene
C Benzene
D Chlorobenzene
GATE Chemistry
When formaldehyde (HCHO) and benzaldehyde (C₆H₅CHO) are treated with concentrated sodium hydroxide (NaOH) in a crossed Cannizzaro reaction, which of the following describes the major products and the regioselectivity of the hydride transfer? (Recall that in the Cannizzaro reaction, one molecule of aldehyde is oxidized to the carboxylate and another is reduced to the alcohol. In the crossed version, consider which aldehyde is more electrophilic and more likely to be attacked by OH⁻.)
A Benzyl alcohol (C₆H₅CH₂OH) and formate ion (HCOO⁻); formaldehyde is oxidized and benzaldehyde is reduced
B Formyl alcohol (HCH₂OH) and benzoate ion (C₆H₅COO⁻); benzaldehyde is oxidized and formaldehyde is reduced
C Benzoic acid and benzyl alcohol; only benzaldehyde undergoes the Cannizzaro reaction
D Methanol and sodium benzoate; benzaldehyde is oxidized and formaldehyde is reduced
GATE Chemistry
The Perkin reaction is used for the synthesis of:
A Salicylic acid
B Cinnamic acid and its derivatives
C Benzoic acid
D Phenylacetic acid

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