A compound `A(C_(5)H_(10)Cl_(2))` on hydrolysis gives `C_(5)H_(10)O` which reacts with `NH_(2)OH`, forms iodoform but does not give Fehling test. A is

Question

A compound `A(C_(5)H_(10)Cl_(2))` on hydrolysis gives `C_(5)H_(10)O` which reacts with `NH_(2)OH`, forms iodoform but does not give Fehling test. A is

A compound `A(C_(5)H_(10)Cl_(2))` on hydrolysis gives `C_(5)H_(10)O` which reacts with `NH_(2)OH`, forms iodoform but does not give Fehling test. A is
A. `CH_(3)-overset(Cl)overset(|)underset(Cl)underset(|)C-CH_(2)CH_(2)CH_(3)`
B. `CH_(3)CH_(2)-overset(Cl)overset(|)underset(Cl)underset(|)C-CH_(2)CH_(3)`
C. `CH_(3)CH_(2)CH_(2)CH_(2)CH_(2)overset("Cl ")overset("| ")"CH"-Cl`
D. `CH_(3)overset(Cl)overset(|)CH-overset(Cl)overset(|)CHCH_(2)CH_(3)`.

Monjur Alahi

5 views

2025-01-04 04:42

1 Answers

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Salim Ahmed Kawsar · Accepted Answer · 2023-02-05T15:29:48+06:00

Correct Answer - A
`CH_(3)CHO+HCHOoverset("Dil NaOH")undersetunderset("aldol condensation")("cross ")rarr`
`underset("3-Hydroxy-propanal")(HOCH_(2)-CH_(2)CHO)overset("heat")underset(-H_(2)O)rarrunderset("Prop-2-enol(A)")(CH_(2)=CHCHO)`
`overset(HCN)underset("1,2-Addition")rarrCH_(2)=CH-underset(OH)underset("| ")"CH"-CN`
`overset(H_(3)^(+)O)rarrunderset("3-Hydroxybut-3-enoic acid (B)")(CH_(2)=CH-underset(OH)underset("| ")"CH"-COOH)`
Please not that `alpha,beta` unsaturated aldehydes undergo 1, 2 additon while `alpha,beta`-unsaturated ketones undergo 1, 4 addition.