Identification of Chemical Properties and Isomeric Relationship of Product Y
Identify the correct statement with respect to the reaction product :
Options
A
It gives a positive Tollens' test and is a functional isomer of .
B
It gives a positive Tollens' test and is a geometrical isomer of .
CCorrect
It gives a positive iodoform test and is a functional isomer of .
D
It gives a positive iodoform test and is a geometrical isomer of .
Step-by-Step Solution
To determine the correct statement regarding product , let us analyze the nature of products and , their functional groups, and their chemical properties:
1. Functional Groups and Isomeric Relationship
- Product is an unsaturated ether (an alkoxyalkene) with the molecular formula , containing an ether linkage () and an olefinic double bond (). Its degree of unsaturation (DU) is:
- Product has the same molecular formula (), but possesses a ketone functional group, specifically a methyl ketone of the type:
- Since compounds and share the identical molecular formula () but have different functional groups (an ether-alkene vs. a carbonyl ketone), they are functional isomers of each other.
- They are not geometrical isomers, as geometrical isomerism requires the same connectivity of atoms with different spatial orientations across a restricted rotation site (such as cis/trans alkenes).
2. Chemical Tests for Product
-
Tollens' Test:
- Tollens' reagent () acts as a mild oxidizing agent that readily oxidizes aldehydes and -hydroxy ketones to give a silver mirror.
- Simple aliphatic ketones, such as , are not oxidized by Tollens' reagent and therefore give a negative Tollens' test.
-
Iodoform Test:
- Compounds containing the methyl carbonyl moiety () react with iodine in the presence of base () to undergo haloform cleavage, producing a characteristic yellow precipitate of iodoform ():
- Because contains the group, it gives a positive iodoform test.
Conclusion:
Product gives a positive iodoform test and is a functional isomer of .
Therefore, the correct statement is given by option (C).