Compound X, a Geminal Dihalide, Is Exposed to Excess Strong

question 75

Essay

Compound X, a geminal dihalide, is exposed to excess strong base (excess NaNH₂ then H₂O) to produce an alkyne (compound Y). Alkyne Y is a terminal alkyne, has a molecular formula of C₅H₈, and has exactly 4 distinct resonances in the (proton-decoupled) ¹³C NMR spectrum. What are the two possible structures for compound X?

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Definitions:

Deductive Reasoning

A logical process in which a conclusion is based on the concordance of multiple premises that are generally assumed to be true.

Ambiguous

Something that is open to more than one interpretation, explanation, or meaning, not having a single clear definition.

Poorly Defined

Lacking clarity or preciseness in description or concept, making understanding or interpretation difficult.

Psychosocial Development

A concept in psychology that encompasses the social and psychological aspects of development throughout a human's life, often associated with Erik Erikson's stages of development.