Which can most easily be converted into Grignards?

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imrandom

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Destroyer Orgo Q33

2 options can be immediately eliminated because of their acidic properties

but how do you differentiate b/w these 3 as to which could most easily be converted into Grignards Reagent?

H2N-CH2-CH2-CH2-CL

CH3-O-CH2-CH2-CL

H-C=-C-CH2-CH2-I
^not the the =- is a triple bond

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The thing about gringard, is that it will be destroyed in any protic solution or any acidic solution. Because the gringard is highly basic and is a strong nucleophile, the acidity will protonate the base to make it not nucleophilic anymore.

For the first compound, It is protic because the hydrogen is attached to the nitrogen (electronegative atom) while for the last compound from organic, a terminal alkyne is really acidic, where a base can de protonate. So the gringard will deprotonate itself for both of the sets.

Hope that helps !
 
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