Gignard Reagent question, help please

[NguyenDDS]

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"Which of the following could most easily be converted into a Grignard Reagent?

A. HO-CH2-CH2-CH2-Br
B. H2N-CH2-CH2-CH2-Cl
C. CH3-O-CH2-CH2-Cl
D. Cl-CH2-CH2-COOH"

Why is the answer C? I went through Chad's OC videos but he doesn't really mention much about a lot of things, I think.

 

[FLOSS UR TEETH]

The answer is C. Grignards become hindered upon reacting with any acidic protons which are found in groups such as SH, OH, COOH, NH2 and also the alkynes. Choice C is an ester and contains no acidic protons so will react the fastest. Hope that helps!

 

[NguyenDDS]

The answer is C. Grignards become hindered upon reacting with any acidic protons which are found in groups such as SH, OH, COOH, NH2 and also the alkynes. Choice C is an ester and contains no acidic protons so will react the fastest. Hope that helps!

Thanks FLOSS UR TEETH! 🙂 The Destroyer also explained that in the solutions. But I guess I wasn't comprehending that. So basically, as long as it doesn't contain a SH, OH, COOH, NH2, or alkyne group, then it will react quick? What if none of them had acidic protons... which would react fastest? Thanks!!

 

[casper22]

The answer is C. Grignards become hindered upon reacting with any acidic protons which are found in groups such as SH, OH, COOH, NH2 and also the alkynes. Choice C is an ester and contains no acidic protons so will react the fastest. Hope that helps!

True Dat...👍..

I want to guess the more electronegative will react faster....

 

[FLOSS UR TEETH]

Thanks FLOSS UR TEETH! 🙂 The Destroyer also explained that in the solutions. But I guess I wasn't comprehending that. So basically, as long as it doesn't contain a SH, OH, COOH, NH2, or alkyne group, then it will react quick? What if none of them had acidic protons... which would react fastest? Thanks!!

Yes, that is correct. I don't think it gets too much more complicated than that, but to answer your question, it would attack the compound possessing the most electrophilic carbon.