[scientific]

Hello all,

I'm asked to identiy which series of reagents would carry out the attached reaction
the two I'm deciding between are:

(A) 1. Mg, ether; 2. CO₂; 3. H₃O⁺
(B) 1. NaOH; 2. CrO₃, H₂SO₄

Now, I am pretty sure (A) is correct as it is the formation of a grignard reagent followed by substitution by CO₂ and then reduction

But I don't understand how (B) is incorrect--wouldn't it be a SN2 substition of OH onto the haloalkane, making a 1° alcohol, which is oxidized by the Jones reagent into the product anyway?

[wildfyr]

OH is pretty bad at SN2, its more likely to cause elimination. You'd end up with an alkene instead of an alcohol.

Also, count the number of carbons, that gives away the answer by itself.