[brycebb]

So I am supposed to determine what major organic products I get between the substrate R-3-bromo-2,3-dimethylpentane and water.  Now the reaction is Sn1, which means the bromine halide acts as a leaving group to leave an unstable and reactive carbocation.  Now for this problem, I show the mechanism involving the Bromine taking the electron density in the sigma bond and leaving a tertiary carbocation that is now trigonal planar and achiral.  I then show the water molecule acting as a nucleophile, creating a sigma bond with the carbon and thus creating a oxygen atom with a formal charge of +1.  I then have another water molecule act as a base to deprotonate the oxygen group on the substrate, creating the hydronium ion and the neutral product with an OH group and a methyl group on locant 3.  Now when I submit this and the hydronium ion as my answer, they tell me that I am incorrect, can anyone give me insight in what I may have done wrong?

[brycebb]

Nevermind, i figured it out, the nucleophile can attack from either side and produce enantiomers, where there is a higher concentration of one in which it's configuration is inverted.