Photochemical chlorination of 2,2,4,4−tetramethylpentane gave a mixture of two monochlorides in a 4:1 ratio. The structures of these two products were assigned on the basis of their SN1 hydrolysis rates in aqueous ethanol. The major product underwent hydrolysis much more slowly than the minor one. Deduce the structures of these compounds. Part 1 out of 4

first one is the correct answer

answer : third trial had the contaminated sample and the correct value for dhrxn should be 1000 kj/mol

explanation :

let us write down the given equations

equation 1 :

equation 2 :

equation 3 :

let us use hess's law to find out which 2 equations can be added to get the third equation.

let us reverse equation 2 and multiply it by 2. the new equation that we get is,

equation 4 :

let us add equation 1 & 4

the above equation is similar to equation 3 but has different value for dhrxn.

therefore third trial had the contaminated sample and the correct value for dhrxn should be 1000 kj/mol