Assignment Score: 77.7% Resources Give Up? Hint Check Answer Question 3 of 9 The Williamson ether synthesis between 2‑naphthol and allyl bromide in the presence of strong base and benzyltriphenylammonium chloride as a phase transfer catalyst in dichloromethane solution is known to proceed in reasonable yield. Reaction scheme of 2-naphthol and allyl bromide with NaOH and PhCH _2 (Bu) _3 NCl on the arrow and allyl 2-naphthyl ether as the product. Why will the reaction fail to work if the phase transfer catalyst is switched to ammonium chloride while retaining the same reactants, solvent, and base?

the number of valence electrons for each molecule or ion is shown beneath the structure. remember hydrogen will not have more than two electrons. this hydrogen is part of a covalent bond (sharing two electrons). a double bond here would cause hydrogen to share four electrons with phosphorus.

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