Question

3-Methyl-1-butanethiol is one of the thiols that skunks use as a defense system. This thiol smells bad. Draw 3-methyl-1-butanethiol. It is much more volatile than the corresponding alcohol (3- methyl-1-butanol) Why is 3-methyl-1-butanethiol so much more volatile than 3-methyl-1-butanol? 3-methyl-1-butanethiol A recent study found that pericosine A (shown below), which is a metabolite from sea hare, will react with 3-methyl-1-butanethiol rendering it non-volatile. This means you could wash skunk smell off of the dog (or whatever has been sprayed by skunk) by using pericosine A. Predict a product (B) from this reaction. HOI OH pericosine A 3-methyl-1-butanethiol What mechanism do you think is giving the product you have drawn? Draw a second possible product (C) for this reaction. B Which product (B or C) do you think is most likely formed? Why? C Are your products B and C isomers? Yes No Are your products B and C constitutional isomers? Yes No Are your products B and C diastereomers? Yes No Are your products B and C enantiomers? Yes No
If you can provide explanations for your answers, that would be very much appreciated.Thanks!

Answer 1

Some answer part in image and other below the image

3-Methy. I. Butanethiol 7 1 More volatile 2-methyl-1-Butanethics due to into HYDROGEN BONDING AB SENI las-ch-cry cry (Structure WHILE IN 3-METHYL-1-RUTANOL INTER HYDROGEN BON DING PRESENT ch -Chochot + Hŝ-cu-chemin ene Swa 3-methyl-1-butane thic -ch Hoch- H-bonding asorgentina Lues carenting Home 04 [3] [ ] MAJOR MINOR Second possible HON HOH Pericosine A « -IV) Mechanism is sw² Product ( Bimolecular substitchin Reaction) B is major due to dess steric hindsance of there hydroxy group, which is below the plane B is most likely formed due to a mechanisin is Sw?, prefer over dess stearic hindrance while (below the plane, so tell three hydway group Steric hindrance

Product B is the major not C product it is due to S_N2 reaction which occur on those centre where less steric hindrance. Hence B is the major product. Less steric hindrance is due to below the plane 3 hydroxy gorup present where nucleophile fell steric hindrance more in C product that is why it minor.

• your products B and C isomers YES

because diastereomers is the type of isomer

• your products B and C constitutional isomers NO

because b and c have same type of all atom

• your products B and C Diastereomers yes

because only your Nu (here 3-Methyl-1-butanethiol sulphur atom configuration different other same, hence they are not mirror image .

• Your products B and C enantiomers NO

because only your Nu (here 3-Methyl-1-butanethiol sulphur atom configuration different other same, hence they are not mirror image of each other and not superimposable .

​​​​​​​   

​​​​​​​