Circie the best nucleophile in methanol. (2 pt co or For the next five boxes, co

Question

Circie the best nucleophile in methanol. (2 pt co or For the next five boxes, consider the following molecule For the 2-bromo 2.3-diphenyibsane, Whe is the stso configuration of the two stereocenters? Carton 2 Carbon 3 e eclipsed conformation of the above haloakane as n Draw the proper staggered corte ation or einir ation usra stands (do not rotate any sigma bonds). Assume carbon 2 is the SSB front carbon. is the Product E or Z? how the product of this .elim nation. You may draw the roduct using bond line or condensed formula. Make sure to raw the correct stereochemistry.

Explanation / Answer

1) The best nucleophile in methanol is Iodide anion, Since methanol is a polar protic solvent, it interacts and polarizes the electron cloud of the nucleophile. Iodide electron pair is most polarizable in the halogen group. So iodide anion is most nucleophilic.

2) 2-Bromo-2,3-diphenylbutane. I'm sorry but I dont have a phone with me, so I can't take photos of my working notebook. I'll write the answer here.

1st part:  For the front carbon: Left arm-- Br; Right arm-- Ph. For the back carbon: Left arm-- H; Right arm-- Methyl; Below arm-- Ph.

2nd part: for the Newman projection drawn in the 1st part, rotate the front carbon 180degrees with respect to the back carbon. Now you should have the H and the Br atoms antiperiplanar in configuration. This is the required conformation for beta-elimination. In this arrangement, Methyl group of the front carbon is near to the Methyl group of the back carbon, and the Phenyl group of the front and back carbons are near to each other. Hence after elimination, we obtain the cis isomer.

Related Questions

Navigate

• Browse (All)
• Browse C
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.