ChemQ.5 - 3 CH(OH)CH 2 CH 3 by an S N 2 method. When...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Quiz #5 – 1. How many stereogenic centers are there in the compound shown below? CH 3 O CH 3 OH Duacol - oil from carrot seeds 2. Draw the structure of (1 R , 2 R )-1-bromo-2-chlorocyclobutane. Br Cl 3. The specific rotation ([ α ] D 23 ) of pure (S)-1-amino-1-phenylethane is -30.0 o . If the specific rotation of a mixture of the R and S enantiomers is -10.0 o , what is the % composition of the two isomers in the mixture (show calculations)? S=(-30) and R+S=(-10) so (-10/-30)=.333 extra S so .777 R + S therefore total of .3885 R and . 7125 S 4. Are the following pairs of compounds enantiomers, diastereomers, or the same structure? (note: in this question conformational isomers are considered as same structures) CH 2 OH OH H H O H CH 2 CH 3 and O H CH 3 OH OH H CH 3 CH 3 CH 2 O H and CH 3 CH 2 CH 3 O H H 5. Rank the following reactive intermediates in order of decreasing stability from 1 to 4 with 1 being the most stable. C H 2 CH CH 2 - CH 2 - C H 3 C CH 3 CH 3 C H 2 3 1 4 6. Joe organic was in the lab late one night working on an organic lab synthesis project. He was working to develop a method to synthesize CH
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 3 CH(OH)CH 2 CH 3 by an S N 2 method. When analyzing his final product, Joe found that his product did not rotate plain polarized light. Would you say that Joe was successful in conducting an S N 2 synthesis? Why or why not. No because an S N 2 synthesis would rotate plain polarized light. 7. Rank the following nucleophiles in order of reactivity with 4 being the most reactive. 1 CH 3 CH 2 S-2 CH 3 CH 2 O-Same structures Diastereomers There are three stereogenic centers 3 (CH 3 ) 3 O-4 CH 3 CH 2 OH 8. (3 pts) Predict the major product for each of the reactions shown below. If no SN2 reaction is possible, state, No SN2 reaction. CH 3 Br 2 , NBS, light Br CH 3 Br CH 3 NaCN, acetone (solvent) CH 3 CH 3 CN C H 3 Br CH 3 CH 3 NaOC(CH 3 ) 3 C H 3 CH 3 O CH 3 9. (3 pts) Propose how you would synthesize the products shown below. O CH 3 Ph Ph Ph NaOCH 3 Ph Ph Ph N 2 , NBS, Light...
View Full Document

Page1 / 2

ChemQ.5 - 3 CH(OH)CH 2 CH 3 by an S N 2 method. When...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online