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Alexandra Form of CHEM 2251 in-class Assignment #7 Vaughn 1. Predict the products of the following...
6. Predict which of the following two isomers (cis- or trans-) will undergo an E2 elimination under the treatment with EtoNa in EtOH more rapidly. A) For the explanation of the reaction rate, draw chair conformations for each isomer, determine which conformation is more stable . B) Draw the major product and the mechanism of the reactions. CI cis-isomer trans-isomer
4. Predict the products of the following reactions & indicate whether they are most likely to go through an SN2, SN1, E1, or E2 mechanism. NaCN DMSO NaOH CH3OH heat Only one product is formed in the following E2 elimination reaction. Draw an arrow-pushing mechanism for the reaction and provide the correct product structure. Include a 3-D drawing (chair conformation) displaying proper stereochemistry of the transition state to explain formation of only the major product. CH3 •Br NaOCH3 ~"'CHS
1. Predict the product(s) of the following SN2 reactions and include stereochemistry where necessary. Br КОН NaOCH DMSO
7. Predict the product(s) of each of the following reactions include stereochemistry where important and indicate the mechanism (S, S,2, El, E2). 80°C a 2-chloro-2-methylbutane NaOH Н.о b. (R)-2-chloropentane Nac c-H DMSO с1 (снс. Cн, CH,ОН d. trans-1-chloro-3-methylcyclohexane+ NaOC(CH) e. 2-chloro-3-phenylbutane Н.о f. trans-1-bromo-3-methyleyclopentane Nal acetone NaOCH THон g 2-chloro-2-methylbutane EIOH h R-3-bromo-2-methylpentane . trans-1-bromo-2-isopropyleyclohexane CHCOK NaSH Н,о j. 1-bromopropaе NaOCH снон CH коссH). I-bromobutane m. cis-1-chloro-3-methyleyclobutane Nal DMSO сHсH,он n. (R)-2-iodo-2-phenylethane NaOH o. 1-iodobutane p. 2-bromo-3-methylbutane KOC(CH). но (S)-3-chlorocyclopentene...
1) Predict the outcome of the following 4 reactions
1) Predict the outcome of the following 4 reactions MeOH Ph reflux XPh MeΝΟ, reflux Y Br MeNO2 MeSNa DMSO Ph reflux Br 2) For the following 5 molecules predict whether an E2 elimination would be possible for the DRAWN conformation. Do not attempt to rotate around any bonds, judge based on the conformation shown. If yes, show the product. Br Ph BCH Meph Me Y y o tadi men 3)...
predict the major products of the following reactions
Question 5 3 pts Predict the major organic product of the following reactions. Assume one equivalent of reagent unless otherwise stated, it's a solvent, oxidizing, or reducing agent. If no reaction will occur, choose E. Be mindful of stereochemistry ОН Next < Previous
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1. Draw the structure of the principal organic product and predict the stereochemistry to be expected from the reaction of (IR, 2R)-1-bromo-2-methylcyclohexane with each of the following: a. NaOCH, in CH,OH at 60° d. NaNH, in NH, at 50° b. aqueous CH,OH at 140° e. aqueous CH,CH,OH at 25° c. Nal in DMSO at 40° 2. Draw the major product(s) (showing appropriate stereochemistry when necessary) for the following reactions. Indicate the mechanism(s) in operation (SNI, SN2, E1,...
For each of the following reactions: (1) Draw all of the organic product(s) that would be formed, and (2) label each product as formed via S1, S2. E1, or E2. For elimination products, label as major or minor. Pay close attention to regiochemistry, stereochemistry, and whether carbocation rearrangements would occur. - DBN ci Br H20 B A C CH3OH acetone NaOH D Br DMSO
1. Predict the major organic products formed in the following reactions. Be certain to indicate stereochemistry in your products if it is important. (12 pts) Pd/C u o H2O H2SO4
CHEM 301 Problem Set #5 2. Draw/predict the major elimination product(s) of the following proposed reaction. Be sure to indicate correct stereochemistry when appropriate in the product. (b) Provide a mechanism that describes the formation of your drawn product. Show how (Newman Projection) any stereochemistry within the mechanism/product results. CH e Br NaOCH **CH2CH, 3. Explain briefly, why neither an SNI nor SN2 reaction between diethyl ether and sodium iodide is favored but an Sw2 reaction between diethyl ether and...