2. Write the product(s) of the following reactions. If appropriate, show ALL stereochemical products andassign R/S to each chiral center. Predict (with explanation) whether the reaction will go by SN1 or SN2.No mechanisms are required.(a).(b).NaBrHBrH3COHH3CBrEtOH

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Answered: 2. Write the product(s) of the…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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(а) The reaction of (R)-2-bromopentane with NaOH in ethanol produced a racemic mixture. Br H.. NaOH Ethanol Racemic mixture (i) Draw the structures of the products indicating stereochemistry (ii) Use arrows to show the mechanism for this reaction. 3.
(ii) Draw the product R, including a detailed reaction mechanism for the conjugate addition reaction between the 1,3-dicarbonyl P and the a,ß-unsaturated ketone Q. Eto P OEt + Q OEt Et3N R (iv) Explain why conjugate addition is favoured over direct addition to Q in this case.
The structure of A is shown below. HO 3 -CH2CH=CH2 A (i) Predict the possible number of stereoisomers A can have. (ii) Draw the 3D structure of the (25, 3R, 5S) enantiomer showing its correct stereochemistry. (iii) Calculate the specific rotation of each enantiomer in a mixture containing 10 mL (0.10 M) of (2S, 3R, 55) enantiomer and 30 mL (0.10 M) of (2R, 3S, 5R) enantiomer. Given the specific rotation of the mixture = +4.8°.
(a) What product is formed in Step [1] of the following reaction sequence? (b) Draw a mechanism for Step [2] that accounts for the observed stereochemistry, (c) What reaction conditions are necessary to form chiral A from prop-2-en-1-ol (CH2 = CHCH2OH)?
An acid–base reaction of (R)-sec-butylamine with a racemic mixture of 2-phenylpropanoic acid forms two products having different melting pointsand somewhat different solubilities. Draw the structure of these twoproducts. Assign R and S to any stereogenic centers in the products.How are the two products related? Choose from enantiomers,diastereomers, constitutional isomers, or not isomers of each other.
3. Predict the major product(s) for the following reactions. Indicate stereochemistry and draw enantiomers when appropriate. Show stereochemistry with two lines in the plane and a wedge and/or dash at the chirality center. No reaction mechanisms are necessary. (a) (b) H + NaBH4 NaBH4 ÕH (in excess: used as solvent) OH (in excess; used as solvent)
(a) (b) (c) 3. Complete the following reaction scheme. Give all product(s) and indicate major or minor and any relevant stereochemistry. (60 points-4 points each) Br Br Br OH heat heat NaCN DMSO 3
2. Predict the major product(s) for the following reactions. Indicate stereochemistry and draw enantiomers when appropriate. Show stereochemistry with two lines in the plane and a wedge and/or dash at the chirality center. No reaction mechanisms are necessary. (a) (b) :0: H7 H H (two equiv) H₂N
2. Indicate the reagents and draw the intermediate products necessary to accomplish the following transformations. of (a) HO, (b) -CN CI (c) но
Part A 1. Determine the absolute configuration (R or S) of the stereogenic centre in compounds (1) & (II) below. (i) HO H H₂C CH 3 Br H (II) HO 2. A compound may have a number of possible stereoisomers which is determined with the formula 2 (n = number of stereocentres). The compound (-)-menthone (below) is a Natural Product found in peppermint. Use the formula given to determine the number of possible stereoisomers in this compound can have. I CHO H CH₂CH3 CH(CH3)2
Which alkyl halide from the following pair is (i) Chiral and (ii) undergoes SN1 reaction faster?(a) (CH3)2CBr(b) CH3CH2CHBrCH3
4. (a) Provide a curved arrow mechanism for the reaction shown below, commenting on the stereochemical outcome. Aco Aco AcO- ACO OAC PhSH, BF3 OEt2 CH₂Cl2 Aco Aco AcO- ACO SPh Major product (b) Which spectroscopic technique would you use to determine the stereochemistry at the anomeric centre of a sugar? Describe what you would expect to see for a-D-glucopyranose and why.

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2. Write the product(s) of the following reactions. If appropriate, show ALL stereochemical products and assign R/S to each chiral center. Predict (with explanation) whether the reaction will go by SN1 or SN2. No mechanisms are required. (a). (b). NaBr HBr H3C OH H3C Br EtOH