(a) Give the structures of A to E, showing the absolute stereochemistry in each case. [5] A p-TsCI, pyridine PBг3 C OH KI KI Na№3 B D C5H11I C5H11I E C5H11N3
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Give the structures of A to E, showing the absolute stereochemistry in each case.
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- 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°.What is the structures of A-C and what’s the stereochemistry of them.?(a) Which diastereomer of oct-4-ene yields a mixture of two enantiomers, (4R,5R)- and (4S, 5S)-4,5-dibromooctane on reaction with Br2? (b) Which diastereomer of oct-4-ene yields a single meso compound, (4R, 5S)-4,5-dibromooctane?
- (a) What product(s) are formed when the E isomer of C6H5CH = CHC6H5 is treated with Br2, followed by one equivalent of KOH? Label the resulting alkene(s) as E or Z. (b) What product(s) are formed when the Z isomer of C6H5CH = CHC6H5 is subjected to the same reaction sequence? (c) How are the compounds in parts (a) and (b) related to each other?(a) For each of the following structures A-D, indicate whether it is chiral or not. Explain your answers. H₂N OH A OH NH₂ B PPh₂ PPh ₂ C Ph. C=C=C=C D Ph4. Draw all possible stereoisomers of the following compounds. Assign the appropriate absolute (R/S) or geometric (E/Z) configuration to each of the stereoisomers (or double bonds) and label pairs enantiomers, diastereomers and meso compounds. (a) CH3CHBRCHOHCH3 (c) CH3CH=C(Br)CH=CHCI (e) CH3CH₂CHOHCHOHCH2CH3 (g) OH НО... CI (h) H3C Br (b) CH3CHBRCHBRCH ₂Br (d) CH3CH(C6H5)CHOHCH3 (f) CH₂(OH)CH2-CH(OH)CH=CHOH CH3 (1) Br HS Br
- 5. (X)C,H¬OC1- NH3 →C¢H„ON- Br2 →CH3CH2CH2NH2; Compound (X) i : КОН CH3 (b) CH3 (a) (c) -HO- (d) cl- CHO ClUnknown Q is determined to have a molecular formula of C6H12O. Q is not optically active, and passing it through achiral column does not separate it into enantiomers. Q does not react with Br2, nor with cold, dilute KMnO4, nor doesit take up H2 under catalytic hydrogenation. Heating of Q with H2SO4 gives product R, of formula C6H10, which canbe separated into enantiomers. Ozonolysis of a single enantiomer of R produces S, an acyclic, optically active ketoaldehyde of formula C6H10O2. Propose structures for compounds Q, R, and S, and show how your structures would reactappropriately to give these results.Give the Major product(s) and name the starting compound with stereochemistry: H2O H2O H2SO4 H,SO, HgSO,
- (b) Draw the structure of A, B, C, D and E (i) OH CH,CCH3 A ii. H3o* PCC / CH,Cl2 (ii) CH3CH2CH2OH conc HCI, ZnCI, CH;C(CH3)2 (iii) OH5. Given the following structure: (a) Draw all the stereoisomers; CH2 OH (b) Identify all of the enantiomeric and diastereomeric pairs; (c) Assign R or S configuration at each asymmetric carbon for each structure. Justify your assignments for the original structure (above).The first step in the metabolism of glycerol, formed by digestion of fats, is phosphorylation of the pro-R—CH2OH group by reaction with adenosine triphosphate (ATP) to give the corresponding glycerol phosphate plus adenosine diphosphate (ADP). Show the stereochemistry of the product.