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- Classify each compound as identical to A or its enantiomer. CHO CHO H OH CHO a. CH,CH-C--OH CumCH,CH3 H OH b. d. HO C. ČH,CH3 н он CH;CH CHO CHO AA. В. H. H | H3C' C~cCl3 H H3CC- Br ĊCH3 Br Br Br H2N NH2 CH3 CH3 Он: НО,, CI-C.CH3 H2C=C" H. c=CH2 HO OH С. D. Identify the pair(s) of enantiomers. Choose one or more: В. C. D.8) Identify enantiomers. C E A CI H ICL F CI H Cle H. CI H. CI H CI CI H. F H. 'F 'F H. F H H. F H H H. A) B and D, A and C B) B and D C) A and B, A and D, B and C, C and D D) B and D, A and B, A and D, B and C, C and D E) A and C
- 5. Give the stereochemical relationship between each pair of isomers. Examples are same compound (meso), constitutional isomers, enantiomers, and diastereomers. H3C CH3 HO OH lll a. Но OH H Br CH3 b. C/ H3C CI H. ICH3 CH3 с. CH3 H. CH3 d. Но. H3C OH CH2OH Ho CH2OH Br e. Br H3C f. H CH3 H3C CH3Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs. a.H2 + Pd-C b.H2 + Lindlar catalyst c.Na, NH3 d.CH3CO3H e.[1] CH3CO3H; [2] H2O, HO− f.[1]OsO4 + NMO; [2] NaHSO3, H2O g.KMnO4, H2O, HO− h.[1] LiAlH4; [2] H2O i. [1] O3; [2] CH3SCH3 j.(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET k.mCPBA l.Product in (k); then [1] LiAlH4; [2] H2Og. cis-3-methylpent-2-ene with BH3, H2O2, and OH CH3 H3C- CH =C -CH2-CH3 Major Product(s) of g. Stereochemistry of the product described in g. (Circle one) а. R b. S С. Е d. Z e. a mixture of E and Z f. erythro g. threo h. a racemic (50/50) mixture i. all 4 products (a set of erythro and a set of threo) j. no stereochemistry
- Locate the stereogenic centers in each molecule. Compounds may have zero, one, or more stereogenic centers. a. CH;CH,CH(C)CH,CH3 b. CH,CH(OH)CH=CH2 c. CH,CH,CH,OH d. (CHaCHCH;CH,CH(CH,)CH,CHa e. (CHa)2CHCH,CH(NH2)COOH f.Draw the structures of organic compounds A and B. Indicate stereochemistry where applicable H2 Lindlar's H2O H,O* OH 1. NaNH2 catalyst H-C=C-H compound A compound B 2. CH3CH2CH2Br (1 equiv.)8. Which of the following compounds are correctly classified as isomers of each other? A) CH3CH2CH2-NH2 B) CH3-NH-CH2CH3 c) CH;-N-CH3 CH,CH-NH, ČH; D) O a. only A and B O b. only A, B and C O c. only A and C Od. all four are isomers
- How are the compounds in each pair related to each other? Are they identical, enantiomers, diastereomers, constitutional isomers, or not isomers of each other? CH3 a. b. C. d. e. f. CH3 HC. HO I CI CH3 CH3 Br H C and and CHO H OH and and and and H CI OHC HC HO CI CBr CH3 OH g. h. j. Br I. HO • k. H and •pt-pt. OH BrCH₂ H H CH3 H HỌ CH3 "Br H and CCH₂OH CH3 and and CH₂Br and CH3 H Br HC Br H. and HO CH3- CH3 CH3 H HOCH₂ H BrCH₂ Br H CH3 CH3 _CH_OH H OH HDrawn are four isomeric dimethylcyclopropanes. A B C D a. How are the compounds in each pair related (enantiomers, diastereomers, constitutional isomers): A and B; A and C; B and C; C and D? b. Label each compound as chiral or achiral. c. Which compounds, alone, would be optically active? d. Which compounds have a plane of symmetry? e. f. g. How do the boiling points of the compounds in each pair compare: A and B; B and C; C and D? Which of the compounds are meso compounds? Would an equal mixture of compounds C and D be optically active? What about an equal mixture of B and C?Which of these is optically active? COOH H-OH -H a. b. C. d. HO- H H H H O a -OH COOH Ob Br CH3 H H 000 Br CH3 Od Onone (all are achiral) CH3 CH3