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- 1) Consider the following 5 compounds: NH2 H3C- NHh = white Cos H=red NH2 NH2 NH2 COOH H- -COOH COOH H3C čOOH NH2 čOOH H3C H- -NH2 ČOOH II II H3C H NH2 COOH H, COOH H3C. COOH NH2 NH2 COOH NH2 IV Indicate which of the following TWO structures are described by the following (use all ten a. possible combinations, +&4, I & II, &-V, 1& V, I & I,tt&V, H&V, II & IV, II & V, V-& Identical:+V, Enantiomers: | V,1-11 Diastereomers: lIV IV, N V b. Indicate which of the above compounds WILL rotate plane polarized light when dissolved in solution by writing their Roman numeral(s) here.For each example, specify whether the two structures are resonance contributors to the same resonance hybrid. H. :0-CH2 а) HO-CH2 CH2-CH2 CH2 CH2 yes no ö: :ö: b) H2C=CH-C-H H2C-CH=ċ-H c) H2C=CH-CH-CH3 H2C-CH=CH-CH3Determine whether the following pairs of structures are actually different compounds or simply resonance forms of the same compounds. 1-41 0 0 and and (b) (a) O +0-H O 0-H and and (d) +NH₂ 0 NH₂ CH,-!-H + (e) CH₂=C H and CH₂-CH (Đ) CH–C−NH, and CH3–C=NH, + (g) CH₂=CH-CH₂ and CH₂-CH=CH₂ (h) CH₂=C=0 and H=C=C—OH Ο Η 0 H 0 H +O-H (i)/H-C-C-H and H-C=C-H (j) H-C-H and H¬C-H g H H O- 유 0 « -l- + (k) H-C-NH₂ and H-C=NH₂ (1) CH₂-C-CH=CH₂ and CH₂-C=CH-CH₂
- Specify the formal charges on the atoms labeled a-c in each structure. b a:0: CH3CH2, CH2CH3 b H3CN-CH3 CH;CH2 CH2CH3 ČH3 a a b bFor each example, specify whether the two structures are resonance contributors to the same resonance hybrid. a) H3C-ö-CH2 H3C-0=CH2 yes v b) ö: :0: H2C=CH-C-H H2C-CH=C-HConsidering structures A-D, classify each pair of compounds as isomers, resonance structures, or neither: (a) A and B; (b) A and C; (c) A and D; (d) B and D. :0: :ö: :O: CH3-C-ÖH CH3-C=OH CH3-C-ÖH H-c-CH,ÖH A B D
- Azulene, an isomer of naphthalene, has a remarkably large dipole moment for a hydrocarbon (μ = 1.0 D). Explain, using resonance structures.As mentioned in Problem 3-53, the statin drugs, such as simvastatin (Zocor), pravastatin (Pravachol), and atorvastatin (Lipitor) are the most widely prescribed drugs in the world. (a) Are the two indicated bonds on simvastatin cis or trans? (b) What are the cis/trans relationships among the three indicated bonds on pravastatin? (c) Why cant the three indicated bonds on atorvastatin be identified as cis or trans?Which of the following is a resonance structure of the compound below? 0=0 H CH₂CH3 || III ON H₂C H₂C 11 Нас-с CHOH CH3 HẠCHO CH E ||| :0 HC CH3 IV
- XOVW3_VV u-IgNslkr7j8P3jH-liJQOWQJvqYPWI Determine the relationship between Structure A and Structure B in each row of the table. Structure A Structure B Relationship o isomers H. :0: H H D-H H-C=C-C-C-H H-C= C-C= C-H O resonance structures H. H H O neither o isomers :S-c=N: :NEC-S: O resonance structures o neither o isomers H-N-C=N: O resonance structures H. H-C= O neither 75°F DELL#30 AM Wed Jun 15 (h) S 88 an organic chemistry textbook wade 9th x VCU+CHEM301+Paper+Homework+... Orgo R T 1-46 Use resonance structures to identify the areas of high and low electron density in the following compounds: 0 NH 0 (a) CH3-C-H (c) CH, C—H (d) CH3-C-OCH3 (b) CH3–C—NH, (f) (e) 0 (g) CN CH,O—C—NH, NH₂ (1) H (j) N 0. o CH30 1-47 Compound X, isolated from lanolin (sheep's wool fat), has the pungent aroma of dirty sweatsocks. A careful analysis NH do X organic chemistry textbook wad... abc ~~~~~ Study Problems 53 88%C H2. The full structural formulae of three organic compounds, P, Q and R, are shown below. H H H H HH HHHH Н-С -с- Н H-C- C - C = C – H H - C - C = C – C – H H H H H Q P (a) State one similarity between P, Q and R in terms of their molecular formulae. (b) Name the homologous series that compounds P, Q and R belong to. (c) State one similarity between Q and R in terms of chemical bonding id) Which of these compounds are isomers? Explain your answer.