5.4 4. The specific rotation of pure (R)-2-butanol is -13.5°. What % of a mixture of the two 12.5 forms is (S)-2-butanol if the specific rotation of this mixture is -5.4° ? enantiomeric (A) 40% (B) 30% (C) 60% (D) 70% (E) None of the above
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- Q8. Draw the two possible chair-like conformations of compound 1. 2 Using the Cahn Ingold Prelog priority rules, assign the absolute stereochemistry to each stereogenic centre contained in compound 1. NH2 15) 1) MeO'Na* &r=&r MeOH 2) work-up (HCI, H₂O) 7) 8) NH OH 1) NaOH, H₂O 2) work-up (HCI, H₂O) HCI, H₂O heat 'H HO HO HCI, H₂O OH NH, CH How many stereoisomers are possible for this cyclic hemiacetal? OHCoibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites (Org. Lett. 2012, 14, 3878-3881): (a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL LETTER of your choice. A. 2 В. 4 С. 8 D. 16 ANSWERS: (a) A. В. C. (b)
- (−)-Menthol is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol and has the R configuration at the hydroxyl-substituted carbon. (a) Draw the preferred conformation of (−)-menthol. (b) (+)-Isomenthol has the same constitution as (−)-menthol. The configurations at C-1 and C-2 of (+)-isomenthol are the opposite of the corresponding chirality centers of (−)-menthol. Write the preferred conformation of (+)-isomenthol.22 The absolute configuration of a chiral carbon is defined as R- or S- according to the Cahn-Ingold-Prelog rules What is the IUPAC name for the following compound? (1) (2) (3) (4) HO CH₂CH₂CH3 H (S) octan-5-ol (R) octan-4-ol (R) octan-5-ol (S) octan-4-ol CHỊCH,CHỊCH,Assign an IUPAC name for the following compound. xl.. Identify the configuration of this compound none (no chiral centers) 2-ethoxy-3-methyl-2-pentene (Z) (R) (S) 1,2-dimethyl-1-ethoxy-1-butene (E) 3,4-dimethyl-3-oxy-3-heptene 3,4-dimethyl-3-ethoxy-3-butene 4-ethoxy-3-methyl-3-pentene
- 1) Which of the following molecules represents the MOST stable conformation of trans-1-tert-butyl-3-methylcyclohexane: O (A) O (B) O (C) F2 O (D) O (E) (A) 80 F3 (B) Q F4 F5 (C) < F6 & 7 x F7 (D) DII 10028 F9 A * F8 18 8 (E)4. What is the relationship between these molecules? (Enantiomers, diastereomers, constitutional isomers or identical compounds) (a) CH3 CH3 OH OH (b) H3C Br H CH2CH3 CH3 -Br 去 H- CH2CH3 (c) H CH3 -CH3 H H CH3 H CH3 1Specific rotation, [a]p of (S)-2-butanol at 25°C is +13,52°. Enantiomeric excess (%ees) of a mixture of (R)-2-butanol and (S)-2-butanol having specific rotation of + 6.76° at 25°C is Select one: O A. 60% O B. 50% O C. 20% O D. 75%
- What is the percent composition of a mixture of (S)-(+)-2-butanol([a] = +13.520),and (R)-(-)-2-butanol ([a] = -13.520), with a specific rotation [a] = +6.760? * 75% (R) 25% (S) 33% (R) 67%(S) 67%(R) 33%(S) O 50% (R) 50%(S) 25% (R) 75%(S)Q7. Using the Cahn-Ingold-Prelog rule, assign the absolute stereochemistry to each stereogenic centre in compounds a-d, and determine whether they are chiral or not. a) b) OH OH H3C CH3 H3C CH3 NH2 c) d) OH H -0 H- H H3C* *CH3 OH OH ОН2. Determine whether each of the following compounds is optically active or optically inactive. OH Et H Me Me CI Me H H Me (a) OH (b) H (c) ✓ C=C CH CH3 CH2CH3 H. CH3 H CH3 H3C (d) (e) H (f) CH3 (a) (b) (c) (d) (e) (f)