88 5. Draw the following molecules in two difference configurations about the double bond. Name the molecules and be sure to include the appropriate configuration (trans or cis). If the structure cannot be drawn in two different configurations, explain why. a. Н2С-СН2 b. CH3CH=CHCH3 c. Cl(CH3)C=CHCH3
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- 2. Assign the R or S configuration to each chiral center in the molecules below. CH2CH2B. CH3 .CO2H (H3C)3C. C=CH HO CH,F H,C=G+CH(CH,CH3)2 CH2CH,CH3 HO H C(CH3)3 ОН CH,CH,Br F"CH2Br 3 4 (numbers indicate the IUPAC numbering)a. Which of the following compounds can exist as cis–trans isomers? b. For those compounds that can exist as cis and trans isomers, draw and label the isomers. 1. CH3CH=CHCH2CH2CH3 2. CH3CH2C-CH2CH3=CHCH3 3. CH3CH CHCH3 4. CH3CH2CH CH29) There are 3 different cyclopropane molecules with the formula GHĄC12. a. Draw and build the 3 molecules. b. Below each drawing, name each molecule with correct nomenclature. Label a pair that are constitutional isomers. d. Label a pair that are stereoisomers (or configurational isomers). С.
- Which structure matches it?2. Name the following molecules using IUPAC systematic naming, ignore stereochemistry. a. b. C. d. g. h. ex 8ء محكمه لار 3. Identify the hybridization (sp, sp2, sp³) of each carbon atom in the following molecules. } NH₂ 4. Identify the number of a bonds, bonds, lone pairs, and hydrogens in the following molecules. 8 1111 1111CH3 H3C. 1. ČH3 3-isopropyl-5-methylcyclohexanol There are four cis,trans isomers for 3-isopropyl-5-methylcyclohexanol, where the cis,trans designations of the substituents are made relative to the OH group: • up, up, up (cis,cis) • up, up, down (cis,trans) down (trans.cis) • up, down, • up, down, up (trans,trans) Consider the most stable chair for each of these isonmers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one. • To simplify matters, consider only axial vs equatorial energies of the groups (i.e. do not worry about the interactions between the groups, which in reality is also • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • Use "flat" representations of rings, not chairs, in your drawing. Most stable Least stable
- 6. Write the hybridization of each Carbon bond. CH3-CH=CH-CH,-C=C-CH,-CH3 a) Among the carbon-carbon bonds, which one is a. the strongest? b. the weakest? c. the longest? d. the shortest? b). Among the 8 carbons, which ones are a. sp3 hybridized? b. sp hybridized? c. sp? hybridized? d. tetrahedral in shape? e. linear in shape? f. triangular planar in shape?42. Which of the following is not a functional isomer? A. CH,OH H НА a H Me B. C. D. Me H -ОН OH (A) O CH, CH, 0 CH3 OCH, (B) 43. Which of the following has a zero dipole moment? Choose the best answer. CI OH O CH, CH, (B) O H 1-1 C CI 44. Which of the following exhibits geometric isomerism? OH (C) (C) OH (D) 45. Which would be the most stable conformation of trans-1-ethyl-3-methylcylcohexane? (D) OH4. Assign R and S nomenclature to the chiral carbon atoms CI H. OCH3 а. с. b. HOH2C" `COOH CI
- a. Draw 2 structures (kekule or skeletal) for C6H₁00₂ that has only sp³ carbons b. Draw 2 structures (kekule or skeletal) for C6H₁00₂ that has only sp³ and sp² carbons c. Draw 2 structures (kekule or skeletal) for C6H₁00₂ that has only sp³ and sp carbonsWhich of the following molecules has a chiral (asymmetric) carbon atom? Br CH3 CH3 CH;CH2CHCH3 CH3-C ; CH3 C-CH,Br CH3CH2CH2CH2Br -Br CH3 CH3 A O a. D O b. C О с. В O d. AWhich of the following compounds has both geometrical (cis/trans) and optical isomers (mirror image to one and another)? O a. CH3CHCICH=CHCH3 CH2(OH)CH=CHCH3 C6H5CH=CHNH2 d. C2H5CH=CH2