Problems (Answers)

1. STRUCTURAL FORMULA
5. (Z)-3-chIoro-4-methyl-3-hexene
1. 3,6-dimethyl-l-octene

6. (E)-l-deuterio-
2. 3-chloropropene 2-chloropropene

3. 2,4,4-trimethyl-2-pentene 7. (R)-3-bromo- 1-butene

4. trans-3,4-dimethyl-3-hexene 8. (S)-trans-4-methyl-2-hexene
2. DRAW OUT THE STRUCTURAL FORMULA AND GIVE THE IUPAC NAME

a. 2-methylprop-1-ene

e. 2,4- dimethylpentane

b. 2-pentene
f. isobutene, 2-methylpropene

c. 3, 3-dimethyl-1-butene

d. (E)-2,5-
Dimethylhex-3-ene
3. INDICATE WHICH OF THE FOLLOWING COMPOUNDS SHOW GEOMETRIC (CIS-TRANS) ISOMERISM.

6. 1-pentene (CH3CH=CHCH=CHCH3) – E isomerism

1. 1-butene – Z isomerism

2. 2-butene – E isomerism

7. 2-pentene – E isomerism

3. 1,1-dichloroethene – Z isomerism

8. 1-chloropropene – E isomerism

4. 1,2-dichloroethene – E isomerism

9. l-chloro-2-methyl-2-butene – E isomerism

5. 2-methyl-2-butene – Z isomerism
10. 3-methyl-4-ethyl-3-hexene - Z isomerism

11. 2,4-hexadiene – E isomerism

 4. 13 ISOMERIC HEXYLENES

a. DRAW THE STRUCTURE AND GIVE THE IUPAC NAME

1. 1-Methylcyclopentane

5. 1,3-Dimethylcyclobutane

6. 1-Propylcyclopropane
2. 1-Ethylcyclobutane

7. 1-(1-methylethyl)cyclopropane
3. 1,1-Dimethylbutane

8. 1-Ethyl-1-methylcyclopropane
4. 1,2-Dimethylcyclobutane
9. 1-Ehtyl-3-methylcyclopropane

10. 1,1-Dimthyl-2-methylcyclopropane

11. 1,2,3-Trimethylcyclopropane

12. 3-methyl-2-butanol
 13. 4-methylpent-1-ene

b. geometric isomerism

1. E – isomer 8. Z – isomer
2. E- isomer 9. E – isomer
3. E- isomer 10. E – isomer
4. Z – isomer 11. E – isomer
5. Z – isomer 12. Z – isomer
6. E – isomer 13. E – isomer
7. Z – isomer

c. The 3-methyl-2-butanol is the only CHIRAL among the 13 isomeric hexylenes.

5. CIS-3-HEXENE & TRANS-3-HEXENE

CIS-3-HEXENE TRANS-3-HEXENE
Boiling Point
Melting Point
Adsorption On Alumina
Infrared Spectrum
Dipole Moment
Refractive Index
Rate Of Hydrogenation
Product Of Hydrogenation
Solubility In Ethyl Alcohol
Density
Retention Time In Gas
Chromatography