CHM 2046C Module 16 Homework Packet Name: ______

Module 16 Jespersen Chapter 22: Organic Compounds…

Read Chapter 2 Section 2.7; Chapter 8 Section 8.9 in Jespersen 7th; the 22.1-22, 2-22.3-22.4 (Skip 22.5-22.7) Module 16 Organic Compounds ,…Jespersen Chapter 22 (Plus 2.7, 8.9) Possible Answers A. Alkane Series Section 2.7 pages 93-94 Section 22.2 page 1040 1 Answers B. Alkyl Radicals Section 22.2 page 1041-1042 1 Answers B1. Additional Alkyl/Aryl Radical (Bonus up to 1 point)

C1. Isomer Homework-Lab C7H16, C5H11Br, C4H8Br2, C6H12 * **

C. Isomer Problem C6H14, C4H9Br, C3H6Br2 C5H10 4 Answers D. Recognition of 1 o , 2 o , 3 o , 4 o carbons & 1 o , 2 o , 3 o hydrogen (Lecture) 1 Answers F. Functional Groups Section 22.2 Page 1038 1 Answers E. Nomenclature of Alkanes, alkenes and Cycloalkanes Section 22.2 page 1040 1 Answers E1. Nomenclature Oxygen/Nitrogen Derivatives 1 *Value 20 points ** Answers will be graded in Class/Lab after submission (2 Lab Grades) M-16 Homework Packet Total: 10

Module 16 Alkane Series 1 point

Name the first ten members of the alkane series and give its chemical, semi- structural, or structural formula: Name Chemical Formula 1.

10. Reading Reference: Jespersen 7th Section 22.1 and 22.2 See Table 22.2 Page 1040 Module 16 (Jespersen Chapter 22) Part B: Alkyl Radicals 1 point

Draw the structural or semi-structural formulas for all the alkyl radicals of the first four members of the alkane series, insert a X in place of the hydrogen which is removed to make the radical:

Methyl Ethyl

n-propyl isopropyl

n-butyl sec-butyl

Isobutyl t-butyl or tert-butyl

Reading Reference: Jespersen 7th Section 22.2 Pages 1041

Module 16 (Jespersen Chapter 22) Part B1: Additional Alkyl and Aryl Radicals 1 bonus point Draw the structural or semi-structural formulas for all the alkyl/aryl radicals of the following. Place a X in place of the hydrogen which is removed to make the radical: (Not in Textbook) n-pentyl (amyl) isopentyl or isoamyl

neopentyl sec-amyl or sec-pentyl

Allyl vinyl

Benzyl phenyl

o-tolyl m-tolyl p-tolyl CHM 2046C M-16 Pretest Homework Packet

Module 16 (former M-4III) Part C: Structural Isomer Number Problem: Alkanes, Alkyl halides, and Cycloalkanes 4 points (Similar Test Item)

Draw the structural or semi-structural formulas for all the isomers of the following chemical formulas, then give the IUPAC name for each: (do all eight for homework)

#1 C5H12 and C4H10 5 total isomers; or C6H14 5 isomers; Answers

#2 C4H9Br 4 isomers; Answers or C3H6Br2 4 isomers; Answers

#3 C5H10 5 isomers ( cycloalkanes only); or C5H10 5 isomers (alkenes only)

#4 C6H4Br2 3 aromatic isomers or C7H7Br2 6 aromatic dibromo toluenes

Test Item #1 C6H14 5 aliphatic alkane isomers

C5H12 and C4H10 5 total isomers between the two aliphatic alkanes Test Item #2 C4H9Br 4 isomers (alkyl halides)

C3H6Br2 4 isomers (alkyl dihalides)

Test Item #3 C4H8 5 total isomers (cycloalkanes plus alkenes) C5H10 5 total isomers (cycloalkanes only)

C5H10 5 total isomers (alkenes only)

Reading Reference: Jespersen 7th Sections 22.1 and 22.2 plus lecture End of Chapter Problems: #22.98-$22.90; #22.109-22.12 CHM 2046C Module 16 Homework Packet Take-Home Isomer Number Problem Homework/Lab

Module 16 (former M-4III) Part C: Structural Isomer Number Problems: Alkanes, Alkyl halides, Alkenes, and Cycloalkanes 20 total lab (=2 labs) points

To Be Handed In as a Post Lab Report.

Draw the structural or semi-structural formulas for all the isomers of the following chemical formulas listed below, then give the IUPAC name for each:

#1 C6H14 5 isomers; in lab - see Video

#2 C7H16 9 isomers (Makeup Homework: C8H18 at least 10 of18 isomers)

#3 C5H11Br 8 isomers; ( Makeup Homework: C6H13Br at least 10)

#4 C4H8Br2 9 isomers; (Makeup Homework C5H10Br2 at Least 10)

#5 C6H12 12 isomers (cycloalkanes only, do at least 10) (Makeup C7H14 at least 10 cycloalkanes);

#6 C6H12 13 isomers (alkenes only, do at least 10) (Makeup C7H14 at least 10 alkenes);

#7 C4H10O 7 isomers (alcohols & Ethers) for makeup #1 above

(Answer Links made available after Homework is submitted) CHM 2046C M-16 Pretest Homework Packet Module 16 Jespersen Chapter 22 Part D: 1 points Recognition of 1o, 2o, 3o, 4o carbons & 1o, 2o, 3o hydrogens 0o; 1o; 2o; 3o; 4o Carbon Atoms :Methyl/Primary Carbon Atoms Secondary Carbon Atom Tertiary Carbon Atoms Neo Carbon Atoms Classify the carbon or hydrogen atom in the below structure as 1o, 2o, 3o, 4o Or primary, secondary, tertiary, or neo carbon or hydrogen atoms: The numbers below on each image refer to the parent hydrocarbon of the chain:: Image#1 1. C1:_____ 2. C2: _____ 3. H2: _____ 4. C4: _____ 5. C5 :_____

Image #2 6. C6: _____ Image#2 7. C5: _____ 8. C3:_____ 9. C2:_____ 10. C1:_____

Image#3 11. C5:_____ Iamge#3 12. C4:_____ 13. H3_____ 14. C2:_____ 15.C1: _____

Image#4 Image#4 16. C5:_____ 17. H4:_____ 18. C3:_____ 19. C2:_____ 20. C1:_____ No Reading Reference: See Notes from Lecture/See Web Site Links 0o; 1o; 2o; 3o; 4o Carbon Atoms :Methyl/Primary Carbon Atoms Secondary Carbon Atom Tertiary Carbon Atoms Neo Carbon Atoms CHM 2046C Module 16 Pretest Homework Packet Module 16 Part E: Nomenclature of Alkanes and Cycloalkanes 5 points

Give the IUPAC Name for the following compounds:

1. ______

2. ______

3. ______

4. ______

5. ______

Reading Reference: Jespersen 7th Section 22.2 pages 1039-1042 Study Example 22.1 Page 1042;Work Practice Exercises 22.3-22.4 page 1043 End of Chapter Exercises: #22.10; #22.99-#22.100 Module 16 Part F: Functional Group Recognition 5 points Classify the following compounds according to their Functional Group: See Table 22.1 Page 1038 A. Alkane F. Aromatic Hydrocarbon K. Ketone P. Amide B. Alkene G. Alkyl/Aryl Halide L. Carboxylic Acid C. Alkyne H. Alcohol M. Ester D. Cycloalkane I. Ether N. Amine E. Cycloalkene J. Aldehyde O. Amino Acid 1. ___

2. ___

1. 2. 3. 4. 3. ___

4. ___

5. ___ 5. 6. 7.

6. ___

7. ___

8. ___ 8. 9.

9. ___

10. __

11. __ 10. 11.

12. __

13. __

14. __ 12. 13. 15. __

16. __

14. 15. 16. Reading Reference: 22.1 See Table 22.1 Page 1038 CHM 2046C Module 16 Pretest Homework Packet Module 16 Part E1: Nomenclature Organic Oxygen/Nitrogen Derivatives 5 points Sections 22.3 and 22.4Jespersen 7th

1. ______

2. ______

3. ______

4. ______

5. ______

6. ______

7. ______

Reading Reference: Jespersen 7th Sections 22.3 and 22.4 End of Chapter Review Questions #22.19-#22.38 page 1081 End of Chapter Review Problems: