1. Drill: Draw & Name Reactants & Products of: Oxidations of 1-butanol in 2 steps:

2. Drill: Draw & Name Reactants & Products of: Oxidation of 2-butanol:

3. Drill: Draw & Name 3 isomers containing carboxyl groups of: C 5 H 10 O 2

4. Drill: Draw & Name 4 isomers containing carboxyl groups of: C 6 H 12 O 2

5. Acid Derivatives

6. Acid Anhydrides

7. O O R 1 -C-O-C-R 2

8. Acid Anhydrides Formed through the dehydration synthesis of two carboxylic acids

9. Making Anhydrides O O R 1 -C-OH + HO-C-R 2

10. General Anhydride O O R 1 -C-O-C-R 2 + H 2 O

11. Determine All O CH 3 -C-OH + O HO-C-CH 3

12. O CH 3 -C-OH + HO-C-CH 3 O

13. Diacetic Anhydride O O CH 3 -C-O-C-CH 3 + H 2 O

14. H 2 C OH H 2 C OH OCCOOCCO Succinic Acid Heat

15. H 2 C O H H H 2 C O OCCOOCCO Succinic Acid Heat

16. H 2 C O + H 2 O H 2 C OCCOOCCO Succinic Anhydride

17. OH OCCOOCCO Phthalic Acid Heat

18. O O C C + H 2 O O Phthalic Anhydride

19. Drill: Draw the reactants, then predict, draw, & name the organic product in the dehydration of propanoic acid & butanoic acids.

20. Anhydride Hydrolysis The reverse of the anhydride formation reaction

21. Anhydride Hydrolysis The hydrolysis of an anhydride forms 2 acids

22. Anhydride Hydrolysis O O R 1 -C-O-C-R 2 + H 2 O

23. Anhydride Hydrolysis O O R 1 -C-O-C-R 2 + H-O H

24. Two Acids O O R 1 -C-OH + HO-C-R 2

25. Drill: Draw the reactants, then draw, & name the product of the dehydration synthesis of butanoic acid & propanoic acid.

26. Esters

27. O R 1 -C-O-R 2

28. Esterification The formation of esters

29. Ester Formation Dehydration synthesis of alcohols & acids

30. Esterification O R 1 -C-OH + HO-R 2 Acid

31. Ester O R 1 -C-O-R 2 + H 2 O

32. Name R & P CH 3 -C-OH + HO-CH 3 Acid O

33. Name R & P CH 3 -C-OH + HO-CH 3 Acid O

34. CH 3 -C + H 2 O O-CH 3 O

35. O OH + HO-CH 3 OH DHA Methanol Salicylic Acid Blah Blah Blah 15.5 days left

36. O OH + HO-CH 3 OH DHA Methanol Salicylic Acid

37. O O-CH 3 OH + H 2 O Methyl Salicate Oil of Wintergreen

38. Esterification O OH O OH + O Acetic Anhydride Salicylic Acid C-CH 3 O

39. Acetyl salicylic A O OH O O Acetic acid Aspirin C-CH 3 O HO +

40. Drill: Draw & name 5 esters that are isomers of C 6 H 12 O 2

41. Organic HW Draw & Name reactants & products in the dehydration synthesis between the following: Phenol & acetic acid Cyclohexanol & formic acid

42. Common Esters

43. Ethyl Formate O H-C-O-CH 2 -CH 3 Rum

44. Octyl acetate O H 3 C-C-O-(CH 2 ) 7 -CH 3 Oranges

45. Pentyl acetate O H 3 C-C-O-(CH 2 ) 4 -CH 3 Bananas

46. Ethyl butyrate O H 2 C-C-O-CH 2 -CH 3 CH 2 -CH 3 Pineapples

47. Pentyl butyrate O H 2 C-C-O-(CH 2 ) 4 -CH 3 CH 2 -CH 3 Apricots

48. Methyl butyrate O H 2 C-C-O-CH 3 CH 2 -CH 3 Apples

49. Predict Product O CH 3 -CH 2 -CH 2 -C-OH O + HO-C-CH 3 + Heat

50. Drill: Draw the reactants, then predict & draw the products of dehydration synthesis when phenol is added to formic acid.

51. Common Biological Ester O H 2 C-OH + HO-C-R 1 O HC-OH + HO-C-R 2 O H 2 C-OH + HO-C-R 3

52. Triglyceride O H 2 C-O-C-R 1 O HC-O-C-R 2 O + 3 H 2 O H 2 C-O-C-R 3

53. Common Biological Ester H 2 C-OH + HO-PO 3 -2 O HC-OH + HO-C-R 2 O H 2 C-OH + HO-C-R 3

54. Phosphoglyceride H 2 C-O-PO 3 -2 HC-O-C-R 2 + 3 H 2 O H 2 C-O-C-R 3 O O

55. Ester Hydrolysis Adding water to an ester in acid or base to break it down into an acid & an alcohol

56. Ester Hydrolysis O R 1 -C-O-R 2 base + H 2 O

57. Ester Hydrolysis O R 1 -C-O-R 2 O-H H

58. Acid & Alcohol O R 1 -C-OH + HO-R 2

59. Drill: Draw the reactants, then predict, draw, & name the products when acetic acid & phenol go through a dehydration synthesis reaction.

60. Polyester A polymer made up of monomers connected by ester bonds

61. Making Polyesters O O HO-C-R-C-OH + HO-R 2 -OH

62. Acyl Group O R-C-

63. Acyl Group O CH 3 -C- Acetyl Group

64. Thioesters O R 1 -C- S-R 2

65. Thioesters In thioesters, the single bonded oxygen is replaced with sulfur

66. Making Thioesters Dehydration synthesis of a thiol to an acid or an anhydride

67. Acid & Thiol O R 1 -C-OH + HS-R 2

68. Acid & Thiol O R 1 -C-OH + HS-R 2

69. Thioesters O R 1 -C- S-R 2 + H 2 O

70. Making a Common Thioester O CH 3 -C-OH + HS-CoA

71. Making a Common Thioester O CH 3 -C-OH + HS-CoA

72. Acyl Group O CH 3 -C-S-CoA Acetyl CoA

73. Schedule Tomorrow: Lab Next Day: Review Next Day: Test

74. Organic HW Draw reactants, then name & draw products of the hydrolysis of: Ethylpropanoate Phenylthiobutanoate Aceticformic anhydride

75. Phosphoric Acid O HO-P-OH OH

76. Phosphate O - O-P-O - O -

77. At pH 7 ish O O - O-P-OH & - O-P-O - OH OH

78. P A Anhydrides O + O HO-P-OH HO-P-OH OH OH Heat

79. P A Anhydrides O O + H 2 O HO-P-O-P-OH OH OH

80. Phospho Esters O HO-P-OH + HO-R OH Heat

81. Phosphoesters O HO-P-O-R OH + H 2 O

82. Phosphodiesters O HO-P-OH + HO-R OH + H-O-R

83. Phosphodiesters O HO-P-O-R O-R + 2 H 2 O

84. Phosphorylation Transfer of this phosphoryl group through phosphoester bonds

85. Inorganic Ester H 2 C-OH HO-NO 2 HC-OH + HO-NO 2 H 2 C-OH HO-NO 2

86. Nitroglycerin H 2 C-O-NO 2 HC-O-NO 2 + 3 H 2 O H 2 C-O-NO 2

87. Draw & Name 5 acid or acid derivative containing isomers of: C3H6O3C3H6O3

88. Drill: Draw the reactant, then predict, draw, & name the products for the hydrolysis of Propylthioacetate.

89. Carboxylic Acid Review for Tomorrow’s Test

90. Be familiar with the common acids for matching

91. Be familiar with how to oxidize alcohols

92. Strong oxidation of 1-decanol

93. Be familiar with DH Syn rxns making acid derivatives

94. Acetic acid + formic acid + DHA

95. Propanoic acid + methanol + DHA

96. Butanoic acid + ethanthiol + DHA

97. Be familiar with hydrolysis of acid derivatives

98. Hydrolysis of Cyclopentyl benzoate

99. Hydrolysis of Butanoic hexanoic anhydride

100. Hydrolysis of Phenyl thioacetate

101. Draw & Name 10 isomers of: C 5 H 10 O 2 Each isomer must have a carboxyl or derivative:

102. Name OH

103. Name OH