Cover image for Fluorine Chemistry for Organic Chemists : Problems and Solutions.
Fluorine Chemistry for Organic Chemists : Problems and Solutions.
Title:
Fluorine Chemistry for Organic Chemists : Problems and Solutions.
Author:
Hudlic'ky, Milos.
ISBN:
9780198030140
Personal Author:
Physical Description:
1 online resource (145 pages)
Contents:
Contents -- Part I. Problems -- 1 Warmup for Inorganic Chemists -- 1. Safety of Hydrogen Fluoride Cylinders -- 2. Bond Dissociation Energy of the Molecule of Fluorine -- 2 Introduction of Fluorine -- 3. Addition of Fluorine to Diphenylethylenes -- 4. Rearrangement in the Replacement of Hydroxyl by Fluorine in Saccharides -- 5. Reaction of β-Dicarbonyl Compounds with Diethylaminosulfur Trifluoride -- 3 Reductions -- 6. Reduction of Unsaturated Fluorinated Compounds -- 7. Reduction of 3-Chlorotetrafluoropyridine -- 8. Reaction of Isopropyl Alcohol with 2-Fluorocyclohexanone -- 4 Oxidations -- 9. Oxidation of Chlorotrifluoroethylene with Oxygen -- 10. Reaction of Perfluoro-o-phenylenediamine with Lead Tetraacetate -- 11. Reaction of Fluorinated Aromatic Diamines with Nitrous Acid -- 5 Preparation of Halogen Derivatives -- 12. Addition of Iodine Fluoride to Chlorotrifluoroethylene -- 13. Addition of Hydrogen Bromide to Chlorotrifluoroethylene -- 14. Addition of Hydrogen Chloride to 3,3,3-Trifluoropropene -- 15. Addition of Hydrogen Halides to Perfluoropropene -- 16. Reaction of Perfluoroalkenes with Metal Fluorides -- 17. Chlorination of o-Fluorotoluene -- 18. Chlorination of 3,4-Difluoronitrobenzene -- 19. Reaction of Fluoropentanitrobenzene with Hydrogen Chloride -- 20. Reaction of 1,1-Difluoroethylene with Trifluoroacetyl Hypochlorite -- 21. Reaction of Pentafluorophenol with tert-Butyl Hypobromite -- 22. Reaction of Perfluorocycloalkenes with Aluminum Halides -- 23. Reaction of Perfluoro-2-butyltetrahydrofuran with Aluminum Chloride -- 24. Reaction of Perfluorotetrahydropyran with Aluminum Chloride -- 6 Nitration -- 25. Nitration of o-Fluorotoluene -- 7 Reactions of Sulfur Trioxide -- 26. Reaction of Sulfur Trioxide with Enol Ethers -- 27. Reaction of Sulfur Trioxide with Perfluoro-tert-butylacetylene.

28. Reaction of Sulfur Trioxide with Perfluoroisobutylene -- 29. Reaction of Sulfur Trioxide with Perfluoropropylene Oxide -- 30. Reaction of Sulfur Trioxide with Perfluorotoluene -- 8 Acid-Catalyzed Additions and Substitutions -- 31. Reaction of Benzene with 1-Chloro-2-fluoropropane -- 32. Reaction of Benzene with 2-Chloro-1,1,1-trifluoropropane -- 33. Reaction of Benzene with 3,3,3-Trifluoropropene -- 34. Reaction of 1-Phenylperfluoropropene with Aluminum Chloride -- 9 Hydrolyses -- 35. Hydrolysis of Benzyl Halides -- 36. Hydrolysis of ω-Fluorocarboxylic Acids and Their Nitriles -- 37. Hydrolysis of Perfluorocycloalkenes -- 38. Reaction of 3,5-Dichlorotrifluoropyridine with Potassium Hydroxide -- 39. Reaction of 2,5-bis(Trifluoromethyl)aniline with Sodium Hydroxide -- 40. Reaction of Heptafluorobutyraldehyde Hydrate with Potassium Hydroxide -- 41. Reaction of Pentafluoroethyl Iodide with Potassium Hydroxide and Water -- 42. Hydrolysis of Unsaturated Fluorinated Compounds -- 43. Hydrolysis of Geminal Difluorides -- 44. Hydrolysis of Difluoromethylene Group in Enol Ethers -- 45. Reaction of Alkalis with Fluorinated Cyclopropanes -- 46. Product of Treatment of p-Trifluoromethylphenol with Potassium Hydroxide -- 10 Alkylations -- 47. Reaction of 1-Chloro-3,3,4,4-tetrafluorocyclobutene with Potassium Hydroxide and Ethanol -- 48. Reaction of 1-Bromo-2-chlorotetrafluorocyclobutene with Potassium Hydroxide -- 49. Reaction between 1-Chloro-2-fluoroethane and Ethyl Acetoacetate -- 50. Reaction of Pentafluorophenol with Chlorodifluoromethane and Sodium Hydroxide -- 51. Reaction of 1,4-Dibromohexafluoro-2-butene with Sodium Ethoxide -- 52. Reaction of Perfluoro-3,4-dimethyl-3-hexene with Methanol -- 53. Reaction of Chlorotrifluoroethylene with Sodium Ethoxide -- 54. Reaction of Perfluoro-γ-butyrolactone with Perfluoropropylene Oxide.

55. Reaction of Alkali Thiophenoxides with Polyfluorohalomethanes -- 56. Reaction of Perfluorodecalin with Sodium Thiophenoxide -- 57. Reaction of Perfluorocyclobutene with Hydrazine -- 58. Reaction of 1,2,3,5-tetrakis(Trifluoromethyl)benzene with Ammonia -- 59. Reaction of Perfluoroisobutylene with Dimethyl Malonate -- 60. Reaction of Perfluorobenzotrichloride and Chlorodifluoromethane -- 61. Reaction of Enamines with Trifluoromethanesulfenyl Chloride -- 62. Reaction of 1,1-Dichlorodifluoroethylene with Methanol -- 63. Reaction of Chlorotrifluoroethylene with Aniline -- 64. Reaction of Chlorotrifluoroethylene with Dimethylamine -- 65. Reaction of Alcohols with Perfluoroalkenes -- 66. Reaction of Fluoroalkenes with Azides -- 11 Arylations -- 67. Reaction of 1,2-Difluorotetrachlorobenzene with Sodium Methoxide -- 68. Reaction of 2,4-Dinitrohalobenzenes with Sodium Methoxide -- 69. Reaction of Fluoropentachlorobenzene with Potassium p-Methoxyphenoxide -- 70. Reaction of Perfluoronaphthalene with Sodium Alkoxides or Aryloxides -- 71. Reaction of Perfluoropyridine with Methanol -- 72. Arylation at Sulfur -- 12 Acylations -- 73. Acylations with Mixed Anhydrides of Trifluoroacetic Acid -- 13 Aldol-Type Condensations -- 74. Reaction of 1,1,1-Trifluoroacetone, Formaldehyde, and Piperidine -- 75. Reaction of α,α,α -Trifluoroacetophenone with Tributylphosphine -- 76. Reaction of Dibromodifluoromethane and tris(Dimethylamino)phosphine with Fluorinated Ketones -- 77. Reactions of Phosphorus Ylides with Fluorinated Nitriles -- 78. Reaction of tris(Trifluoromethyl)methane with Acrylonitrile -- 14 Organometallic Syntheses -- 79. Reaction of Ethyl Chlorofluoroacetate with Grignard Reagents -- 80. Reaction of 3-Chloropentafluoropropene with Phenylmagnesium Bromide -- 81. Reaction of 1,2-Dichlorohexafluorocyclopentene with Ethylmagnesium Bromide.

82. Reaction of 1,2-Dichloro-1-fluoroethylene with Butyllithium and Acetone -- 83. Reaction of Trifluoroethylene with Butyllithium and Acetone -- 84. Reaction of 1-Chloro-1,2-difluoroethylene with Butyllithium and Carbon Dioxide -- 85. Reaction of Aldehydes with 1,1,1 -Trichlorotrifluoroethane and Zinc in the Presence of Acetic Anhydride -- 86. Reaction of Aldehydes with 1,1,1-Trichlotrifluororoethane and Zinc in the Presence of Aluminum Chloride -- 87. Reaction of Dibromodifluoromethane and 4-Chloro-3-nitrobenzotrifluoride with Copper -- 15 Additions -- 88. Reaction of 2-Aminoethanol with Ethyl 4,4,4-Trifluoro-3-trifluoromethyl-2-butenoate -- 89. Reaction of 1,1-Dichlorodifluoroethylene with 1,3-Butadiene -- 90. Reaction of 1,2-Dichlorodifluoroethylene with Perfluoropropylene Oxide -- 91. Reaction between Perfluorovinylsulfur Pentafluoride and 1,3-Butadiene -- 92. Reaction between Trifluoroethylene and 1,3-Butadiene -- 93. Reaction between Hexafluoroacetone Azine and Acetylene -- 94. Reaction of tris(tert-Butyl)azete and Trifluoroacetonitrile -- 95. Dimerization of Perfluoro-1,3-butadiene -- 16 Eliminations -- 96. Reaction of Alkalis with Fluorinated Cyclopropanes -- 97. Reaction of Diethy1 threo-2-Bromo-3-fluorosuccinate with Potassium Acetate -- 98. Reaction of 1-Bromo-2-fluorocyclohexanes with Bases -- 17 Rearrangements -- 99. Reaction of Fluorohaloethanes with Aluminum Chloride -- 100. Treatment of 3-Chloropentafluoropropene with Antimony Halides -- 101. Reaction of Trifluoronitrosomethane with Ammonia -- 102. The Hofmann Degradation of Perfluorobutyramide -- 103. Irradiation of hexakis(Trifluoromethyl)benzene -- 104. Reaction of 2-Bromoperfluoronaphthalene with Antimony Pentafluoride -- 105. Claisen Rearrangement of Fluoroaromatic Acetylenic Ethers -- Part II. Solutions -- REFERENCES -- AUTHOR INDEX -- A -- B -- C -- D -- E -- F -- G -- H -- I.

J -- K -- L -- M -- N -- O -- P -- R -- S -- T -- V -- W -- Y -- Z -- SUBJECT INDEX -- A -- B -- C -- D -- E -- F -- G -- H -- I -- L -- M -- N -- O -- P -- R -- S -- T -- U -- V -- W -- Y.
Abstract:
This book contains 105 examples of the unpredictable properties of fluorine and its compounds. The reactions are given as problems in the first part of the book. In the second, solutions are offered and mechanisms of the reactions are discussed.
Local Note:
Electronic reproduction. Ann Arbor, Michigan : ProQuest Ebook Central, 2017. Available via World Wide Web. Access may be limited to ProQuest Ebook Central affiliated libraries.
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