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  • Sousa IYEH

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    Ibin Gooding Cloudy
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    1. The document outlines various chemical reaction schemes involving aromatic compounds such as benzene and its derivatives. 2. Common reactions shown include Friedel-Crafts alkylations and acylations, electrophilic aromatic substitutions, Claisen rearrangements, and photochemical and thermal rearrangements. 3. The schemes demonstrate how different functional groups can be introduced to aromatic systems and how aromatic compounds are synthesized from other precursors.

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    1. The document outlines various chemical reaction schemes involving aromatic compounds such as benzene and its derivatives. 2. Common reactions shown include Friedel-Crafts alkylations and acylations, electrophilic aromatic substitutions, Claisen rearrangements, and photochemical and thermal rearrangements. 3. The schemes demonstrate how different functional groups can be introduced to aromatic systems and how aromatic compounds are synthesized from other precursors.

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    © All Rights Reserved
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    9 views23 pages

    Sousa IYEH

    Uploaded by

    Ibin Gooding Cloudy
    1. The document outlines various chemical reaction schemes involving aromatic compounds such as benzene and its derivatives. 2. Common reactions shown include Friedel-Crafts alkylations and acylations, electrophilic aromatic substitutions, Claisen rearrangements, and photochemical and thermal rearrangements. 3. The schemes demonstrate how different functional groups can be introduced to aromatic systems and how aromatic compounds are synthesized from other precursors.

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    of 23

    1

    4
    2

    Friedel-Craft
    Ullmann
    W = COCl X = OH Friedel-Craft
    COOH OMe W = COOH X = F, Cl, Br, I
    CN H COOMe
    Friedel-Craft
    a) c)
    Friedel-Craft

    Photo Fries Smiles


    Rearrangement Rearrangement

    f) g)

    BENZOPHENONE DIARYL ESTER DIARYL ETHER

    b) e) Pyrolysis d)
    i)

    Claisen
    cyclization

    k)

    XANTHONE POLY-β-KETIDE
    KETIMINE
    DIARYL ESTER
    j)

    l) Muller h) Tanase
    method method

    THIOXANTHONEDIOXIDE

    XANTHENE

    BENZOQUINOE
    14

    5 7
    6

    11 12

    10

    13
    Scheme 4.

    a)

    15 16

    b)

    17 18

    19

    20

    c)

    21 16
    Scheme 5.

    22
    Scheme 6.

    24

    25
    Fig. (3).

    23

    Scheme 7.

    27 28

    26

    Fig. (4).

    29 30 31 32
    Scheme 8.

    33 34
    35

    36

    Scheme 9.

    37

    40

    38

    39
    Scheme 10.

    42

    41

    42
    43
    43

    Scheme 11.

    44

    42

    45

    Scheme 12.

    46 47
    Scheme 13.
    a)

    48
    49 50

    b)

    48 51

    52

    53

    Scheme 14.

    55 56
    54

    57 58

    59
    Tol = p-tolyl
    Scheme 15.

    60 62
    61

    Scheme 16.

    Scheme 17.

    63 64

    65 66
    Scheme 18.

    67 68 (14%) 69 (21%)

    Scheme 19.

    70 71

    72

    Scheme 20.

    73 75

    74 76
    Scheme 21.

    77 79
    78

    80

    Scheme 22.

    81 82

    83 84
    Scheme 23.

    a)

    85

    86

    b)

    87
    88

    Scheme 24.
    a)

    90 91
    89

    b)

    92 93
    Scheme 25.

    94

    95

    96

    Scheme 26.

    97

    98

    99

    100
    Fig. (6).

    101

    Scheme 27.

    102

    Scheme 28.

    103 105

    104 106
    Fig. (7).

    107

    Scheme 29.

    114

    116
    115

    Fig. (8).

    108 109
    110

    111

    Fig. (9).

    112 113

    Fig. (10).

    117

    118
    Table 2.

    119 120
    13
    120
    120
    120
    120

    122 123
    121

    124
    125 126

    129
    127 128
    133
    130 131 132

    134 136
    135

    139
    137 138

    140
    143

    141 142
    144 145 146

    Scheme 30.

    147 148

    149 150

    151 152

    Scheme 31.

    155
    154

    156

    CpFe+ = η5-cyclopentadienyliron hexafluorophosphate


    Fig. (12).

    153

    Scheme 32.

    157 159
    158

    Scheme 33.

    160 161 162

    Scheme 34.

    42
    163 164 165
    2 2 2
    Scheme 35.

    166
    167
    2
    2

    42

    168
    2
    Fig. (13).

    169
    2

    Fig. (14).

    170 171 172


    2 2 2
    Scheme 36.

    42 173 174
    2 2

    175 176
    2 2

    Fig. (15).

    177 178 179 180


    2 2 2 2

    Scheme 37.

    181 182 183 177


    2 2 2 2

    Scheme 38.

    184 185 178


    2 2 2
    Scheme 39.

    179

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