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Electrophilic substitution

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where the reactant is a nucleophile rather than an electrophile. The four possible electrophilic aliphatic substitution reaction mechanisms are
213: 105: 59: 72:, usually hydrogen, is replaced by an electrophile. The most important reactions of this type that take place are 244: 172:
and a positively charged organic residue. The carbanion then quickly recombines with the electrophile. The S
38:, which is typically, but not always, aromatic. Aromatic substitution reactions are characteristic of 89: 197: 77: 81: 8: 192: 73: 65: 47: 104:
compounds, an electrophile displaces a functional group. This reaction is similar to
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lectrophilic), which are also similar to the nucleophile counterparts
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compounds and are common ways of introducing functional groups into
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in which the old bond and the newly formed bond are both present.
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compounds can undergo electrophilic substitution as well.
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1 course of action the substrate first ionizes into a
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Electrophilic aliphatic substitution reactions are:
92:. It further consists of alkylation and acylation. 236: 237: 225: 214:Carbonyl alpha-substitution reactions 96:Electrophilic aliphatic substitution 20:Electrophilic substitution reactions 106:nucleophilic aliphatic substitution 60:Electrophilic aromatic substitution 54:Electrophilic aromatic substitution 13: 176:2 reaction mechanism has a single 14: 256: 100:In electrophilic substitution in 64:In electrophilic substitution in 1: 219: 203:Aliphatic diazonium coupling 7: 10: 261: 228:Advanced Organic Chemistry 68:, an atom appended to the 57: 210:insertion into C-H bonds 90:Friedel-Crafts reactions 245:Substitution reactions 230:(5th ed.). Wiley. 226:March, Jerry (1985). 198:Keto-enol tautomerism 78:aromatic halogenation 82:aromatic sulfonation 193:Ketone halogenation 74:aromatic nitration 66:aromatic compounds 24:chemical reactions 16:Chemical reaction 252: 231: 178:transition state 32:functional group 260: 259: 255: 254: 253: 251: 250: 249: 235: 234: 222: 175: 167: 161: 153: 137: 129: 121: 113: 98: 88:and alkylating 62: 56: 17: 12: 11: 5: 258: 248: 247: 233: 232: 221: 218: 217: 216: 211: 205: 200: 195: 190: 173: 165: 159: 151: 135: 127: 119: 111: 97: 94: 58:Main article: 55: 52: 15: 9: 6: 4: 3: 2: 257: 246: 243: 242: 240: 229: 224: 223: 215: 212: 209: 206: 204: 201: 199: 196: 194: 191: 189: 186: 185: 184: 181: 179: 171: 163: 155: 147: 143: 139: 131: 123: 115: 107: 103: 93: 91: 87: 83: 79: 75: 71: 70:aromatic ring 67: 61: 51: 49: 45: 41: 37: 33: 29: 25: 21: 227: 182: 145: 144:ubstitution 141: 133: 125: 117: 109: 99: 63: 46:rings. Some 30:displaces a 28:electrophile 26:in which an 19: 18: 188:Nitrosation 132:(back) and 220:References 164:. In the S 170:carbanion 124:(front), 102:aliphatic 86:acylation 48:aliphatic 239:Category 40:aromatic 36:compound 208:Carbene 44:benzene 34:in a 156:and 84:and 22:are 241:: 116:, 80:, 76:, 174:E 166:E 162:2 160:N 158:S 154:1 152:N 150:S 146:E 142:S 140:( 138:i 136:E 134:S 130:2 128:E 126:S 122:2 120:E 118:S 114:1 112:E 110:S

Index

chemical reactions
electrophile
functional group
compound
aromatic
benzene
aliphatic
Electrophilic aromatic substitution
aromatic compounds
aromatic ring
aromatic nitration
aromatic halogenation
aromatic sulfonation
acylation
Friedel-Crafts reactions
aliphatic
nucleophilic aliphatic substitution
SN1
SN2
carbanion
transition state
Nitrosation
Ketone halogenation
Keto-enol tautomerism
Aliphatic diazonium coupling
Carbene
Carbonyl alpha-substitution reactions
Category
Substitution reactions

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