4-butanoyl-2-phenyl

Acetyl-phenyl- 635 4-Amino-3,5-dimethyl-phenyl- 102 2-Amino-4-hydroxy-phenyl- 692 4-Amino-phenyl- 685 4-Benzylamino-phenyl- 102 2,4-Dinitro-phenyl- 692 4-(2-Hydroxy-benzylamino)-phenyl- 102 2-(2-Methyl-butanoyl)-phenyl- 635 4-Methoxy-2,6-dimethyl-phenyl-102 (Nitro-phenyl)- 635 2-Nitro-phenyl- 680, 692 4-Nitro-phenyl- 685... 

Lindemann, U., Reck, G., Wulff-Molder, D., and Wessig, P. (1998) Photo-cyclization of 4-oxo-4-phenyl-butanoyl amines to 8-lactams. Tetrahedron,... 

Brommethyl-(4-methyl-phenyl)- Ell, 805/818 (H -+ Br) (4-Brom-phenyl)-ethyl- XIII/4, 248 Thiophen 5-Brom-2-butanoyl-VII/2a, 327... 

Butanoyl-2-nitro- VII/2a, 58 Propan 1 -(4-Methoxy-phenyl)-2-nitro-1-oxo- El6d, 170 [En + R2C(N02)2]... 

Acetyl-l-phenyl-l-propyl- X/2, 403 2-Benzyl-l-butanoyl- IV/ld, 261 2-Oxa-l-aza-bicycIo[3.3.0 octan ... 

Hydroxy-3-methyl-4-(3-oxo-butanoyl)- 552 5-Hydroxy-3-mcthyl-4-(3-oxo-3-phenyl-propyl)- 666... 

Acelyl-butanoyl- 1103 Acetyl-(4-ch1or-butanoyl - 1103 Acetyl-(4-clilor-pentanoyl)- 1103 Acetyl-pentanoyl- 1103 (2-Acetyl-phenyl)-acctyl- 1301 (4-Acetyl-phenyl)-acetyl- 993 Acetyl-(4-phenyl-bulanoyl)- 1103 Athoxycarbonyl- 1272, 1280 (2-Athyl-hexanoyl - 1001 Athyl-(4-hydroxy-phcnyl -bcnzoyl- 646 Athyliden-(2.4.6-triathyl-phenyl)- -oxid 1.735 Athyliden-(2.4,6-triisopropyl-phenyl)- -oxid 1335,1336 Athyliden-(2.4.6-trimethyl-phenyl)- -oxid 1335 Athyl-phenyl- 1155... 

Another type of Friedel-Crafts reaction also involves a carbocation, but not the simple alkyl carbocations discussed in the previous section. When benzene reacts with butanoyl chloride (49) in the presence of AICI3, the isolated product is a ketone butyrophenone (1-phenyl-l-butanone, 50) in 51% yield. It is known that benzene does not react with 49 without the presence of aluminum chloride. Clearly, the acyl unit has reacted with benzene to form the new carbon-carbon bond, with loss of the chlorine atom of 49, but there must be a prior reaction between AICI3 and the acid chloride. This is an aromatic substitution and, based on knowledge of benzene, there must be an arenium ion intermediate. To form an arenium ion, benzene must react with a cationic species, which must arise from 49. What is the nature of this cationic intermediate ... 

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