Acetylation structure

In benzoyl iodide the situation is even more complex. In addition to the two opposing resonance effects manifested in CHgCOI, we may expect to find here also a weakening of the bond due to resonance with a ]3 unsaturation. If the effects corresponding to the acetyl-structure and to j8 conjugation were additive, the bond energy should fall somewhat short of that observed in benzyl iodide our results indicate that, in fact, it about coincides with the latter. 

N-Methyl-2-acetamidothiazole is representative of the 2-aminothiazole structure, absorbing at 1542 and 1648 cm its isomeric imino counterpart, 2-acetylimino-3-methyl-4-thiazoline (16), has only one band at 1588 cm . As all acetylated 2-aminothiazoles absorb at 1535 and 1650 cm their amino structure is clearly established (105. 121). 

Acetamidothiazole and its 4-alkyl derivatives react with chloro-sulfonic acid. The structure of the resulting products was a subject of controversy (172. 393-397). N-acetyl-A -(2-thiazolyl)-sulfamoyl chlorides (189) first proposed were then shown to be 2-acetamido-5-chloro-sulfonylthiazoles (190) (Scheme 120) (367. 368. 398). the latter assignment is based on infrared (368) and chemical evidence (367). 

The principal reactions of this class of compounds are summarized in Scheme 172. In most of these reactions the reactive nucleophilic center is the terminal NHj group, although the other exocyclic nitrogen may also be involved, as shown by acetylation, which yields 284 and 285. However, the structure of compound 281 is not the one proposed in a recent report (1582) that attributes the attack to the other exocyclic nitrogen. The formation of osazones (287) from sugars, 2-hydrazinothiazoles, and hydrazine has been reported (525, 531). 

Fnedel-Crafts acylation of the individual isomers of xylene with acetyl chlonde and alu minum chloride yields a single product different for each xylene isomer in high yield in each case Write the structures of the products of acetylation of o m and p xylene... 

Figure 20 1 shows the structures of various derivatives of acetic acid (acetyl chlo ride acetic anhydride ethyl thioacetate ethyl acetate and acetamide) arranged m order... 

Another structural variation is the replacement of a hydroxyl group m a carbohydrate by an ammo group to give an ammo sugar The most abundant ammo sugar is one of the oldest and most abundant organic compounds on earth N Acetyl d glucosamine is the... 

We can descnbe the major elements of fatty acid biosynthesis by considering the for mation of butanoic acid from two molecules of acetyl coenzyme A The machinery responsible for accomplishing this conversion is a complex of enzymes known as fatty acid synthetase Certain portions of this complex referred to as acyl carrier protein (ACP), bear a side chain that is structurally similar to coenzyme A An important early step m fatty acid biosynthesis is the transfer of the acetyl group from a molecule of acetyl coenzyme A to the sulfhydryl group of acyl carrier protein... 

Chemists and biochemists And it convenient to divide the principal organic substances present m cells into four mam groups carbohydrates proteins nucleic acids and lipids Structural differences separate carbo hydrates from proteins and both of these are structurally distinct from nucleic acids Lipids on the other hand are characterized by a physical property their solubility m nonpolar solvents rather than by their structure In this chapter we have examined lipid molecules that share a common biosynthetic origin m that all their carbons are derived from acetic acid (acetate) The form m which acetate occurs m many of these processes is a thioester called acetyl coenzyme A... 

Fig. 9. Partial structural formulas and shorthand notations for principal hemiceUuloses found in wood, where the sugar units ate noted as P-D-xylopyranose (Xylp), 4-Omethyl-a-D-glucopyranosyluronic acid (GlupU), a-L-arabinofuranose (Araf), P-D-glucopyranose (Glup), P-D-mannopyranose (Manp), and P-D-galactopyranose (Galp) for (a) arabino-4-O-methylglucuronoxylan from softwood, (b) 0-acetyl-galactoglucomannan from softwood, and...

The fact that the isomeric structure of azolides is thermodynamically controlled has been used by Olofson and Kendall to prepare 1-alkylazoles regioselectively (70JOC2246). An asymmetric pyrazole yields two alkylated derivatives (Scheme 21 see Section 4.04.2.1.3 (viii)), but the alkylation with a powerful alkylating agent of the acetylated derivative leads to the less abundant isomer via the salt (249), which is too unstable to be isolated. 

The acetyl transfer reactions of acetylated pyrazolones (acylotropy) have been carefully studied by Arakawa and Miyasaka (74CPB207,74CPB214) (Section 4.04.2.1.3(x)). Methylation of 3-methyl-l-phenyl-4-phenylazo-5-pyrazolone (402) yields, depending on the experimental conditions, the N- and the O-methylated derivatives (483) and (484) (66BSF2990). These derivatives have been used as model compounds in a study of the tautomerism of (402) (structure 139 Section 4.04.1.5.2). 

Isothiazolidinones have been desulfurized by Raney nickel (74JOC1210). The 2,1-benzisothiazoline 2,2-dioxide (158) undergoes photocycloaddition with dimethyl acetyl-enedicarboxylate and loss of sulfur dioxide to give a compound of probable structure (168) (80CC471). 

Isoxanthopterin-6-carboxylic acid chlorination, 3, 296 synthesis, 3, 304 Isoxanthopterins catabolism, 3, 322 chlorination, 3, 296 degradation, 3, 308 occurence, 3, 323 oxidation, 3, 287 8-riboside synthesis, 3, 319 silylation, 3, 297 structure, 3, 264, 273 synthesis, 3, 298 Isoxazole, 3-acetohydroximoyl-synthesis, 6, 409 Isoxazole, 5-acetyl-3-chloro-oxidation, 6, 53... 

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