Hydroxyl group carboxylic acids

A carboxyl group can be introduced in almost any compound by various methods. In cases where a free thiol is present, the carboxyl group can be introduced easily by reaction with bromo- or iodoacetic acid. This reaction is very mild and is usually performed at pH around 8-9. When the hapten contains a hydroxyl group, carboxylic acid may be introduced by one of the following methods (a) carboxymethylation of the hydroxyl group with bromo- or iodoacetic acid (b) esterification with dicarboxylic acid anhydrides, such as succinic anhydride, to yield hemi-succinates, which are unstable above pH 9 (c) reaction with phosgene, which results in the formation of chlorocarbonates. ... 

Activated carbon, in keeping with the enhanced complexity of carbon-based chemistry, possesses an extensive array of surface moieties, including hydroxyl groups, carboxylic acid groups, aldehyde groups, keto groups, cyclic ethers, and lactone groups. 

Interest in free-radical catalysts containing organic functionality, such as hydroxyl groups, carboxylic acid groups, and amide groups is increasing. For example, butadiene has been polymerized in the... 

Carboxylic acids, esters, and amides A carboxylic acid is an organic compound that has a carboxyl group. A carboxyl group (-COOH) consists of a carbonyl group bonded to a hydroxyl group. Carboxylic acids are polar, reactive, and acidic. They are named by changing the -ane suffix of the parent alkane to -anoic acid. 

Carboxylic acids The carboxyl group is a combination of the carbonyl and hydroxyl groups. Carboxylic acids have the general formula RCOOH and can be prepared by the oxidation of aldehydes. An acetyl group results when the —OH of a carboxyl group is replaced by a methyl group. 

In mimicking this type of function, noncyclic artificial carboxylic ionophores having two terminal groups of hydroxyl and carboxylic acid moieties were synthesized and the selective transport of alkali metal cations were examined by Yamazaki et al. 9 10). Noncyclic polyethers take on a pseudo-cyclic structure when coordinating cations and so it is possible to achieve the desired selectivity for specific cations by adjusting the length of the polyether chain 2). However, they were not able to observe any relationship between the selectivity and the structure of the host molecules in an active transport system using ionophores 1-3 10). (Table 1)... 

The presence of a large number of chain-ends in the fully synthesized dendrimer molecules makes them highly soluble and also readily miscible, for example with other dendrimer solutions. The solubility is controlled by the nature of the end-groups, so that dendrimers with hydrophilic groups, such as hydroxyl or carboxylic acid, at the ends of the branches are soluble in polar solvents, whereas dendrimers with hydrophobic end-groups are soluble in non-polar solvents. The density of the end-groups at the surface of the dendrimer molecule means that they have proportionately more influence on the solubility than in linear polymers. Hence a dendritic polyester has been shown to be more soluble in tetrahydrofuran than an equivalent linear polyester. 

To prepare glucuronide conjugates of products formed from initial oxidation (to yield a hydroxyl or carboxylic acid group), the oxidative metabolite should be prepared first and used as a substrate in the incubation. Alternatively, an incubation with parent drug, NADPH and UDPGA may produce the desired glucuronide. 

Figure 14.1 Reaction of pyromellitic dianhydride (PMDA) chain extender with PET end groups (hydroxyl and carboxylic acid groups) to give chain extension and branching of PET...

SYNTHESIS and CHARACTERIZATION of O-ALKYLATED EXTRACTS. Alkylation occurs when tetrabutylanunonium hydroxide is used to promote the reaction of the alkyl iodide with the coal in tetrahydrofuran.(14) The alkylation reaction occurs primarily on acidic oxygen functionalities such as phenolic hydroxyl and carboxylic acid groups, as shown below. 

The compounds with a hydroxyl or carboxylic acid groups are easily conjugated with glucuronic acid which is derived from glucose. 

Figures, (a) Structure of oligomeric and poly(3-hydroxybutanoic acid), (b) Crystallite formation of oligo(3-HB) for the case n = 32 in planar phospholipid. The end group represents hydroxyl and carboxylic acid functionalities. ...

Because salicylic acid contains the deactivating meta-directing carboxyl group, Friedel-Crafts reactions are generally inhibited. This effect is somewhat offset by the presence of the activating hydroxyl group. Salicylic acid reacts with isobutyl or /-butyl alcohol in 80 wt % sulfuric acid at 75°C to yield 5-/-butylsalicylic acid [16094-31-8], In the case of isobutyl alcohol, the intermediate carbonium ion rearranges to (CH3)3C+. 

Lactones are made from the Fischer esterification, where the hydroxyl and carboxylic acid groups are present in the same molecule. 

Reactions. Because it contains both a carboxyl and a primary hydroxyl group, glycolic- acid can react as an acid or an alcohol or both. Thus some of the important reactions it can undergo are esterification, umidation. salt formation, and complexation with metal ions, which lead to many of its uses. As a fairly strong acid it can liberate gases (often toxici when il reacts wilh Ihe corresponding salts. 

Of particular importance in describing the difference between these two families of resins are the locations of die reactive unsaturation. In the polyester resin, these groups are located along the backbone of die polymer with terminal hydroxyl or carboxylic acid groups. The vinyl ester resins contain no significant acidity but terminate in reactive vinyl ester groups. Because of the location of these reactive sites, the vinyl ester resins will homopolymerize as well as coreact with various vinyl monomers. 

Gibberellin A5 (C H Os) has a melting point of 260-61° and forms a methyl ester (m.p. 190-91°). The infrared spectra of Nujol mulls of the acid and ester (see Table II) show the presence of alcoholic hydroxyl, hydroxyl of carboxylic acid, unconjugated five-ring lactone, carboxyl (or ester) carbonyl, exocyclic methylene group, and a cis-disubstituted double bond. Catalytic hydrogenation of the methyl ester confirmed the presence of two double bonds. 

The dielectric constant varies with coal rank (Chatterjee and Misra, 1989). The theorem that the dielectric constant is equal to the square of the refractive index (which is valid for nonconducting, nonpolar substances) holds only for coal at the minimum dielectric constant. The decreasing value of dielectric constant with rank may be due to the loss of polar functional groups (such as hydroxyl or carboxylic acid functions), but the role of the presence of polarizable electrons (associated with condensed aromatic systems) is not fully known. It also appears that the presence of intrinsic water in coal has a strong influence on the dielectric properties (Chatterjee and Misra, 1989). 

The majority of ophthalmic prodrugs developed so far are chemically classified as ester. They are derived from the esterification of the hydroxyl or carboxylic acid groups present in the parent molecule. Of all enzymes participating in the activation of prodrugs, esterases, which are present in all anterior segment tissues except the tear film, have received the most attention [228,229]. 

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