3,5-Dinitrobenzoyl chloride, derivatizing

Suitable reagents for derivatizing specific functional groups are summarized in Table 8.21. Many of the reactions and reagents are the familiar ones used in qualitative analysis for the characterization of organic compounds by physical means. Alcohols are converted to esters by reaction with an acid chloride in the presence of a base catalyst (e.g., pyridine, tertiary amine, etc). If the alcohol is to be recovered after the separation, then a derivative which is fairly easy to hydrolyze, such as p-nltrophenylcarbonate, is convenient. If the sample contains labile groups, phenylurethane derivatives can be prepared under very mild reaction conditions. Alcohols in aqueous solution can be derivatized with 3,5-dinitrobenzoyl chloride. 

An easily accessible DA CSP derived from L-A-(2-naphthyl)valine (80) was used to separate appropriately derivatized amines, amino alcohols and thiols, derivatization consisting of N-, O- and 5-acylation with 3,5-dinitrobenzoyl chloride or 3,5-dinitrophenyl... 

Hernandez R, Falco P, Cabeza A. 1997. Liquid chromatographic analysis of amphetamine and related compounds in urine using solid-phase extraction and 3,5-dinitrobenzoyl chloride for derivatization. J Chromatogr Sci 35(4) 169-175. 

Dinitrobenzoyl chloride (DNBC) derivatization of alcohols, amines and... 

Direct tri-0-alkylation of calix[4]arenes has been reported to lead to the syn/syn isomer using bases such as BaO, BaO/Ba(OH)2 or CaH2 in DMF " . The tribenzoate of the p-unsubstituted calix[4]arene, one of the first examples of selectively derivatized calix[4]arenes, was obtained as the anti-syn isomer (benzoyl chloride/pyridine) , while the tribenzoate of 2a obtained in toluene with iV-methylimidazole as base (70% yield) was described as the syn-syn isomer, assuming a partial cone conformation with an inverted phenol ring . Both tris(3,5-dinitrobenzoates) of 2a were obtained by acylation with 3,5-dinitrobenzoyl chloride/l-methylimidazole. While 95% of the syn-syn isomer was formed in acetonitrile, 70% of the anti-syn isomer was obtained in chloroform . 

Quantitation of 1,4BD by high-performance liquid chromatography (HPLC) with photo-diode-array detection was described by Duer et al. (2001). The 1,4BD was extracted from the biological matrix with acetonitrile and derivatized with 3.5-dinitrobenzoyl chloride. This method has a linear range from 3 to 250 rng L with a limit of quantitation of 10 rng L . Also, as was mentioned previously, the United Chemical Technologies GHB SPE column method has been modified to include 1,4BD analysis (Kraner et al., 2000). 

Various derivatization reagents have been developed and used as labeling reagents for traces of primary and secondary aliphatic amines in HPLC, including OPA, 3,5-dinitrobenzoyl chloride,... 

Kirschbaum, J., Rebscher, K., Bruckner, H. (2000). Liquid chromatographic determination of biogenic amines in fermented foods after derivatization with 3,5-dinitrobenzoyl chloride. Journal of Chromatography, 881,517-530. http //dx.doi.org/ 10.1016/S0021 -9673(00)00257-0. 

D,L-panthenol Derivatization with 3,5-dinitrobenzoyl chloride (1) YMC A-K03 (2) Sumipax OA-4000 (3) TSK gel Enantio PI (1) hexane-dichlorometh-ane-ethanol (70 30 10), (2) hexane-dichloromethane-ethanol (70 30 1) (3) hexane-dichloromethane-ethanol (70 30 5) UV 254 54... 

The second method needs derivatization with either 3,5-dinitrophenyl isocyanate or 3,5-dinitrobenzoyl chloride which is followed by separation on a chiral acrylic polymer YMC A-K03 (a conjugated o-naphthylethyl amine, on a silica gel surface), Sumipax OA-4000, and/or TSK gel Enantio PI. 

An example for this approach is the immobilization of (5 )-(-)-a-A-(2-naph-thyl)leucine, a 7t-donating group on silica. This chiral selector exhibits excellent recognition for 3,5-dinitrobenzoyl (DNB)- and 3,5-dintroanilido (DNAn)-deriva-tives. Amines and alcohols can be derivatized with DNB- or DNAn-chloride to the esters or carbamates and separated on the CSP, as shown by Pirkle for a wide variety of compounds [27]. 

The surface of silica particles has many exposed silanol —OH groups which are known to imdergo facile reaction with silanes contained —Si(OR), —Si(Cl), and —Si(H) units, and with acyl or sul-fonyl acid chloride functional groups [31,32]. Thus, preparation of the desired derivatized silica particles was easily accomplished by refluxing sihca in a nonhydroxyhc solvent with excess ti receptor reagents such as 3,5- or 2,4-dinitrobenzoyl or dinitrobenzenesulfonyl chloride. This... 

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