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Topics   169  Derivatization      TABLE  (Continued)   10.1   Derivatives  Method  Group  Functional      OSi(CH;),   (a)   (a)  Silylation  Carbohydrates   |   (b)  Acylation   sugars   and   —(CH,)y—   (c)  Alkylation   OTFA   (b)   |   —(CH,)—   OR   (c)   |   —(CH,)—   Silylation  Carbonyls  TMS—O—N=C   <  CH,—O—N==C  Alkylation      Chemical.  of  Regis  * Courtesy   =  Trifluoracetyl;   TFA  Perfluoroacyl;   =   PFA   silyl;  Trimethy!

   Special   Derivatives                             all_snisictt,  (unstable)   if  PFA   tice,   RCHCOOSi(CH,),   RCHOOSi(CH,),   H   O   Si(CH,),   H   OHFB
               RCOOSi(CH,),   RCOOR’   R—O—Si(CH,),   f   R—O—C—PFA   R—O—R’   R—O—Si(CH,),   i   R—O—C—PFA   R—O—R’   R—N—Si(CH,),   i   R—N—C—PFA   R—N—R’   Carbamate   PFB   (a)   i   O   (b)   allel   O   (c)   all   (a)   |   (CH);   N-Si   (b)   |   N—TFA   RCHCOOR’   (c)   |   NHR’   (a)   O   (b)   OHFB









                                                                        (b)              (a)


            Method                             (a)   (b)   (c)      Esterification/Acylation   (a)   Silylation   +   (c)   Silylation   +   (b)

         Derivatization’   Silylation   Alkylation   Silylation   Acylation   Alkylation   Silylation   Acylation   Alkylation   Silylation   Acylation   Alkylation   Alkylation   Silylation   Acylation   Alkylation   Silylation   Acylation   Alkylation   Acylation   Alcylation





         to
         Guide    phenols—   and   hindered   phenols—   2°)

         10.1   Group   and   unhindered   moderately   and   hindered   &   (1°   (3°)

   168   TABLE   Functional   Acids   Alcohols   Alcohols   highly   Amines   Amines   Amides   Amino  Acids   Catecholamines
   177   178   179   180   181   182   183   184   185   186   187