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Chim. Acta 27, 1044 (1944). 21. S C H W A R Z E N B A C H , G . , W I T T W E R , C , Helv. Chim. Acta 30, 656 and 669 (1947). 22. V A N U I T E R T , L . G . , HAAS, C G . , DOUGLAS, Amer. Chem. Soc. 75, 455 (1963). 23. , / . Amer. Pharm. Assoc. 4 1 , 197 (1952). 24. , Anal. Chem. 30, 1444 (1958). , CHAPTER 3 Determination of the Hydroxyl and Amino Groups: Base-catalyzed Acylation Methods agents are convenient reagents for the determination of both alcoholic and phenolic hydroxyl groups as well as amino groups.
17. G . , S C H E N K , G . H . , Anal. Chem. 34, 1316 (1962). J . K . , / . Gas Chromatography 1, 30 (1963). J O R D A N , D . E . , / . Amer. Oil Chem. Soc. 41, 500 (1964). K L O U C E K , B . , O B R U B A , K . , Coll. Czech. Chem. Comm. 28, GUTNIKOV, HAKEN, 1606 (1963). 18. 19. 20. 21. 22. 23. 24. 25. 26. 27. 28. 29. 30. 31. 32. 33. 34. 35. 36. 37. 38. 39. D . , Anal. Chem. 32, 292 (1960). D . , Ibid. 33, 153 (1961). M A G N U S O N , J. , Ibid. 35, 1487 (1963). M A G N U S O N , J. , K N A U B , E .
Using the modified pro1 c e d u r e / ^ it is possible to acylate 2-ter/-butylcyclohexanol in 1 hr and 2-cyclohexylcyclohexanol in 40 min. However, heating the sample and blank solutions longer than 30 min appears to cause dark brown colors which make the end point difficult to observe. The other reagent, 3,5-dinitrobenzoyl chloride, has received ( 2) limited study by Berezein, who has shown in 1954 that some primary and secondary alcohols reacted quantitatively with it in ( 1 1) pyridine. In 1960, Johnson and Critchfield have also reported the colorimetric determination of alcohols using this reagent.