Hexametapol

Dione-lip-hydroxypregn-4-ene-21-thioacetate-17-butyrate (or hydrocortisone) 10.0 g (0.129 mole) of S-thioacetic acid and 220 ml of hexametapol are introduced into a reactor 27.7 ml of a 4.65 N sodium methylate methanolic solution (0.129 mole) are introduced, accompanied by stirring, at a temperature close to 20°C and then the beige solution is stirred for 1 hour at ambient temperature. Within 10 minutes, a solution of 44.0 g (0.086 mole) of cortisol-21-mesylate-17-butyrate is introduced into 440 ml of hexametapol. The solution is stirred for 2.5 hours at ambient temperature. 

Abbreviations THF, tetrahydrofuran DMF, N, A-dimethylformamide DMSO, dimethylsulf oxide HMPT, hexametapol ... 

Abbreviations DMSO, dimethylsulfoxide HMPT, hexametapol DMF, N,A -dimethylformamide DMAA, dimethylacetamide DMTAA, dimethylthioacetamide HNDMR, heteronuelear double magnetic resonance. 

Hexametapol is difficult to purify and dry [3] and it is a SUSPECTED CARCINOGEN, but it is a particularly good promotor of electron transfer reactions. 

The metallation of cyclopentadienes and related compounds by Grignard reagents is slow and often requires high temperatures [A, D], though it is faster in the presence of solvents such as hexametapol [11]. Dialkylmagnesium compounds are more reactive, and metallation of cyclopentadiene itself by the n-butyl-s-butylmagnesium reagent occurs at a convenient rate at 25°. 

In others, however, other pathways are probably involved, for example involving electron transfer mechanisms or silylmagnesium intermediates, and sometimes giving products different from, or unobtainable by, the two-step procedure. For example, reactions of aromatic carbonyl compounds with magnesium and chlorotrimethylsilane in hexametapol result in silylation at both carbonyl carbon and carbonyl oxygen ... 

Confusion has been caused by the inconsistent use of the abbreviations HMPT/HMPA for (Me2N),P/(Me2N),PO. The use of Normant s trivial name, hexametapol for the phosphorus (v) compound avoids ambiguity... 

SYNS EASTMAN INHIBITOR HPT ENT 50,882 HEMPA HEXAMETAPOL HEXAMETHYLPHOS-PHORIC ACID TRIAMIDE (MAK) HEXAMETHYL-PHOSPHORIC TRIAMIDE N,N,N,N -HEXA-... 

Alternative Names/Abbreviations Hexamethyl phosphoric triamide, hexametapol, HMPA... 

CAS 680-31-9 EINECS/ELINCS 211-653-8 Synonyms Hexametapol Hexamethylphosphoramide Hexamethylphosphoric triamide HMPA HMPT HPT... 

Hexametaphosphate sodium salt. See Sodium hexametaphosphate Hexametapol. See Hem pa N,N -Hexamethlenebis [3-(3,5-di-t-butyl-4-hydroxyphenyl) propionamide]. SeeN,N -Hexamethylene bis (3,5-di-t-butyl-4-hydroxyhydrocinnamamide)... 

Hexametapol s. Hexamethyl-phosphoramide Hexamethylenetetramine as reagent 16, 818 20, 596 Hexametliylphosphoramidate s. 

Hexaflaoroacetone s. Perfluoroacetone Hexaflaorophosphates 27, 180 Hexametapol s. Hexamethyl-phosphoramide Hexamethylcyclotiisilazane as reagent 26, 501 Hexamethyldisilazane as reactant 27, 83 Hexamethylenetetramine... 

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