Alkoxymethylphosphonic and Alkoxymethylphosphonothioic Derivatives Daniel W. Grisley, Jr.,’ and Karoly Szabo Syracuse University Research Corp., Syracuse, N . Y. 13210
described. P31 nuclear magnetic resonance spectra for all compounds have been obtained, and an analysis of the H 1nmr spectra of the alkoxymethylphosphonothioc dichlorides shows the presence of a long-range 4J(P-H) P3’-H coupling in these materials.
Definitive physical properties for new compounds in the following classes: alkoxymethylphosphonothioic dichlorides, 0-ethyl alkoxymethylphosphonochloridothioates, and alkoxymethylphosphonothiolothionic acids are reported. Improved syntheses for convenient medium scale laboratory preparations of these compounds are
The following routes were used to obtain the compounds of interest:
CHQH
E 1 3
0
CHSOPC1, 1
ClCH,OR FeCI,
R-O-CHZPCl,
-
t
pss
2
S
RO-CH,-PCII
S R=Me b, R = E t c, R = s-Pr d, R = z - B u e, R = Me, R’= Et f, R = i-Pr, R’ = Et g, R = Me, R’ = Me
R-0-
CH,-P
a,
t /OR‘ ~
\SH
’PiaSH R ’ 4 H
S NaOEt
t /OEt
~
R-O98%) followed by a shoulder (area
