SYNTHESIS AND HYDROLYTIC STABILITY OF SOME NEW PHOSPHONODITHIOITE, PHOSPHONODITHIOATE AND PHOSPHONOTRITHIOATE ESTERS
SYNTHESIS AND HYDROLYTIC STABILITY OF SOME NEW PHOSPHONODITHIOITE, PHOSPHONODITHIOATE AND PHOSPHONOTRITHIOATE ESTERS
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DOI：
10.1080/10426509208038379
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发表时间：
1992-01-01
影响因子：
1.3
通讯作者：
ROUNDHILL, DM
中科院分区：
文献类型：
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作者：
KIM, S;MIMIKAKIS, JL;ROUNDHILL, DM
以RPCI_2、HSCH_2CH_2CO_2CH_2CH_3和碱为原料合成了RP（SCH_25CH_25CO_25CH_25CH_3）_2（R =（CH_3）_3C，C_65H_5）。该化合物与过氧化氢反应生成RP（O）（SCH_2CH_2CO_2CH_2CH_3）_2，与硫反应生成RP（S）（SCH_2CH_2CO_2CH_2CH_3）_2。以2，3-二巯基丁二酸二乙酯和碱为原料，合成了五元环化合物C6 H5。该化合物与过氧化氢和硫反应分别得到C6 H5和C6 H5。C6 H5 PCl 2与1当量的HSCH 2CH 2CO 2CH 2CH 3和碱反应得到C6 H5 PCI（O）（SCH 2CH 2CO 2CH 2CH 3），其经水解得到C6 H5 PH（O）（SCH 2CH 2CO 2CH 2CH 3）。除C6 H5和C6 HSPH（O）（SCH 2CH 2CO 2CH 2CH 3）外，化合物的P-S键不发生明显的水解断裂。C6 H5的水解可能通过C6 HSPH（O）（SCH（CO2 CH 2CH 3）CH（CO2 CH 2CH 3）SH）进行。C6 H，PH（O）（SCH 2CH 2CO 2CH 2CH 3）的水解速率增加可能是由于水和PH（O）官能团之间的氢键作用。
The compounds RP(SCH25CH25CO25CH25CH3)2(R = (CH3)3C, C65H5) have been prepared from RPCI2and HSCH2CH2CO2CH2CH3and base. The compounds react with hydrogen peroxide and with sulfur to give RP(O)(SCH2CH2CO2CH2CH3)2and RP(S)(SCH2CH2CO2CH2CH3)2respectively. The 5-membered ring compound C6H5has been synthesized from C6H5PCI2and diethyl-2,3-dimercaptosuccinic acid and base. The compound reacts with hydrogen peroxide and with sulfur to give C6H5and C6H5respectively. Reacting C6H5PCl2with one equivalent of HSCH2CH2CO2CH2CH3and base gives C6H5PCI(O)(SCH2CH2CO2CH2CH3), which undergoes hydrolysis to give C6H5PH(O)(SCH2CH2CO2CH2CH3). Except for C6H5and C6HSPH(O)(SCH2CH2CO2CH2CH3), the compounds do not undergo significant hydrolytic cleavage of the P-S bond. The hydrolysis of C6H5likely proceeds via C6HSPH(O)(SCH(CO2CH2CH3)CH(CO2CH2CH3)SH). The increased hydrolysis rate of C6H,PH(O)(SCH2CH2CO2CH2CH3) is possibly due to hydrogen bonding between water and the PH(O) functionality.