2-mercaptoethyl ether

Two different structural types were prepared from MeRe03 by using bis(2-mercaptoethyl) ether, which gives rise to 18, and thiodiglycolic acid, from which 19 was prepared. 

Teyssot et al. reported that the Michael addition of bis(nitrogen or sulfur) nucleophiles to divinyl sulfone provided the corresponding macrocyclic adducts in good yields <2003EJ054>. For example, 9 and 10 have been prepared in 82% and 80% yields, by the reaction of divinyl sulfone with bis(2-mercaptoethyl)ether and 4,7-dioxa-l,10-dithiade-cane, respectively. The X-ray structure of 10 was also reported. 

Oxathiacrown ethers containing a diene unit 40 and 41 were prepared by the reaction of l,3,5,5-tetrachloro-2-nitrobutadiene derivatives with bis(2-mercaptoethyl) ether (Scheme 7) <2002PS2529>. The authors reported that 40 formed by the cyclization of an intermediate (Cl2C=CCl-C(N02)=C(SR)-S-(CH2)2-0-(CH2)2-S-Na+). Compound 41 was prepared by the cyclization of the intermediate (Na+S-(CH2)2-0-(CH2)2-S-ClC=CCl-C(N02)2=C(SR)-S(CH2)2-0-(CH2)2-S Na+ or Cl2C=CCl-C(N02)2=C(SR)-S(CH2)2-0-(CH2)2-S-S-(CH2)2-0-(CH2)2-S Na+), which were obtained by the reaction of l,3,5,5-tetrachloro-2-nitrobutadiene derivatives with bis(2-mercaptoethyl) ether. In this report, the E/Z stereochemistry of these compounds was not reported. 

Eight-membered heterocyclic compounds are prepared by the reaction of MeBi(OEt)2 or PhBi(OEt)2 with bis(2-mercaptoethyl) sulfide and bis(2-mercaptoethyl) ether in EtOH at low temperatures. Using this method, bismocanes 4-7 are obtained as yellow crystals in good yields... 

Eurthermore, elastomeric PUs with flexible degradability were prepared with PCL, HDI, and varying chain extenders [46,47]. Specifically, three new PUs, PU-S, PU-M, and PU-F, with bioactive isosorbidediol (l,4 3,6-dianhydro-D-sorbitol) (ISO), bis(2-mercaptoethyl) ether, and ISO combined with 3,7,1 l-trimethyl-2,6,10-dodecatrien-l-diaminobutane amide (TDD), respectively, used as chain extenders were synthesized [46,47]. These chain extenders acted as labile units and introduced different levels of polymer chain mobility into the polymeric materials [46]. 

Scaffolds synthesized from HDI-derived segmented polyurethane elastomers have been reported to support bone healing in an ovine iliac crest defect model [46,47]. Chain extenders comprising 1,4-butanediol, 2-amino-l-butanol, 2-mercaptoethyl ether, and isosorbide diol [48-50] were investigated, as well as poly(ethylene oxide) (PEO), poly(ethylene-fc-propylene-Z -ethylene oxide) (PEO-PPO-PEO) block copolymers, and poly(caprolactone) macrodiols. Using a salt leaching/phase inversion technique, porous scaffolds with up to 90% porosity were fabricated from the HDI-derived... 

Experiments were carried out in our laboratory to find the optimal conditions for the nucleophilic displacement of chlorine from PVC suspended in water. Nucleophiles such as diethyl dlthio-carbamate, lauryl thiolate and 2-(2 -butoxyethoxy)-ethane thiol, lauryl mercaptan, n-butyl mercaptan, benzyl mercaptan and bls-.(2-mercaptoethyl)-ether were used in these experiments. The results indicated that a higher percentage of substitution occurs if a solvent for PVC such as DMF or cyclohexanone is added to the slurry. 

Comparison between different nucleophiles under the same conditions showed that a thiolate salt having ether linkages in the 3 position to the thiol acts as a strong nucleophile. For example, bis-(2-mercaptoethyl)-ether (HS-CH -CH -O-CH -CH -SH) is much more... 

Distal bridging of calixarenes has also been performed on resorcinarenes. An interesting example is the thiocrown resorcinarenes synthesised by Konishi et al. by the bridging of distal dibromoresorcinarene with 2-mercaptoethyl ether, propane-1,3-dithiol, and ethane-1,2-dithiol (Scheme 10.15) [33]. The octahydroxythiacrown... 

Linolelaidic acid 8300 2-Mercaptoethyl ether 3823 methylethoxy] -2-propanol 10673... 

Nummy prepared intermediates by reacting the divinyl ether of diethylene glycol with H2S to yield the bis(2-mercaptoethyl) ether of diethylene glycol, then oxidized this monomer to give a range of mercaptan-terminated liquid poly ether polymers. 

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