Ethyl 1,3-dithiane-2-carboxylate

• Catalog No.: L00663
• CAS Number: 20462-00-4
• M. F.: C7H12O2S2
• M. W.: 192.29898
• Purity: 98+%

SYNONYMS

• Title: 1,3-二噻烷-2-甲酸乙酯
• IUPAC name: ethyl 1,3-dithiane-2-carboxylate
• IUPAC Traditional name: ethyl 1,3-dithiane-2-carboxylate
• Synonyms: 2-Carboethoxy-1,3-dithiane; 1,3-Dithiane-2-carboxylic acid ethyl ester

DATABASE IDS

• Beilstein Number: 1424352
• EC Number: 243-838-4
• MDL Number: MFCD00006657
• CAS Number: 20462-00-4

PROPERTIES

• Purity: 98+%
• Boiling Point: 75-77°C/0.2mm
• Density: 1.220
• Flash Point: 54°C(129°F)
• Melting Point: 19-21°C
• Refractive Index: 1.5400
• Risk Statements: 10
• TSCA Listed: 否
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: III
• GHS Hazard statements: H226
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-P501A

REFERENCES

• Alkylation of the anion provides a route to ɑ-keto acids (by dethioketalization with NBS), or to substituted acetic acids (by desulfurization): J. Org. Chem., 37, 505 (1972). For phase-transfer alkylation using allylic bromides, see: Liebigs Ann. Chem., 1589 (1982). With crotyl bromide, approx. 95% allylic rearrangement occurs.
• The lithiated derivative undergoes 1,4- (Michael) addition to a variety of ɑ?-unsaturated compounds. However, the Mg derivative prepared by metallation with an alkylmagnesium halide gives an allylic alcohol by 1,2-addition: Chem. Ber., 114, 2924 (1981).