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| | Ethyl 1,3-dithiane-2-carboxylate Basic information |
| | Ethyl 1,3-dithiane-2-carboxylate Chemical Properties |
| Melting point | 19-21°C | | Boiling point | 75-77 °C/0.2 mmHg (lit.) | | density | 1.22 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.539(lit.) | | Fp | 130 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | clear liquid | | color | Colorless to Light yellow to Light orange | | Water Solubility | Slightly miscible with water. | | BRN | 1424352 | | InChI | InChI=1S/C7H12O2S2/c1-2-9-6(8)7-10-4-3-5-11-7/h7H,2-5H2,1H3 | | InChIKey | ANEDZEVDORCLPM-UHFFFAOYSA-N | | SMILES | S1CCCSC1C(OCC)=O | | CAS DataBase Reference | 20462-00-4(CAS DataBase Reference) | | NIST Chemistry Reference | Ethyl 1,3-dithiane-2-carboxylate(20462-00-4) |
| Risk Statements | 10 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3272 3/PG 3 | | WGK Germany | 3 | | F | 9-13 | | HazardClass | 3 | | PackingGroup | III | | HS Code | 29349990 |
| | Ethyl 1,3-dithiane-2-carboxylate Usage And Synthesis |
| Chemical Properties | clear yellowish liquid | | Uses | Ethyl 1,3-dithiane-2-carboxylate is used in syn-selective aldol reactions. It undergoes asymmetric oxidation to give trans bis-sulfoxide. It is used to generate carbanon, which finds application in the preparation of alfa- keto esters. | | Synthesis Reference(s) | Synthetic Communications, 11, p. 343, 1981 DOI: 10.1080/00397918108063615 | | General Description | Ethyl 1,3-dithiane-2-carboxylate is an α-keto acid equivalent and bulky equivalent of acetate. It participates in syn-selective aldol reactions. It can be prepared from the reaction of ethyl diethoxyacetate and 1,3-propanedithiol in the presence of BF3/Et2O. Asymmetric oxidation of ethyl 1,3-dithiane-2-carboxylate by Modena protocol has been reported to afford trans bis-sulfoxide in 60% yield. Carbanion from ethyl 1,3-dithiane-2-carboxylate may be employed for the preparation of α-keto esters. | | Purification Methods | Dissolve the ester in CHCl3, wash with aqueous K2CO3, twice with H2O, dry over MgSO4, filter, evaporate and distil the residue. [Eliel & Hartman J Org Chem 37 505 1972, Seebach Synthesis 1 17 1969, Beilstein 19/7 V 227.] |
| | Ethyl 1,3-dithiane-2-carboxylate Preparation Products And Raw materials |
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