|
| | 1,3-Dithiane Basic information |
| | 1,3-Dithiane Chemical Properties |
| Melting point | 52-54 °C (lit.) | | Boiling point | 207-208°C | | density | 1.062 (estimate) | | refractive index | 1.5981 (estimate) | | Fp | 195 °F | | storage temp. | Inert atmosphere,Room Temperature | | pka | 31(at 25℃) | | form | Crystals, Needles or Powder | | color | White to pale beige | | Odor | at 0.01 % in propylene glycol. alliaceous roasted | | Odor Type | alliaceous | | Water Solubility | Soluble in benzene, ether, chloroform and terahydrofuran. Slightly soluble in water. | | Sensitive | Hygroscopic | | BRN | 102534 | | InChIKey | WQADWIOXOXRPLN-UHFFFAOYSA-N | | LogP | 1.729 (est) | | CAS DataBase Reference | 505-23-7(CAS DataBase Reference) | | NIST Chemistry Reference | 1,3-Dithiane(505-23-7) |
| Risk Statements | 20/21/22 | | Safety Statements | 22-24/25 | | RIDADR | UN 1325 4.1/PG 2 | | WGK Germany | 3 | | RTECS | JO5070000 | | F | 13 | | HazardClass | 4.1 | | PackingGroup | III | | HS Code | 29349990 |
| | 1,3-Dithiane Usage And Synthesis |
| Chemical Properties | white to pale beige crystals, needles or powder | | Uses | 1,3-Dithiane is used in umpolung reactions such as the Corey-Seebach reaction. It acts as a reagent for the deoxygenation of sulfoxides to their corresponding sulfides. Further, it is used as a protecting group for carbonyl compounds used in organic synthesis. It serves as a useful labeled synthon. In addition to this, it is used in the preparation of 2-ethyl-[1,3]dithiane. | | Definition | ChEBI: 1,3-dithiane is a dithiane. | | Reactions | 1,3-dithiane has 2 weakly acidic protons that can be removed and alkylation of the carbon is possible. Once alkylated, the 1,3-dithiane becomes a “protected” carbonyl as it can be hydrolyzed to the corresponding carbonyl structure. Alternatively, the 1,3-dithiane moiety may also be introduced by thioacetalisation of a carbonyl group, either using acid or Lewis acid catalysis, 12 or of a 1,1-dihalide (using transition metal catalysis). | | Synthesis Reference(s) | Tetrahedron Letters, 29, p. 4477, 1988 DOI: 10.1016/S0040-4039(00)80527-4 | | General Description | 1,3-Dithiane, a protected formaldehyde anion equivalent, serves as useful labeled synthon. | | Purification Methods | Crystallise the 1,3-dithiane from 1.5 times its weight of MeOH at 0o, and sublime it at 40-50o/0.1mm. [Groel & Seebach Synthesis 357 1977, Beilstein 19/1 V 13.] |
| | 1,3-Dithiane Preparation Products And Raw materials |
|
