43749

Ethyl-1,3-dithian-2-carboxylat

technical, ≥90% (GC)

• Synonym(e): Ethyl-1,3-dithian-2-carboxylat
• Empirische Formel (Hill-System): C₇H₁₂O₂S₂
• CAS-Nummer: 20462-00-4
• Molekulargewicht: 192.30
• Beilstein: 1424352
• EG-Nummer: 243-838-4
• MDL-Nummer: MFCD00006657
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24867377
• NACRES: NA.22

Eigenschaften

• Qualität: technical
• Assay: ≥90% (GC)
• Brechungsindex: n20/D 1.539 (lit.); n20/D 1.541
• bp: 75-77 °C/0.2 mmHg (lit.)
• Dichte: 1.22 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ester; thioether
• SMILES String: CCOC(=O)C1SCCCS1
• InChI: 1S/C7H12O2S2/c1-2-9-6(8)7-10-4-3-5-11-7/h7H,2-5H2,1H3
• InChIKey: ANEDZEVDORCLPM-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Ethyl 1,3-dithiane-2-carboxylate is an α-keto acid equivalent[1][2][3] and bulky equivalent of acetate. It participates in syn-selective aldol reactions.[4] It can be prepared from the reaction of ethyl diethoxyacetate and 1,3-propanedithiol in the presence of BF₃/Et₂O.[3] Asymmetric oxidation of ethyl 1,3-dithiane-2-carboxylate by Modena protocol has been reported to afford trans bis-sulfoxide in 60% yield.[5] Carbanion from ethyl 1,3-dithiane-2-carboxylate may be employed for the preparation of α-keto esters.[6]

Sicherheitshinweise

• Piktogramme: GHS02
• Signalwort: Warning
• H-Sätze: H226
• Gefahreneinstufungen: Flam. Liq. 3
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 131.0 °F - closed cup
• Flammpunkt (°C): 55 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter