43798

1,3-Dithiolan-2-carbonsäure-ethylester

≥98.0%

• Synonym(e): Ethyl-1,3-dithiolan-2-carboxylat
• Empirische Formel (Hill-System): C₆H₁₀O₂S₂
• CAS-Nummer: 20461-99-8
• Molekulargewicht: 178.27
• Beilstein: 118157
• EG-Nummer: 243-837-9
• MDL-Nummer: MFCD00005411
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24867412

Eigenschaften

• Assay: ≥98.0%
• Brechungsindex: n20/D 1.539 (lit.); n20/D 1.540
• bp: 85 °C/0.1 mmHg (lit.)
• Dichte: 1.249 g/mL at 25 °C (lit.)
• SMILES String: CCOC(=O)C1SCCS1
• InChI: 1S/C6H10O2S2/c1-2-8-5(7)6-9-3-4-10-6/h6H,2-4H2,1H3
• InChIKey: OMCSHTHLIQOHDD-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Ethyl 1,3-dithiolane-2-carboxylate is an α-keto acid equivalent. It participates in the conjugate additions to enones. It is a bulky equivalent of acetate undergoing syn-selective aldol reactions. Anion derived from ethyl 1,3-dithiolane-2-carboxylate participates as nucleophile during the total synthesis of the corynanthe alkaloid dihydrocorynantheol and the formal syntheses of the indole alkaloids tacamonine, rhynchophylline and hirsutine. It also participates in the conjugate addition of enolates to phenylglycinol-derived α,β-unsaturated δ-lactams.

Sonstige Hinweise

α-Keto acid equivalent; conjugate additions to enones ; bulky equivalent of acetate undergoing syn-selective aldol reactions

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 235.4 °F - closed cup
• Flammpunkt (°C): 113 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves