ethyl 1,3-dithiolane-2-carboxylate

• ChemBase ID: 87128
• Molecular Formular: C6H10O2S2
• Molecular Mass: 178.2724
• Monoisotopic Mass: 178.01222156
• SMILES: S1C(C(=O)OCC)SCC1
• Canonical SMILES: CCOC(=O)C1SCCS1
• InChI: InChI=1S/C6H10O2S2/c1-2-8-5(7)6-9-3-4-10-6/h6H,2-4H2,1H3
• InChIKey: OMCSHTHLIQOHDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1,3-dithiolane-2-carboxylate
• IUPAC Traditional name: ethyl 1,3-dithiolane-2-carboxylate
• Synonyms: ethyl 1,3-dithiolane-2-carboxylate; Glyoxylic acid ethyl ester ethylene mercaptal; Ethyl 1,3-dithiolane-2-carboxylate; 1,3-二硫戊环-2-甲酸乙酯; 1,3-二硫烷-2-甲酸乙酯

Database IDs

• CAS Number: 20461-99-8
• EC Number: 243-837-9
• MDL Number: MFCD00005411
• Beilstein Number: 118157
• PubChem SID: 24867412; 162074244
• PubChem CID: 88551

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.3441181
• LogD (pH = 7.4): 1.3441181
• Log P: 1.3441181
• Molar Refractivity: 45.0554 cm^3
• Polarizability: 17.982906 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 85 °C/0.1 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.249 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.539(lit.); n20/D 1.540

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥98.0%
• Empirical Formula (Hill Notation): C6H10O2S2

DETAILS

Sigma Aldrich - 43798

Other Notes
α-Keto acid equivalent; conjugate additions to enones 1,2; bulky equivalent of acetate undergoing syn-selective aldol reactions3
Packaging
5, 25 mL in glass bottle