≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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.
| Canonical Smiles | CCOC(=O)C1SCCS1 |
|---|---|
| IUPAC Name | ethyl 1,3-dithiolane-2-carboxylate |
| InChIKey | OMCSHTHLIQOHDD-UHFFFAOYSA-N |
| INCHI | 1S/C6H10O2S2/c1-2-8-5(7)6-9-3-4-10-6/h6H,2-4H2,1H3 |
| Isomeric SMILES | CCOC(=O)C1SCCS1 |
| WGK Germany | 3 |
| Molecular Weight | 178.26 |
| Beilstein | 118157 |
| Reaxy-Rn | 118157 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=118157&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Dithiolanes |
| Subclass | 1,3-dithiolanes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1,3-dithiolanes |
| Alternative Parents | Dithioacetals Carboxylic acid esters Monocarboxylic acids and derivatives Dialkylthioethers Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | 1,3-dithiolane - Thioacetal - Carboxylic acid ester - Dialkylthioether - Thioether - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1,3-dithiolanes. These are organic compounds containing a 1,3-dithiolane ring. 1,3-dithiolane moiety is a 5-membered saturated aliphatic ring with three carbon atoms, and two sulfur atoms at the 1- and 3- ring positions. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2527469 | Certificate of Analysis | Jun 06, 2025 | E156415 |
| E2527470 | Certificate of Analysis | Jun 06, 2025 | E156415 |
| E2527471 | Certificate of Analysis | Jun 06, 2025 | E156415 |
| E2430344 | Certificate of Analysis | Jun 12, 2024 | E156415 |
| E2430345 | Certificate of Analysis | Jun 12, 2024 | E156415 |
| E2430346 | Certificate of Analysis | Jun 12, 2024 | E156415 |
| E2430347 | Certificate of Analysis | Jun 12, 2024 | E156415 |
| E2430373 | Certificate of Analysis | Jun 12, 2024 | E156415 |
| Sensitivity | light sensitive |
|---|---|
| Refractive Index | 1.539 |
| Flash Point(°F) | 235.4 °F |
| Flash Point(°C) | 113 °C |
| Boil Point(°C) | 85 °C/0.1 mmHg |
| Molecular Weight | 178.300 g/mol |
| XLogP3 | 1.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 178.012 Da |
| Monoisotopic Mass | 178.012 Da |
| Topological Polar Surface Area | 76.900 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 121.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
