≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal 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.
Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides Reactant for: Stereoselectivity studies of the Staudinger reaction Enantioselective formation of diols via epoxidation and hydration reactions Horner-Wadsworth-Emmons reactions Remote chelation controlled Ireland-Claisen rearrangement Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives
application：
Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides
Reactant for:
Stereoselectivity studies of the Staudinger reaction
Enantioselective formation of diols via epoxidation and hydration reactions
Horner-Wadsworth-Emmons reactions
Remote chelation controlled Ireland-Claisen rearrangement
Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives
Used to make phosphonoester intermediates for intramolecular HEW reactions.
| Pubchem Sid | 488183281 |
|---|---|
| Canonical Smiles | CCOP(=O)(CC(=O)O)OCC |
| IUPAC Name | 2-diethoxyphosphorylacetic acid |
| InChIKey | DVQMPWOLBFKUMM-UHFFFAOYSA-N |
| INCHI | 1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8) |
| Isomeric SMILES | CCOP(=O)(CC(=O)O)OCC |
| WGK Germany | 3 |
| Molecular Weight | 196.14 |
| Reaxy-Rn | 1239303 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1239303&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 | Organic acids and derivatives |
| Class | Organic phosphonic acids and derivatives |
| Subclass | Phosphonic acid diesters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dialkyl alkylphosphonates |
| Alternative Parents | Phosphonic acid esters Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Dialkyl alkylphosphonate - Phosphonic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as dialkyl alkylphosphonates. These are compounds containing a phosphonic acid that is diesterified with alkyl groups, and the phosphorus atom is also directly attached to an alkyl group. |
| 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 |
|---|---|---|---|
 K2119282 | Certificate of Analysis | Sep 09, 2025 | D122564 |
| K2119283 | Certificate of Analysis | Sep 09, 2025 | D122564 |
| K2119302 | Certificate of Analysis | Sep 09, 2025 | D122564 |
| K1928055 | Certificate of Analysis | Sep 11, 2023 | D122564 |
| D2312243 | Certificate of Analysis | Aug 31, 2021 | D122564 |
| E2308146 | Certificate of Analysis | Aug 31, 2021 | D122564 |
| F2317941 | Certificate of Analysis | Aug 31, 2021 | D122564 |
| Refractive Index | 1.445 |
|---|---|
| Flash Point(°F) | >110℃ |
| Flash Point(°C) | >110℃ |
| Boil Point(°C) | 150°C/0.05mmHg |
| Molecular Weight | 196.140 g/mol |
| XLogP3 | -0.200 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Exact Mass | 196.05 Da |
| Monoisotopic Mass | 196.05 Da |
| Topological Polar Surface Area | 72.800 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 180.000 |
| 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 |
