HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl ethylmalonate
Diethyl 2-ethylmalonate · DEEM · Ethylmalonicester · Ethylethylmalonate · Diethylethylmalonat · Diethyl Ethylmalote · DIETHYL ETHYLAMAONATE · DIETHYL ETHYLMALONATE
Identifiers & Physical Properties
| CAS No. | 133-13-1 |
|---|---|
| Molecular formula | C9H16O4 |
| Average molar mass | 188.22 g/mol |
| Monoisotopic mass | 188.10485899 g/mol |
| SMILES | CCOC(=O)C(CC)C(=O)OCC |
| InChIKey | VQAZCUCWHIIFGE-UHFFFAOYSA-N |
| PubChem CID | 8610 |
| EC No. | 205-093-3 |
| DTXSID | DTXSID7038739 |
Chemical & Physical Properties
| XLogP | 1.8 |
|---|---|
| Topological polar surface area | 52.6 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 7 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 158 |
| Chemical classes | Other Classes -> Esters, Other |
| SpringerMaterials Properties | Boiling point |
| Physical Description | Clear colorless liquid[Acros Organics MSDS] |
| Melting point | 0°C |
| Boiling point | 75-77 °C/5 mmHg (lit.) |
| Density | 1.004 g/mL at 25 °C (lit.) |
| Refractive index | n20/D 1.416(lit.) |
| Flash point | 191 °F |
| Storage conditions | Store below +30°C. |
| Solubility | 2.87g/limmiscible |
| Physical state | Liquid |
| pKa (acidity coefficient) | 13.17±0.46(Predicted) |
| Color | Clear colorless |
| pH | 4.46 at 24.3℃ and 10g/L |
| BRN | 607635 |
| InChI | 1S/C9H16O4/c1-4-7(8(10)12-5-2)9(11)13-6-3/h7H,4-6H2,1-3H3 |
| InChIKey | VQAZCUCWHIIFGE-UHFFFAOYSA-N |
| SMILES | CCOC(=O)C(CC)C(=O)OCC |
| LogP (partition coefficient) | 2.4 at 30℃ and pH7.93 |
| CAS DataBase Reference | 133-13-1(CAS DataBase Reference) |
| FDA UNII | 69G92OYR3M |
| NIST Chemistry Reference | Propanedioic acid, ethyl-, diethyl ester(133-13-1) |
| EPA Substance Registry System | Propanedioic acid, ethyl-, diethyl ester (133-13-1) |
| UNSPSC Code | 12352108 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H227 |
| GHS precautionary statements | P210e-P280a-P370+P378a-P403+P235-P501a |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 24/25-36-26 |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| Customs code | 29171990 |
| Storage class | 10 - Combustible liquids |
| Toxicity | LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rat > 2000 mg/kg |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 45.5% (5 of 11) of reports.WarningH227 (54.5%): Combustible liquid [Warning Flammable liquids]P210, P280, P370+P378, P403, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 11 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | Chemical: Propanedioic acid, 2-ethyl-, 1,3-diethyl esterStatus: Active Update: 05-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/17932Diethyl ethylmalonate: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health |
| Hazards summary | May cause irritation[Acros Organics MSDS] See Dimethyl malonate and Ethyl malonate. |
| Hazard Classes and Categories | Flam. Liq. 4 (54.5%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| Customs code | 29171990 |
| Toxicity | LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rat > 2000 mg/kg |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 24/25-36-26 |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H227 |
| REACH registrations | Active |
| GHS precautionary statements | P210e-P280a-P370+P378a-P403+P235-P501a |
Applications & Uses
Uses
Diethyl Ethylmalonate is used in the synthesis of HIV-1 reverse transcriptase inhibitors. Also used in the preparation of Peloruside A, a novel antimitotic agent used as a potential anti-cancer agent.