에톡시메틸렌말론산 디에틸에스테르
에톡시메틸렌말론산디에틸에스테르 · EMME · Diethyl 2-(ethoxymethylene)malonate · DEEMM · Diethyl 2-(ethoxymethylene)propanedioate · diethyl (ethoxymethylidene)propanedioate · ETHOXYMETHYLENEMALONIC ACID DIETHYL ESTER · 2-Ethoxymethylene-malonic acid diethyl ester
식별자 및 물리적 특성
| CAS No. | 87-13-8 |
|---|---|
| 분자식 | C10H16O5 |
| 평균 분자량 | 216.23 g/mol |
| 단동위원소 질량 | 216.09977361 g/mol |
| SMILES | CCOC=C(C(=O)OCC)C(=O)OCC |
| InChIKey | LTMHNWPUDSTBKD-UHFFFAOYSA-N |
| PubChem CID | 6871 |
| EC No. | 201-725-7 |
| DTXSID | DTXSID5052591 |
| 현지명 | 에톡시메틸렌말론산 디에틸에스테르 |
화학 및 물리적 성질
| XLogP | 1.5 |
|---|---|
| 극성 표면적 | 61.8 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 8 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 224 |
| 물질 분류 | Other Classes -> Esters, OtherIndustrial compound |
| Physical Description | Colorless liquid[Alfa Aesar MSDS] |
| Ionization Efficiency | Positive2.12.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Collision Cross Section | 146.8 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID5052591] |
| 녹는점 | -33°C |
| 끓는 점 | 279-283 °C(lit.) |
| 밀도 | 1.080 g/mL at 20 °C(lit.) |
| 증기압 | <0.1 hPa |
| 굴절률 | n20/D 1.463 |
| 인화점 | 311 °F |
| 저장 조건 | Store below +30°C. |
| 용해도 | 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨) |
| 물리적 상태 | 액체 |
| 색상 | 무색투명~연황색 |
| 용해도 | 불용성 |
| BRN | 880058 |
| InChI | 1S/C10H16O5/c1-4-13-7-8(9(11)14-5-2)10(12)15-6-3/h7H,4-6H2,1-3H3 |
| InChIKey | LTMHNWPUDSTBKD-UHFFFAOYSA-N |
| SMILES | CCO\C=C(\C(=O)OCC)C(=O)OCC |
| LogP(분배 계수) | 1.5-2.1 at pH7 |
| NIST | Propanedioic acid, (ethoxymethylene)-, diethyl ester(87-13-8) |
| EPA | Propanedioic acid, (ethoxymethylene)-, diethyl ester (87-13-8) |
화학적 성질
CLEAR COLOURLESS TO LIGHT YELLOW LIQUID
안전 및 규제
| GHS 분류 | DangerH302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 111 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 29-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12518Diethyl ethoxymethylenemalonate: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A moderate skin irritantCauses somnolence and gastrointestinal changes in oral lethal-dose studies of rats[RTECS] An irritantMay cause skin and respiratory sensitizationHarmful by ingestion[Alfa Aesar MSDS] Search for (87-13-8[EC/RN Number]) AND (allergic OR dermatitis OR asthma OR sensitizer OR sensitization): no results[PubMed] |
| Peroxide Forming Chemical | Diethyl ethoxymethylenemalonateD: Other compounds that may form peroxidesKelly |
| Hazard Classes and Categories | Acute Tox. 4 (99.1%) |
| Toxicity Data | LCLo (mouse) = 44 mg/m3 |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | OO1100000 |
| 독성 | LD50 orally in Rabbit: 925 mg/kg LD50 dermal Rat > 2000 mg/kg |
| 관세 코드 | 29189090 |
| 위험 문구(R) | 22-36/37/38-42/43 |
| 위험 표시 | Xn |
| 안전 문구(S) | 26-36/37/39-27-24/25 |
| 기존화학 물질 | KE-13446 |
| 자연 발화 온도 | 215 °C |
| 위험 등급 | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1A |
| 저장 분류 | 10 - Combustible liquids |
용도
용도
Diethyl ethoxymethylenemalonate is used for synthesis of pyrido[3,2-e]pyrimido[1,2-c]pyrimidines. Initially, it was used to monitor lysine decarboxylase activity. It is useful in the determination of amino acids by precolumn derivatization by using reversed-phase high-performance liquid chromatography (HPLC). It plays an important role in the Gould-Jacobs reaction to prepare quinolines. For example, anile reacts with this reagent to give 4-hydroxyquinoline. It acts as an intermediate in the production of flumequine, which is a fluoroquinolone antibiotic.