시안초산메틸
메틸사이아노아세테이트 · 메틸시아노아세트산 · 시안초산메틸 · 메틸 사이아노아세테이트 · Methyl 2-cyanoacetate · CYANOACETIC ACID METHYL ESTER · 2-cyanopropanoate · MCYA
식별자 및 물리적 특성
| CAS No. | 105-34-0 |
|---|---|
| 분자식 | C4H5NO2 |
| 평균 분자량 | 99.09 g/mol |
| 단동위원소 질량 | 99.0320284 g/mol |
| SMILES | COC(=O)CC#N |
| InChIKey | ANGDWNBGPBMQHW-UHFFFAOYSA-N |
| PubChem CID | 7747 |
| ChEMBL | CHEMBL1532013 |
| ChEBI | CHEBI:51928 |
| EC No. | 203-288-8 |
| DTXSID | DTXSID8033649 |
| 현지명 | 시안초산메틸 |
화학 및 물리적 성질
| XLogP | -0.5 |
|---|---|
| 극성 표면적 | 50.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 110 |
| 물질 분류 | Nitrogen Compounds -> Nitriles |
| SpringerMaterials Properties | Moessbauer quadrupole effect |
| 증기압 | 0.13 [mmHg]0.2 mm Hg ( 20 °C) |
| Physical Description | Colorless liquid with a mild odor[Alfa Aesar MSDS] |
| 녹는점 | -13 °C |
| 끓는 점 | 204-207 °C(lit.) |
| 밀도 | 1.123 g/mL at 25 °C(lit.) |
| 증기 밀도 | 3.41 (vs air) |
| 굴절률 | n20/D 1.417(lit.) |
| 인화점 | >230 °F |
| 저장 조건 | Sealed in dry,Room Temperature |
| 용해도 | 54g/L |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 2.75±0.10(Predicted) |
| 색상 | 투명하고 무색에서 아주 약간 노란색을 띤다. |
| 용해도 | 54g/L(20℃) |
| BRN | 773945 |
| 헨리 상수 | 3.5×101 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| 유전율 | 29.4(21℃) |
| InChI | 1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3 |
| InChIKey | ANGDWNBGPBMQHW-UHFFFAOYSA-N |
| SMILES | COC(=O)CC#N |
| LogP(분배 계수) | -0.47 at 25℃ |
| NIST | Acetic acid, cyano-, methyl ester(105-34-0) |
| EPA | Acetic acid, cyano-, methyl ester (105-34-0) |
화학적 성질
clear colorless to very slighlty yellow liquid
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 19% (52 of 273) of reports.WarningH319 (81%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)Aggregated GHS information provided per 273 reports by companies from 8 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: Acetic acid, cyano-, methyl esterStatus: Active Update: 05-11-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/5657Acetic acid, cyano-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A strong eye irritant[Alfa Aesar MSDS] See Ethyl cyanoacetate. |
| Hazard Classes and Categories | Eye Irrit. 2 (81%) |
| 유해 작용 | Other Poison - Chemical Asphyxiant |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AG4375000 |
| 독성 | guinea pig,LDLo,skin,400mg/kg (400mg/kg),"Prehled Prumyslove ToxikologieOrganicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 920, 1986. |
| 관세 코드 | 29269095 |
| 위험 표시 | Xi |
| 안전 문구(S) | 24/25 |
| 기존화학 물질 | KE-23685 |
| 위험 참고 사항 | Irritant |
| 위험 등급 | Eye Irrit. 2 |
| 저장 분류 | 10 - Combustible liquids |
용도
용도
Methyl cyanoacetate is an intermediate in the preparation of α-cyanoacrylate, malononitrile, 1,1-cyclohexanediacetic acid dye. It is used as UV absorber or stabiliser, intermediate for pharmaceuticals. It may be used in the synthesis of various 1,2,5-tricarbonyl compounds.
일반 설명
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knvenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α-cyanocinnamic esters.