아이타코닉 무수물
아이타코닉무수물 · 아이타코닉 무수물 · 2,5-Furandione, dihydro-3-methylene- · 3-Methylenedihydrofuran-2,5-dione · ITACONIC ANHYDIDE · ITACONIC AHYDRIDE · ITACONIC ANHYDRIDE · ItaconicAnhydride>Itaconic anhydride,98%
식별자 및 물리적 특성
| CAS No. | 2170-03-8 |
|---|---|
| 분자식 | C5H4O3 |
| 평균 분자량 | 112.08 g/mol |
| 단동위원소 질량 | 112.01604399 g/mol |
| SMILES | C=C1CC(=O)OC1=O |
| InChIKey | OFNISBHGPNMTMS-UHFFFAOYSA-N |
| PubChem CID | 75110 |
| ChEMBL | CHEMBL87967 |
| EC No. | 218-518-2 |
| DTXSID | DTXSID8062230 |
| 현지명 | 아이타코닉 무수물 |
화학 및 물리적 성질
| XLogP | 0.2 |
|---|---|
| 극성 표면적 | 43.4 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 169 |
| Polymers | Plastics & Rubber -> Acid Anhydrides, Cyclic |
| SpringerMaterials Properties | Chemical shift |
| Physical Description | Off-white or white crystalline powder[Alfa Aesar MSDS] |
| 녹는점 | 66-68 °C (lit.) |
| 끓는 점 | 114-115 °C/12 mmHg (lit.) |
| 밀도 | 1.2600 |
| 굴절률 | 1.5130 (estimate) |
| 인화점 | 114-115°C/12mm |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 결정성 분말 |
| 색상 | 흰색에서 크림색으로 |
| 용해도 | 물에서 가수분해됩니다. |
| BRN | 2212 |
| InChI | InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2 |
| InChIKey | OFNISBHGPNMTMS-UHFFFAOYSA-N |
| SMILES | O1C(=O)CC(=C)C1=O |
| NIST | 2,5-Furandione, dihydro-3-methylene-(2170-03-8) |
| EPA | 2,5-Furandione, dihydro-3-methylene- (2170-03-8) |
화학적 성질
WHITE TO CREAM CRYSTALLINE POWDER
안전 및 규제
| GHS 분류 | WarningH302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 2,5-Furandione, dihydro-3-methylene-Status: Active Update: 03-02-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/189592,5-Furandione, dihydro-3-methylene-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Hydrolyzed by waterAn irritant[Alfa Aesar MSDS] See ACID ANHYDRIDES. |
| Hazard Classes and Categories | Acute Tox. 4 (83.3%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| 관세 코드 | 2917 19 80 |
| 위험 문구(R) | 36/37/38-22 |
| 위험 표시 | Xi,Xn |
| 안전 문구(S) | 26-36-24/25 |
| F 고인화성물질 | 3-10-21 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Itaconic anhydride is used in immobilization of β-glucosidase. It undergoes estrification to obtain suitable monomers for emulsion polymerization itaconates.
일반 설명
Itaconic anhydride (ITA) is a biobased material that is obtained from renewable resources. It is produced from the pyrolysis of citric acid or by fermenting carbohydrates which forms itanoic acid. Itanoic acid can be dehydrated to form an anhydride. It is relatively more reactive that maleic anhydride and can be used as an alternating monomer that facilitates the introduction of polar functionalities in polymers.
제조 및 합성 방법
제조 방법
To a flask equipped with a 12 mm diameter ground glass adaptor tube bent for downward distillation and joined to a 100 cm condenser is added 200 gm (0.95 mole) of citric acid monohydrate. An ice-cooled flask and a cold trap are connected to the condenser. The flask containing the citric acid is heated rapidly with a wide flame of the Meker burner so that in 12-15 min the distillation at 175-190°C is complete. The distillation is stopped earlier if the vapors in the reaction flask become yellow. Superheating of the citric acid will cause rearrangement to citraconic anhydride. The water is quickly separated from the distillate and the itaconic anhydride layer dried to afford 40-50 gm (37-47%), m.p. 67-68°C. Long time contact of the water with the anhydride causes it to hydrolyze to itaconic acid, m.p. 162-165°C.