1,1′-카보닐디이미다졸
1,1′-카보닐디이미다졸 · N,N'-카보닐디이미다졸 · CDI · CARBONYLDIIMIDAZOLE · 1,1'-CARBONYLDIIMIDAZOLE (CDI) · DI(1H-IMIDAZOL-1-YL)METHANONE · N,N-CARBONYLDIIMIDAZOLE · N,N'-Carbonyldiimidazole
식별자 및 물리적 특성
| CAS No. | 530-62-1 |
|---|---|
| 분자식 | C7H6N4O |
| 평균 분자량 | 162.15 g/mol |
| 단동위원소 질량 | 162.05416083 g/mol |
| SMILES | O=C(n1ccnc1)n1ccnc1 |
| InChIKey | PFKFTWBEEFSNDU-UHFFFAOYSA-N |
| PubChem CID | 68263 |
| ChEMBL | CHEMBL3903881 |
| EC No. | 208-488-9 |
| DTXSID | DTXSID9038761 |
| 현지명 | 1,1′-카보닐디이미다졸 |
화학 및 물리적 성질
| XLogP | -0.2 |
|---|---|
| 극성 표면적 | 52.7 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 166 |
| Physical Description | Solid[Merck Index] White crystalline powder[Alfa Aesar MSDS] |
| 녹는점 | 117-122 °C(lit.) |
| 끓는 점 | 288.83°C (rough estimate) |
| 밀도 | 1.303 g/mL at 25 °C |
| 증기압 | 0.006-0.012Pa at 20-25℃ |
| 굴절률 | n20/D1.434 |
| 저장 조건 | 2-8°C |
| 용해도 | 디메틸포름아미드에 용해됩니다. |
| pKa(산도 계수) | 2.90±0.10(Predicted) |
| 물리적 상태 | 결정성 분말 |
| 색상 | 흰색에서 연한 크림 |
| pH | 7.7 (50g/l, H2O, 20℃) |
| 용해도 | 물에 불용성 |
| Merck | 14,1819 |
| BRN | 6826 |
| 안정성 | 안정적이지만 습기에 민감합니다. 산, 강산화제, 물과 호환되지 않습니다. |
| InChI | 1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H |
| InChIKey | PFKFTWBEEFSNDU-UHFFFAOYSA-N |
| SMILES | O=C(n1ccnc1)n2ccnc2 |
| EPA | 1H-Imidazole, 1,1'-carbonylbis- (530-62-1) |
화학적 성질
The substance appears as a white to slightly pale-yellow crystalline powder with a melting point range of 115.5-116°C. It exhibits poor solubility in water, while displaying solubility in alcohol and ether.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.4% (1 of 233) of reports.DangerH302 (84.1%): Harmful if swallowed [Warning Acute toxicity, oral]H314 (83.3%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H315 (15.9%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (45.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (15.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H360 (26.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]H360D (16.3%): May damage the unborn child [Danger Reproductive toxicity]P203, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P321, P330, P332+P317, P337+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 233 reports by companies from 28 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 233 reports by companies.There are 27 notifications provided by 232 of 233 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Chemical: 1H-Imidazole, 1,1'-carbonylbis-Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/103641,1'-Carbonyldiimidazole: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Hydrolyzed by water evolving carbon dioxide[Merck Index] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsHarmful by ingestion[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (84.1%)Skin Corr. 1B (83.3%)Skin Irrit. 2 (15.9%)Eye Dam. 1 (45.9%)Eye Irrit. 2 (15.9%)Repr. 1B (26.2%)Repr. 1B (16.3%) |
| 유해 작용 | Dermatotoxin - Skin burns.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| 운송 번호(UN) | UN 3263 8/PG 2 |
| 독성 | LD50 orally in Rabbit: 1071 mg/kg |
| 관세 코드 | 29332990 |
| 위험 문구(R) | 22-34-36/37/38-40-36/38 |
| 위험 표시 | C,Xi,Xn |
| 안전 문구(S) | 26-36/37/39-45-37/39-27-36/37 |
| 포장분류 | III |
| 위험 등급 | 8Acute Tox. 4 OralEye Dam. 1Skin Corr. 1B |
| 기존화학 물질 | KE-04758 |
| F 고인화성물질 | 10-21 |
| 위험 참고 사항 | Harmful/Corrosive/Moisture Sensitive |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
용도
용도
CDI, also known as 1,1'-carbonyldiimidazole, is a commonly used peptide coupling reagent in the synthesis of peptides and nucleoside triphosphates. It usually contains approximately 10% imidazole and reacts rapidly with carboxylic acids to produce acyl imidazoles. Later, it readily reacts with amines to create amides. In addition, CDI is useful in converting alcohols and amines into a range of chemical compounds, including carbamates, esters, and ureas.
일반 설명
1,1′-Carbonyldiimidazole (N,N′-carbonyldiimidazole) is a versatile peptide-forming reagent.
제조 및 합성 방법
제조 방법
1,1'-Carbonyldiimidazole has been prepared by the reaction of imidazole and phosgene in anhydrous benzene and anhydrous tetrahydrofuran. It has also been obtained by the reaction of 1-(trimethylsilyl)imidazole and phosgene in anhydrous benzene, but that method offers no advantages that justify the more extensive preparative effort required.DOI: 10.15227/orgsyn.048.0044