1-메틸이미다졸
1-메틸이미다졸 · 메틸이미다졸 · 메틸이미다졸.1H-이미다졸,1-메틸- · 1-메틸이미다졸(1-METHYLIMIDAZOLE) · N-METHYLIMIDAZOLE · 1-methyl-1h-imidazole · MIM · MeIm
식별자 및 물리적 특성
| CAS No. | 616-47-7 |
|---|---|
| 분자식 | C4H6N2 |
| 평균 분자량 | 82.1 g/mol |
| 단동위원소 질량 | 82.05309819 g/mol |
| SMILES | Cn1ccnc1 |
| InChIKey | MCTWTZJPVLRJOU-UHFFFAOYSA-N |
| PubChem CID | 1390 |
| ChEMBL | CHEMBL543 |
| ChEBI | CHEBI:113454 |
| EC No. | 210-484-7 |
| DTXSID | DTXSID6052291 |
| 현지명 | 1-메틸이미다졸 |
화학 및 물리적 성질
| XLogP | -0.1 |
|---|---|
| 극성 표면적 | 17.8 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 6 |
| 형식 전하 | 0 |
| 복잡도 | 44.8 |
| 물질 분류 | Nitrogen Compounds -> Imidazoles |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Density |
| 밀도 | 1.0325 @25 °C1.03 g/mL at 25 °C(lit.) |
| 끓는 점 | 196 °C @760 [mm Hg]198 °C(lit.) |
| 녹는점 | -6 °C−60 °C(lit.) |
| 증기압 | 0.47 [mmHg]0.4 mm Hg ( 20 °C) |
| Physical Description | LiquidColorless to yellow hygroscopic liquid[Alfa Aesar MSDS] |
| Dissociation Constants | 6.95 (at 25 °C) |
| 굴절률 | n20/D 1.495(lit.) |
| 인화점 | 198 °F |
| 저장 조건 | Store below +30°C. |
| 용해도 | 클로로포름(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 6.95(at 25℃) |
| 비중 | 1.031 |
| 색상 | 무색~황색으로 투명함 |
| pH | 9.5-10.5 (50g/l, H2O, 20℃) |
| 생물학적 소스 | synthetic |
| 폭발한계 | 2.7-15.7%(V) |
| 용해도 | 물과 섞일 수 있습니다. |
| BRN | 105197 |
| 헨리 상수 | 6.9×101 mol/(m3Pa) at 25℃, Du et al. (2017) |
| 안정성 | 안정적이지만 습기에 민감합니다. 산, 산무수물, 강산화제, 습기, 이산화탄소, 산염화물과 혼합되지 않습니다. |
| InChI | 1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3 |
| InChIKey | MCTWTZJPVLRJOU-UHFFFAOYSA-N |
| SMILES | Cn1ccnc1 |
| LogP(분배 계수) | -0.19 at 25℃ |
| NIST | 1H-Imidazole, 1-methyl-(616-47-7) |
| EPA | 1H-Imidazole, 1-methyl- (616-47-7) |
화학적 성질
1-Methylimidazole or N-methylimidazole is an aromatic heterocyclic organic compound with the formula CH3C3H3N2. It is a colorless to yellow liquid, with an amine-like odor. It is miscible with water. N-methylimidazole is an important raw material for the synthesis of pharmaceutical intermediates, used in the preparation of losartan, nizofenone, 1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride and naphazoline hydrochloride, etc. It is also used as a specialty solvent, a base, and as a precursor to some ionic liquids.
안전 및 규제
| GHS 분류 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 0.1% (1 of 797) of reports.H302 (96.9%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 규제 정보 | Chemical: 1H-Imidazole, 1-methyl-1H-Imidazole, 1-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Imidazole, 1-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/100381-Methylimidazole: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | Evaluation - 1H-Imidazole, 1-methyl- |
| 유해성 요약 | Causes convulsions in oral and intraperitoneal lethal-dose studies of mice[RTECS] Dermal LD50 (rabbit) = 400-640 mg/kgCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsHarmful by ingestion and skin absorption[Alfa Aesar MSDS] See Imidazole. |
| Hazard Classes and Categories | Acute Tox. 4 (96.9%)Acute toxicity (ingestion) - category 4Acute Tox. 4 * |
| Protective Action Criteria (PAC) | 2.3 [mg/m3]25 [mg/m3]150 [mg/m3] |
| 유해 작용 | Dermatotoxin - Skin burns. |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | NI7000000 |
| 운송 번호(UN) | UN 3267 8/PG 2 |
용도
용도
1-Methylimidazole is an aprotic solvent. It is a derivative of imidazole used in the production of pharmaceuticals, pesticides, ion exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It can also be used as a catalyst for the manufacture of polyurethane and a curing agent for epoxy resins. For example, when 1-methylimidazole is added to an aqueous diethylenetriamine (DETA) solution, high CO2 loading can be achieved through phase separation of the absorbent during CO2 absorption[1].
일반 설명
This product has been enhanced for catalysis. 1-Methylimidazole is a derivative of imidazole that is utilized in the manufacture of such classes of items as pharmaceuticals, pesticides, ion-exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It is also used as a catalyst for manufacturing polyurethanes and a curing agent for epoxy resins.
제조 및 합성 방법
제조 방법
1-Methylimidazole is prepared mainly by two routes industrially. The main one is acid-catalysed methylation of imidazole by methanol. The second method involves the Radziszewski reaction from glyoxal, formaldehyde, and a mixture of ammonia and methylamine. (CHO)2 + CH2O + CH3NH2 + NH3 → H2C2N(NCH3)CH + 3 H2O The compound can be synthesized on a laboratory scale by methylation of imidazole at the pyridine-like nitrogen and subsequent deprotonation. Similarly, 1-methylimidazole may be synthesized by first deprotonating imidazole to form a sodium salt followed by methylation. H2C2N(NH)CH + CH3I → [H2C2(NH)(NCH3)CH]I [H2C2(NH)(NCH3)CH]I + NaOH → H2C2N(NCH3)CH + H2O + NaI