2-メチルイミダゾール
2-メチルイミダゾール · 2-メチルベンゾイミダゾール · 2-メチル1H-イミダゾール · 2-メチル-1H-イミダゾール · 2-メチルイミダゾ-ル · ２メチルイミダゾル · 2‐メチルイミダゾール · 2-メチルイミダゾール標準物質
識別子と物理属性
| CAS No. | 693-98-1 |
|---|---|
| 分子式 | C4H6N2 |
| 平均分子量 | 82.1 g/mol |
| 単同位体質量 | 82.05309819 g/mol |
| SMILES | Cc1ncc[nH]1 |
| InChIKey | LXBGSDVWAMZHDD-UHFFFAOYSA-N |
| PubChem CID | 12749 |
| ChEMBL | CHEMBL293391 |
| EC No. | 211-765-7 |
| DTXSID | DTXSID4022107 |
| 現地名 | 2-メチルイミダゾール |
化学・物理的性質
| XLogP | 0.2 |
|---|---|
| 極性表面積 | 28.7 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 44.8 |
| 物質分類 | Nitrogen Compounds -> Imidazoles |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP（分配係数） | log Kow = 0.24 |
| Color/Form | Solid |
| 溶解度 | Very soluble in ethanol780g/リットル水およびエタノールに可溶。 |
| 沸点 | 267 °C267-268 °C (lit.) |
| 融点 | 144 °C142-143 °C (lit.) |
| 蒸気圧 | 0.01 [mmHg]<1 mm Hg ( 0 °C) |
| Physical Description | Other SolidDry PowderLarge CrystalsLiquid[HSDB] Colorless solid[NTP] Crystalline solid[Alfa Aesar MSDS] |
| Dissociation Constants | pKa = 7.86 (conjugate acid) |
| Collision Cross Section | 112.8 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID4022107] |
| 密度 | 1.0500 (rough estimate) |
| 屈折率 | 1.4970 (estimate) |
| 引火点 | 155 °C |
| 貯蔵条件 | 2-8°C |
| pKa（酸解離定数） | 14.44±0.10(Predicted) |
| 外観・状態 | 結晶性粉末 |
| 色 | 白色～淡黄色 |
| pH | 10.5-11.5 (100g/l, H2O, 20℃) |
| BRN | 1368 |
| ヘンリー定数 | 8.1×102 mol/(m3Pa) at 25℃, Du et al. (2017) |
| InChI | 1S/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6) |
| InChIKey | LXBGSDVWAMZHDD-UHFFFAOYSA-N |
| SMILES | Cc1ncc[nH]1 |
| LogP（分配係数） | 0.22 at 25℃ |
| CAS データベース | 693-98-1(CAS DataBase Reference) |
| NISTの化学物質情報 | 1H-Imidazole, 2-methyl-(693-98-1) |
| EPAの化学物質情報 | 2-Methylimidazole (693-98-1) |
化学的特性
2-Methylimidazole is a white to light yellow crystalline powder with an amine-like odor. It is highly soluble in polar organic solvents. Insoluble in ether and cold benzene, easily soluble in water, alcohols and ketones. Irritating to skin and mucous membranes. Mice orally LD50 1400mg/kg.
化学的特性
The 2-methylimidazole molecule is approximately planar, and the maximum deviation of all non-H atoms from the plane of the least squares imidazole is 0.006(2). N–H··· N hydrogen bonds link molecules together to form infinite chains of hydrogen bond pattern C(4). The crystal of 2-methylimidazole is in orthorhombic crystal system with space group P212121 (Z = 4), lattice parameters: a = 5.9957(12) , b = 8.1574(16) and c = 9.7010(19) , V = 474.47(16) [1].
安全性と法規制
| GHS 分類 | DangerH360Df: May damage the unborn childSuspected of damaging fertility [Danger Reproductive toxicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 8.4% (64 of 758) of reports.H302 (81.9%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 規制情報 | Chemical: 1H-Imidazole, 2-methyl-Hazard Traits - CarcinogenicityReproductive Toxicity1H-Imidazole, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Imidazole, 2-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: 31-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/5866Substance: 2-methylimidazole2-Methylimidazole: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - 1H-Imidazole, 2-methyl-: Human health tier II assessment |
| 有害性の概要 | Causes neurological effects including convulsions and tremors in livestock and experimental animalsChanges in thyroid hormone concentrations, anemia, and testicular degeneration observed in studies of rodents[NTP] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsToxic by ingestion[Alfa Aesar MSDS] See 4-Methylimidazole. |
| Special Reports | Department of Health & Human Services/National Institute of Environmental Health Sciences, National Toxicology ProgramToxicology and Carcinogenesis Studies of 2-Methylimidazole (CAS No. 693-98-1) in F344/N Rats and B6C3F1 Mice (Feed Studies), NTP TR 516 (December 2004). |
| Toxic Combustion Products | Hazardous decomposition products formed under fire conditions: Carbon oxides, nitrogen oxides (NOx). |
| Hazard Classes and Categories | Acute Tox. 4 (81.9%) |
用途
用途
主たる用途は医薬品?写真用化学品の合成用の主発材料や中間体である。
使用
2-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 2-Methylimidazole as well as other imidazoles can be use as catalyst for refolding of enhanced coloured fluorescent protein. 2-Methylimidazole has been identified as a byproduct of fermentation and is detected in foods and mainstream and side-str eam tobacco smoke.
一般的な説明
It is a white or colorless solid that is highly soluble in polar organic solvents and water. It is a precursor to a range of drugs and is a ligand in coordination chemistry.
製法・合成法
純化方法
Recrystallise 2-methylimidazole from *benzene or pet ether. The picrate has m 215o (from H2O). [Beilstein 23 III/IV 594, 23/5 V 35.]