4-メチルモルホリン
4-メチルモルホリン · N-メチルモルホリン · メチルモルホリン · Nメチルモルホリン · N‐メチルモルホリン · NMM · N-METHYLMORPHOLINE · Methylmorpholine
識別子と物理属性
| CAS No. | 109-02-4 |
|---|---|
| 分子式 | C5H11NO |
| 平均分子量 | 101.15 g/mol |
| 単同位体質量 | 101.08406397 g/mol |
| SMILES | CN1CCOCC1 |
| InChIKey | SJRJJKPEHAURKC-UHFFFAOYSA-N |
| PubChem CID | 7972 |
| ChEMBL | CHEMBL2448839 |
| EC No. | 203-640-0 |
| DTXSID | DTXSID9029146 |
| 現地名 | 4-メチルモルホリン |
化学・物理的性質
| XLogP | -0.3 |
|---|---|
| 極性表面積 | 12.5 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 7 |
| 形式電荷 | 0 |
| 複雑度 | 50 |
| 密度 | 0.9 @25 °C0.92 g/mL at 25 °C(lit.) |
| 引火点 | 75 °F (NFPA, 2010) |
| 沸点 | 115 °C @760 [mm Hg]115-116 °C750 mm Hg(lit.) |
| 蒸気圧 | 13.2 [mmHg]18 mm Hg ( 20 °C) |
| Physical Description | 4-methylmorpholine appears as a water-white liquid with an ammonia-like odor. Less dense than water and insoluble in water. May be moderately toxic by ingestion, inhalation and skin absorption. Very irritating to skin, eyes, and mucous membranes. Used as a solvent and to make pharmaceuticals.A water-white liquid with an ammonia-like odor[CAMEO] |
| Dissociation Constants | 7.4 |
| Kovats Retention Index | 7887871080 |
| 融点 | −66 °C(lit.) |
| 蒸気密度 | >1 (vs air) |
| 屈折率 | n20/D 1.435(lit.) |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | Chloroform (Soluble), Ethyl Acetate, Methanol (Slightly)>500g/L (20℃) |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 7.38(at 25℃) |
| 色 | クリア |
| 比重 | 0.920 (20/4℃) |
| pH | 10.6 (50g/l, H2O, 20℃) |
| 爆発限界 | 2.1%(V) |
| Merck | 14,6277 |
| BRN | 102719 |
| ヘンリー定数 | 5.0×100 mol/(m3Pa) at 25℃, Du et al. (2017) |
| 安定性 | Volatile |
| InChI | 1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 |
| InChIKey | SJRJJKPEHAURKC-UHFFFAOYSA-N |
| SMILES | CN1CCOCC1 |
| LogP（分配係数） | -0.32 at 25℃ |
| CAS データベース | 109-02-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Morpholine, 4-methyl-(109-02-4) |
| EPAの化学物質情報 | 4-Methylmorpholine (109-02-4) |
| Absorption | cut-off at 290nm |
化学的特性
colorless and transparent liquid. with characteristic odor. soluble in organic solvents, miscible with water and ethanol.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 2% (14 of 715) of reports.DangerH225 (89.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]H302 (94.5%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (55.4%): Harmful in contact with skin [Warning Acute toxicity, dermal]H314 (98%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H318 (40.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H332 (38.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 715 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 14 of 715 reports by companies.There are 13 notifications provided by 701 of 715 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. |
|---|---|
| 規制情報 | Chemical: Morpholine, 4-methyl-Morpholine, 4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Morpholine, 4-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: 21-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13472Status: Active Update: 08-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/10571Morpholine, 4-methyl-: HSNO Approval: HSR001392 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
用途
用途
有機合成原料。
用途
有機合成の塩基触媒
一般的な説明
4-Methylmorpholine is a water-white liquid with an ammonia-like odor. Less dense than water and insoluble in water. Flash point 75°F. May be moderately toxic by ingestion, inhalation and skin absorption. Very irritating to skin, eyes, and mucous membranes. Used as a solvent and to make pharmaceuticals.
製法・合成法
製造方法
4-Methylmorpholine preparation method is to slowly add formaldehyde in morpholine drop by drop, under stirring add formic acid reaction, automatic reflux, and release carbon dioxide. After adding formic acid, heating reflux 4 ~ 5h, cooling and adding sodium hydroxide immediately distillation, collect all the fraction before the boiling point of 99 ℃, and then add sodium hydroxide in the fraction to saturation, cooling the oil layer, drying, fractional distillation, to obtain N-methylmorpholine.
純化方法
Dry it by refluxing with BaO or sodium, then fractionally distil it through a helices-packed column. The picrate has m 227o, the thiocyanate salt has m 103o (from butanone). [Hall J Phys Chem 60 63 1956, Beilstein 27 I 203, 27 III/IV 22.]