N-甲基-3-甲氧基苄胺
双氮奋兴杂质1 · 3-甲氧基-N-甲基苄胺 · N-甲基-3-甲氧基苄胺 · 3-甲氧基-N-甲基苯甲胺 · 3-甲氧基-N-甲基苯甲基胺 · (3-甲氧基苄基)-甲基-胺 · (3-甲氧基苄基)甲胺盐酸盐 · N-甲基-3-甲氧基苄胺 10G
标识与物理属性
| CAS No. | 41789-95-1 |
|---|---|
| 分子式 | C9H13NO |
| 平均分子量 | 151.21 g/mol |
| 单同位素质量 | 151.09971404 g/mol |
| SMILES | CNCc1cccc(OC)c1 |
| InChIKey | FIFKRPFWLHBMHL-UHFFFAOYSA-N |
| PubChem CID | 5152225 |
| EC No. | 627-600-0 |
| DTXSID | DTXSID90408899 |
| 中文名 | N-甲基-3-甲氧基苄胺 |
化学与物理性质
| XLogP | 1.4 |
|---|---|
| 极性表面积 | 21.3 |
| 氢键供体 | 1 |
| 氢键受体 | 2 |
| 可旋转键 | 3 |
| 重原子 | 11 |
| 形式电荷 | 0 |
| 复杂度 | 106 |
| 沸点 | 130-133 °C28 mm Hg(lit.) |
| 密度 | 1.014 g/mL at 25 °C(lit.) |
| 折射率 | n20/D 1.5290(lit.) |
| 闪点 | 212 °F |
| 储存条件 | Keep in dark place,Sealed in dry,Room Temperature |
| 溶解性 | Soluble in chloroform, dichloromethane, ethyl acetate and methanol. |
| pKa（酸度系数） | 9.65±0.10(Predicted) |
| 形态 | Liquid |
| 敏感性 | Air Sensitive |
| InChI | 1S/C9H13NO/c1-10-7-8-4-3-5-9(6-8)11-2/h3-6,10H,7H2,1-2H3 |
| InChIKey | FIFKRPFWLHBMHL-UHFFFAOYSA-N |
| SMILES | CNCc1cccc(OC)c1 |
安全与法规
| GHS 分类 | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.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. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%)Skin Sens. 1 (100%)Eye Dam. 1 (100%) |
| 水危害等级（WGK） | 2 |
| 危险类别 | IRRITANTAcute Tox. 4 OralEye Dam. 1Skin Sens. 1 |
| 储存类别 | 10 - Combustible liquids |
| 安全说明（S） | 26-36/37/39 |
| 海关编码 | 2922290090 |
| 危险品标志 | Xn |
| 危险类别码（R） | 22-41-43 |
制备与合成方法
生产方法
向3-甲氧基苯甲醛（180 g，1.32 mol）的甲醇（1 L）溶液中缓慢加入40%甲胺水溶液（113 mL，1.31 mol），反应混合物于0℃下搅拌1小时。随后，在相同温度下分批加入硼氢化钠（75 g，1.98 mol），继续搅拌1小时。反应完成后，将溶液减压浓缩至较小体积，用水（200 mL）稀释，并用二氯甲烷（3×500 mL）萃取。合并有机相，经无水硫酸钠干燥，过滤后减压浓缩，得到粗产物N-甲基-3-甲氧基苄胺（220 g，定量），为透明油状物，直接用于后续反应无需进一步纯化。1H NMR (CDCl3, 500 MHz) δ: 7.23 (t, J = 8.0 Hz, 1H), 6.92-6.88 (m, 2H), 6.81-6.78 (m, 1H), 3.80 (s, 3H), 3.73 (s, 2H), 2.45 (s, 3H), 2.07 (br s, 1H)。参考文献：[1] Patent: WO2010/132437, 2010, A1. Location in patent: Page/Page column 74; 101-102[2] Patent: WO2009/149258, 2009, A2. Location in patent: Page/Page column 19; 23[3] Patent: US2007/21408, 2007, A1. Location in patent: Page/Page column 57; 59; 60; 62; 63; 64-65; 66; 70; 71; 73; 74; 88[4] Patent: US2014/275101, 2014, A1. Location in patent: Paragraph 0072; 0074; 0075[5] Synthesis, 1990, # 3, p. 253 - 255