4,4'-ジメチルトリフェニルアミン
4,4'-ジメチルトリフェニルアミン · フェニルジ-p-トリルアミン · N,N-ジ-p-トリルアニリン · N,N-ビス(4-メチルフェニル)ベンゼンアミン · ジ-p-トリルフェニルアミン · ビス(4-メチルフェニル)フェニルアミン · N,N-ビス(4-メチルフェニル)アニリン · フェニルジ(p-トリル)アミン
識別子と物理属性
| CAS No. | 20440-95-3 |
|---|---|
| 分子式 | C20H19N |
| 平均分子量 | 273.4 g/mol |
| 単同位体質量 | 273.15174961 g/mol |
| SMILES | Cc1ccc(N(c2ccccc2)c2ccc(C)cc2)cc1 |
| InChIKey | YWKKLBATUCJUHI-UHFFFAOYSA-N |
| PubChem CID | 88539 |
| EC No. | 243-822-7 |
| DTXSID | DTXSID5066611 |
| 現地名 | 4,4'-ジメチルトリフェニルアミン |
化学・物理的性質
| XLogP | 6.5 |
|---|---|
| 極性表面積 | 3.2 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 3 |
| 重原子数 | 21 |
| 形式電荷 | 0 |
| 複雑度 | 269 |
| 融点 | 112°C |
| 沸点 | 289.3 °C |
| 密度 | 1.079±0.06 g/cm3(Predicted) |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| 外観・状態 | powder to crystal |
| pKa（酸解離定数） | -2.19±0.50(Predicted) |
| 色 | White to Orange to Green |
| InChI | InChI=1S/C20H19N/c1-16-8-12-19(13-9-16)21(18-6-4-3-5-7-18)20-14-10-17(2)11-15-20/h3-15H,1-2H3 |
| InChIKey | YWKKLBATUCJUHI-UHFFFAOYSA-N |
| SMILES | C1(N(C2=CC=C(C)C=C2)C2=CC=CC=C2)=CC=C(C)C=C1 |
| CAS データベース | 20440-95-3(CAS DataBase Reference) |
| EPAの化学物質情報 | Benzenamine, 4-methyl-N-(4-methylphenyl)-N-phenyl- (20440-95-3) |
化学的特性
White to yellow solid
安全性と法規制
| GHS 分類 | WarningH302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (97.5%) |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29214990 |
用途
使用
4,4'-Dimethyltriphenylamine (DMTPA) can be used as a starting material for the synthesis of 4-[bis(4-methylphenyl)amino]benzaldehyde (BMABA). BMABA is a molecule exhibiting mechanophluorescence, and it has applications in fields such as sensors, data storage and smart switches [5]. The reaction process and mechanism are as follows:This synthesis method is carried out via the Vilsmeier-Haack reaction. DMTPA (1.37 g, 5.01 mmol) was dissolved in DMF (2.3 mL, 29.8 mmol), and trichlorooxaphosphorane (0.46 mL, 5.02 mmol) was slowly added under an ice-water bath. Upon completion of the addition, the reaction temperature was adjusted to 100 °C and the mixture was heated for 3 h. After cooling to room temperature, the product was dissolved in dichloromethane, then neutralised with a sodium bicarbonate solution, extracted, dried over anhydrous Na₂SO₄, and the solid product was collected by vacuum distillation. Chromatographic separation was performed on a silica gel column using a mobile phase of dichloromethane and methanol (Vdichloromethane:Vmethanol = 100:1), yielding pale yellow BMABA (1.14 g, 75.6% yield).
製法・合成法
純化方法
Crystallise the amine once from EtOAc, then twice from EtOH to give pale yellow needles [Marsden J Chem Soc 627 1937, Beilstein 12 III 2033.]