4-Di-p-tolylamino-benzaldehyde CAS 42906-19-4
4-Di-p-tolylamino-benzaldehyde Basic information
| Product Name: | 4-Di-p-tolylamino-benzaldehyde |
| Synonyms: | 4,4'-Bis(4-methylphenyl)-aminobenzoaldehyde;4-(DI-P-TOLYLAMINO)BENZALDEHYDE;4-FORMYL-4',4''-DIMETHYLTRIPHENYLAMINE;4-[BIS(4-METHYLPHENYL)AMINO]BENZALDEHYDE;4-(Di-p-Tlylamino)benzaldehyde;4-(Dip-tolylamino)benzaldehyde ,98%;4-(N,N-Di-p-tolylamino)benzaldehyde;p-[N,N-Di-p-tolylamino]benzaldehyde |
| CAS: | 42906-19-4 |
| MF: | C21H19NO |
| MW: | 301.38 |
| EINECS: | 255-996-1 |
| Product Categories: | Electronic Chemicals;Yellow crystalline powder;electronic;Yellow Powder |
| Mol File: | 42906-19-4.mol |
4-Di-p-tolylamino-benzaldehyde Chemical Properties
| Melting point | 109 °C |
| Boiling point | 470.5±45.0 °C(Predicted) |
| density | 1.138±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | almost transparency in hot Acetonitrile |
| pka | -4.76±0.50(Predicted) |
| form | powder to crystal |
| color | Light yellow to Amber to Dark green |
| InChI | InChI=1S/C21H19NO/c1-16-3-9-19(10-4-16)22(20-11-5-17(2)6-12-20)21-13-7-18(15-23)8-14-21/h3-15H,1-2H3 |
| InChIKey | XCGLXUJEPIVZJM-UHFFFAOYSA-N |
| SMILES | C(=O)C1=CC=C(N(C2=CC=C(C)C=C2)C2=CC=C(C)C=C2)C=C1 |
| CAS DataBase Reference | 42906-19-4(CAS DataBase Reference) |
| EPA Substance Registry System | Benzaldehyde, 4-[bis(4-methylphenyl)amino]- (42906-19-4) |
Safety Information
| TSCA | TSCA listed |
| HS Code | 2922.39.4500 |
| Chemical Properties | Light yellow - yellow-green powder |
| Synthesis | 20440-95-3 68-12-2 42906-19-4 N,N-dimethylformamide (2.74 g, 37.5 mmol) was slowly added dropwise to a mixed system of 4,4'-dimethyltriphenylamine (2.27 g, 18.8 mmol) and phosphorus trichloride (5.65 g, 22.5 mmol) at 25 °C. The reaction mixture was continuously stirred and heated at 130 °C for 6 hours. Upon completion of the reaction, the system was cooled to room temperature and subsequently poured into 50 mL of cold water and extracted with chloroform (3 x 15 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and filtered. Purification by recrystallization from dilute ethanol afforded the target product 4-di-p-tolylaminobenzaldehyde (R2-CHO). Yield: 1.75 g (31.5% yield). The melting point of the product was 96.3-97.5 °C. Electrospray ionization mass spectrometry (ESI-MS) showed the molecular ion peak ([M + H]+) m/z was 302.4. |
| References | [1] Chemical Communications, 2014, vol. 50, # 52, p. 6869 - 6871 [2] Dyes and Pigments, 2011, vol. 88, # 3, p. 333 - 343 [3] Tetrahedron, 2003, vol. 59, # 25, p. 4673 - 4685 [4] Dyes and Pigments, 2014, vol. 108, p. 32 - 40 [5] Journal of Chemical Crystallography, 2000, vol. 30, # 11, p. 749 - 753 |
4-Di-p-tolylamino-benzaldehyde Preparation Products And Raw materials
| Raw materials | 4,4'-Dimethyltriphenylamine-->N,N-Dimethylformamide |
