| Identification | More | [Name]
4-(Diethylamino)salicylaldehyde | [CAS]
17754-90-4 | [Synonyms]
2-Hydroxy-4-diethylaminobenzaldehyde
4-(diethylamino)-2-hydroxy-benzaldehyd
4-(diethylamino)salicyladehyde
4-(diethylamino)-salicylaldehyd
4-diethyllamino-salicylaldhyde
4-N,N-Diethylaminosalicylicaldehyde
-6-
benzaldehyde,-(diethylamino)-2-hydroxy-
p-(diethylamino)salicylaldehyde
4-(DIETHYLAMINO)SALICYLALDEHYDE 98
4-Dimethylamino-2-Hydroxybenzaldehyde98%
4-(Diethylamino)salicylaldehyde
4-Diethylamino-2-hydroxybenzaldehyde
4-(DIETHYLAMINO)SALICYLALDEHYDE 95+%
4-(Diethylamino)salicylaldehyde ,99% | [EINECS(EC#)]
241-745-3 | [Molecular Formula]
C11H15NO2 | [MDL Number]
MFCD00003326 | [Molecular Weight]
193.24 | [MOL File]
17754-90-4.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to purple crystalline powder | [Melting point ]
60-62 °C (lit.) | [Boiling point ]
329.46°C (rough estimate) | [density ]
1.0945 (rough estimate) | [refractive index ]
1.5041 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder or Crystalline Powder | [pka]
8.29±0.10(Predicted) | [color ]
Pale brown to pink to purple | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
2212234 | [InChIKey]
XFVZSRRZZNLWBW-UHFFFAOYSA-N | [CAS DataBase Reference]
17754-90-4(CAS DataBase Reference) | [EPA Substance Registry System]
17754-90-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
2
| [RTECS ]
CU5615150
| [TSCA ]
Yes | [HS Code ]
29225090 |
| Hazard Information | Back Directory | [Chemical Properties]
4-(Diethylamino)salicylaldehyde is beige to purple crystalline powder
| [Uses]
4-(Diethylamino)salicylaldehyde is usually used in the synthesis of Schiff-base ligand by monocondensation with diaminomaleonitrile.
| [Definition]
ChEBI: 4-(Diethylamino)salicylaldehyde is a hydroxybenzaldehyde. | [Synthesis]
The temperature of the reaction system was maintained at 5-10 °C under continuous stirring and phosphorus oxychloride (POCl3, 2.75 mL, 0.03 mol) was slowly added dropwise to N,N-dimethylformamide (DMF, 3.65 mL, 0.05 mol). Subsequently, 3-(N,N-diethylamino)phenol (0.01 mmol) dissolved in DMF (6 mL) was slowly added to the above cooled mixture at the same temperature. The reaction mixture was stirred at a constant temperature at 75 °C for 4 hours. After the reaction was completed, the mixture was cooled to room temperature and slowly poured into 60 mL of ice water. The reaction mixture was neutralized with sodium carbonate solution and a brown solid precipitated. The solid product was collected by filtration, washed with cold water, dried and recrystallized from ethanol to give the pure 4-(diethylamino)salicylaldehyde in 80% yield with a melting point of 62 °C (literature value: 62 °C). | [References]
[1] Organic and Biomolecular Chemistry, 2017, vol. 15, # 12, p. 2575 - 2584
[2] Journal of Fluorescence, 2015, vol. 25, # 6, p. 1615 - 1628
[3] Chemical Communications, 2016, vol. 52, # 60, p. 9434 - 9437
[4] Chemistry Letters, 2011, vol. 40, # 3, p. 279 - 281
[5] Patent: US2789125, 1953, |
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