| Identification | More | [Name]
4-Morpholinobenzaldehyde | [CAS]
1204-86-0 | [Synonyms]
4-(4-FORMYLPHENYL)MORPHOLINE
4-(4-MORPHOLINYL)BENZALDEHYDE
4-MORPHOLIN-4-YL-BENZALDEHYDE
4-MORPHOLINOBENZALDEHYDE
4-MORPHOLINOBENZENECARBALDEHYDE
AKOS BBS-00004794
AKOS BC-2976
BUTTPARK 98\50-29
IFLAB-BB F1274-0239
SALOR-INT L481084-1EA
TIMTEC-BB SBB000299
N-(4-Formylphenyl)morpholine
4-MORPHOLIN-4-YL-BENZALDEHYDE, 95+%
4-Morpholinobenzaldehyde, N-(4-formylphenyl)morpholine | [Molecular Formula]
C11H13NO2 | [MDL Number]
MFCD00735826 | [Molecular Weight]
191.23 | [MOL File]
1204-86-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
65-69 °C | [Boiling point ]
365.5±37.0 °C(Predicted) | [density ]
1.163±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
1.87±0.40(Predicted) | [color ]
Light yellow to Yellow to Orange | [CAS DataBase Reference]
1204-86-0(CAS DataBase Reference) |
| 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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Uses]
4-Morpholinobenzaldehyde is mainly used as a raw material for organic synthesis. It can be used to prepare dihydrotetrazolopyrimidine derivatives (ethyl 5-methyl-7-(4-morpholinophenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate), coumarin-based chalcone derivatives ((E)-3-[3-(4-(4-morpholinophenyl)acryloyl]-2H-chromen-2-one) and Ru(II) polypyridine complexes, among others. | [Synthesis]
General procedure for the synthesis of 4-(4-morpholine)benzaldehyde from morpholine and p-fluorobenzaldehyde: In a dry reaction flask, p-fluorobenzaldehyde (25.0 g, 0.200 mol), morpholine (0.300 mol), and anhydrous potassium carbonate (40.0 g) were dissolved in N,N-dimethylformamide (DMF, 300 mL), and a catalytic amount of Aliquat 336 reagent. The reaction mixture was stirred at reflux for 24 hours at 100°C. Upon completion of the reaction, the mixture was concentrated to dryness under reduced pressure and cooled to room temperature. Subsequently, the concentrate was slowly poured into ice water and allowed to stand overnight. The precipitated solid was collected by filtration, washed with water and recrystallized with methanol to afford the target compound 4-morpholino benzaldehyde (Id) in 89% yield as yellow crystals with a melting point of 69 °C (in agreement with literature reports) [49,50]. | [References]
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 6, p. 2747 - 2759
[2] Bioorganic Chemistry, 2014, vol. 57, p. 65 - 82
[3] European Journal of Medicinal Chemistry, 2018, vol. 144, p. 68 - 81
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 12, p. 3721 - 3725
[5] Russian Journal of General Chemistry, 2013, vol. 83, # 10, p. 1864 - 1868 |
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