| Identification | More | [Name]
5-(4-Bromophenyl)furfural | [CAS]
20005-42-9 | [Synonyms]
5-(4-BROMOPHENYL)-2-FURALDEHYDE
5-(4-BROMOPHENYL)-2-FURANCARBALDEHYDE
5-(4-BROMOPHENYL)-2-FURANCARBOXALDEHYDE
5-(4-BROMO-PHENYL)-FURAN-2-CARBALDEHYDE
5-(4-BROMOPHENYL)FURFURAL
5-P-BROMOPHENYL FURANCARBOXALDEHYDE
AKOS B015971
AKOS BAR-2459
ART-CHEM-BB B015971
ASISCHEM N16484
AURORA KA-4238
5-(4-Bromophenyl)-2-furancarboxaldehyde 98%
5-(4-BROMOPHENYL)FURFURAL 97%
5-(4-Bromophenyl)furan-2-carboxaldehyde 98%
5-(4-Bromophenyl)furan-2-carboxaldehyde
5-(4-Bromophenyl)furfural,5-(4-Bromophenyl)-2-furaldehyde
5-(p-Bromophenyl)furfural | [Molecular Formula]
C11H7BrO2 | [MDL Number]
MFCD00239387 | [Molecular Weight]
251.08 | [MOL File]
20005-42-9.mol |
| Chemical Properties | Back Directory | [Appearance]
brown powder | [Melting point ]
152-155 °C(lit.) | [Boiling point ]
371.9±32.0 °C(Predicted) | [density ]
1.518±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [color ]
Orange to Amber to Dark red | [InChI]
1S/C11H7BrO2/c12-9-3-1-8(2-4-9)11-6-5-10(7-13)14-11/h1-7H | [InChIKey]
QRTAOOSYSVHQGT-UHFFFAOYSA-N | [SMILES]
Brc1ccc(cc1)-c2ccc(C=O)o2 | [CAS DataBase Reference]
20005-42-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [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:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29321900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
brown powder | [Uses]
5-(4-Bromophenyl)furfural is an aromatic aldehyde. Oxone oxidation of 5-(4-bromophenyl)furfural has been reported to afford γ-keto carboxylic acid. | [General Description]
5-(4-Bromophenyl)furfural is an aromatic aldehyde. Oxone oxidation of 5-(4-bromophenyl)furfural has been reported to afford γ-keto carboxylic acid. | [Synthesis]
GENERAL STEPS: 1.00 mmol of p-bromoiodobenzene, 1.30 mmol of 5-formylfuran-2-boronic acid, and 0.05 mmol of bis(triphenylphosphine)palladium(II) dichloride were added to the reaction flask under argon protection. Subsequently, 0.30 mL of dimethoxyethane, 0.50 mL of ethanol, and 0.30 mL of 2M sodium carbonate aqueous solution were added. The reaction mixture was heated to 65 °C and the reaction was stirred for 1 hour or monitored by thin layer chromatography (TLC) until the feedstock completely disappeared. After completion of the reaction, the mixture was concentrated and extracted three times with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography with petroleum ether/ethyl acetate (9:1, v/v) as eluent. | [References]
[1] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 929 - 936
[2] European Journal of Medicinal Chemistry, 2018, vol. 150, p. 698 - 718 |
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