benzaldehyde, 4-bromo-2-nitro-
4-Bromo-2-nitrobenzaldehyde
CAS: 5551-12-2
Molecular Formula: C7H4BrNO3
benzaldehyde, 4-bromo-2-nitro- - Names and Identifiers
benzaldehyde, 4-bromo-2-nitro- - Physico-chemical Properties
| Molecular Formula | C7H4BrNO3 |
| Molar Mass | 230.02 |
| Density | 1.781±0.06 g/cm3(Predicted) |
| Melting Point | 95.0 to 99.0 °C |
| Boling Point | 334.4±32.0 °C(Predicted) |
| Flash Point | 156.1°C |
| Solubility | soluble in Methanol |
| Vapor Presure | 0.000128mmHg at 25°C |
| Appearance | powder to crystal |
| Color | Light orange to Yellow to Green |
| Maximum wavelength(λmax) | ['260nm(CH3CN)(lit.)'] |
| Refractive Index | 1.652 |
benzaldehyde, 4-bromo-2-nitro- - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact R50 - Very Toxic to aquatic organisms |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9 / PGIII |
| WGK Germany | 3 |
benzaldehyde, 4-bromo-2-nitro- - Reference Information
| Properties | 4-bromo-2-nitrobenzaldehyde (4-Bromo-2-nitrobenzaldehyde), also known as 2-nitro-4-bromobenzaldehyde, its molecular formula is C7H4BrNO3, The molecular weight is 230.02, the CAS number is 5551-12-2, and the melting point is 95-99°C. |
| use | 4-bromo-2-nitrobenzaldehyde can be used in the synthesis of various pharmaceutical compounds. For example, Novartis of Switzerland uses it to synthesize small molecule inhibitors of 3-phosphate inositol-dependent kinase(PDK1), which can be used to treat proliferative diseases. |
| synthesis method | Switzerland Novartis proposed a two-step preparation of 4-bromo-2-nitrobenzaldehyde from 4-bromo-2-nitrobenzoic acid Scheme: 1) Slowly add borane (1.0M/THF,4eq) to the THF suspension of 0.5M 4-bromo-2-nitrobenzoic acid in the ice bath. The reaction mixture was stirred at room temperature for 48h. LCMS indicated that the reaction was complete. The mixture is re-cooled to 0°C and quenched with methanol and concentrated to remove the solvent. The residue is added to ethyl acetate and the organic phase is washed with water, saturated sodium bicarbonate, brine, dried on sodium sulfate and concentrated to obtain a yellow solid with a 95% yield, I .e. (4-bromo-2-nitrophenyl) methanol. 2) Manganese (IV) oxide (4eq) was added to a dichloromethane solution of 0.18M (4-bromo-2-nitrophenyl) methanol. The suspension was stirred in argon at room temperature for 12h. The reaction mixture was filtered by salt C, and the filter cake was washed with dichloromethane. The mixed filtrate is concentrated to produce brown solids with 78% productivity. |
Last Update：2024-04-09 02:00:05
