| Identification | More | [Name]
4-BROMO-3-NITRO-BENZALDEHYDE | [CAS]
163596-75-6 | [Synonyms]
4-BROMO-3-NITRO-BENZALDEHYDE
AKOS B028535
ART-CHEM-BB B028535
TIMTEC-BB SBB009829 | [Molecular Formula]
C7H4BrNO3 | [MDL Number]
MFCD00204031 | [Molecular Weight]
230.02 | [MOL File]
163596-75-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
104-108 °C (lit.) | [Boiling point ]
289.3±30.0 °C(Predicted) | [density ]
1.781±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Light red to Green | [λmax]
295nm(CH3CN)(lit.) | [InChI]
InChI=1S/C7H4BrNO3/c8-6-2-1-5(4-10)3-7(6)9(11)12/h1-4H | [InChIKey]
SAFSVELFSYQXOV-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(Br)C([N+]([O-])=O)=C1 | [CAS DataBase Reference]
163596-75-6(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:Wear suitable protective clothing . | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3
| [HS Code ]
2913000090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
4-Bromo-3-nitrobenzaldehyde is a benzaldehyde derivative, mainly used as an intermediate component in organic synthesis. It can be used to prepare 4-Bromo-3-chlorobenzoic acid and other benzoic acid compounds. | [Synthesis]
Step 1. Synthesis of 4-bromo-3-nitrobenzaldehyde: NaNO3 (5.48 g, 64.47 mmol, 1.19 eq.) was added to a 100 mL three-necked round-bottomed flask, followed by slow addition of 98% H2SO4 (60 mL). The reaction mixture was stirred continuously for 1.5 h at 10 °C. After that, 4-bromobenzaldehyde (10 g, 54.05 mmol, 1.00 eq.) was added to the reaction system and stirring was continued for 2 h at the same temperature. The reaction process was monitored by thin layer chromatography (TLC, unfolding agent ratio EtOAc:PE = 1:5). Upon completion of the reaction, 200 g of ice was added to the reaction mixture to quench the reaction. The resulting white solid product was collected by filtration and washed thoroughly with distilled water (3 x 200 mL) to yield 4-bromo-3-nitrobenzaldehyde (11.72 g, 94% yield). | [References]
[1] Patent: US8080566, 2011, B1. Location in patent: Page/Page column 65
[2] Medicinal Chemistry Research, 2018, vol. 27, # 7, p. 1782 - 1791
[3] Recueil des Travaux Chimiques des Pays-Bas, 1926, vol. 45, p. 694
[4] Recueil des Travaux Chimiques des Pays-Bas, 1929, vol. 48, p. 1137
[5] Journal of the Chemical Society, 1927, p. 25 |
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