| Identification | More | [Name]
3-BROMO-4-HYDROXYBENZALDEHYDE | [CAS]
2973-78-6 | [Synonyms]
3-BROMO-4-HYDROXYBENZALDEHYDE
3-BROMO-4-HYROXYBENZALDEHYDE
AKOS B029029
ASISCHEM N48923
4-Hydroxy-3-bromobenzaldehyde
3-Bromo-4-hydroxybenzaldehyde, 98+% | [EINECS(EC#)]
608-409-1 | [Molecular Formula]
C7H5BrO2 | [MDL Number]
MFCD00017348 | [Molecular Weight]
201.02 | [MOL File]
2973-78-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
130-135 °C (lit.) | [Boiling point ]
261.3±20.0 °C(Predicted) | [density ]
1.737±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
6.24±0.18(Predicted) | [color ]
White to Pale Yellow | [Water Solubility ]
Soluble in water 1.33 g/L. | [Sensitive ]
Air Sensitive | [BRN ]
2205318 | [InChI]
InChI=1S/C7H5BrO2/c8-6-3-5(4-9)1-2-7(6)10/h1-4,10H | [InChIKey]
UOTMHAOCAJROQF-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(O)C(Br)=C1 | [CAS DataBase Reference]
2973-78-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzaldehyde, 3-bromo-4-hydroxy-(2973-78-6) |
| 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 . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29130000 |
| Hazard Information | Back Directory | [Uses]
3-Bromo-4-hydroxybenzaldehyde is an intermediate in organic syntheses, it is used to produce other chemicals like 5-Brom-4-hydroxy-b-nitrostyrol. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 44, p. 3305, 1979 DOI: 10.1021/jo01333a006 | [Synthesis]
General procedure for the synthesis of 3-bromo-4-hydroxybenzaldehyde from 2-bromo-4-methylphenol: A mixture of the substrate 2-bromo-4-methylphenol (1 mmol), cobalt salt (n1 mol%), and NaOH (n2 eq.) in ethylene glycol (5 mL) was stirred with oxygen (1 atm) and bubbled for 8 hr at 80 °C. Upon completion of the reaction, hydrochloric acid (10 mL, 2%) and methyl tert-butyl ether (MTBE, 10 mL) were added sequentially to the reaction mixture. The organic layer was separated and the aqueous phase was further extracted with MTBE (10 mL x 2). All organic phases were combined and concentrated by drying with anhydrous sodium sulfate to give the residue. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, 10/1) to afford the target product 3-bromo-4-hydroxybenzaldehyde. | [References]
[1] Tetrahedron Letters, 2014, vol. 55, # 8, p. 1406 - 1411
[2] Green Chemistry, 2014, vol. 16, # 5, p. 2807 - 2814
[3] Green Chemistry, 2014, vol. 16, # 3, p. 1248 - 1254
[4] Research on Chemical Intermediates, 2015, vol. 41, # 6, p. 3855 - 3863
[5] Journal of Molecular Catalysis A: Chemical, 2016, vol. 420, p. 45 - 49 |
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