ChemicalBook--->CAS DataBase List--->153759-58-1

153759-58-1

153759-58-1 Structure

153759-58-1 Structure
IdentificationBack Directory
[Name]

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde
[CAS]

153759-58-1
[Synonyms]

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde
3-tert-butyl-5-bromo-2-hydroxybenzaldehyde
Benzaldehyde, 5-bromo-3-(1,1-dimethylethyl)-2-hydroxy-
[Molecular Formula]

C11H13BrO2
[MOL File]

153759-58-1.mol
[Molecular Weight]

257.12
Chemical PropertiesBack Directory
[Melting point ]

58-60 °C
[Boiling point ]

266.5±35.0 °C(Predicted)
[density ]

1.409±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

8.99±0.23(Predicted)
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[Uses]

5-Bromo-3-(tert-butyl)-2-hydroxybenzaldehyde can be used as a highly sensitive dual-channel chemical sensor for selective identification of B4O2-7.
[Synthesis]

3-TERT-BUTYL-2-HYDROXYBENZALDEHYDE

24623-65-2

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde

153759-58-1

Step 2: Synthesis of 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (7b) Bromine (2.95 g, 18 mmol) was slowly added to a solution of 3-tert-butyl-2-hydroxybenzaldehyde (7a, 3.0 g, 17 mmol) in acetic acid (15 mL). The reaction was carried out at room temperature and stirring was continued for 3 h after the drop was completed. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio petroleum ether: ethyl acetate = 50:1) to confirm the completion of the reaction. The reaction mixture was quenched with water, washed with sodium bisulfite solution (50 mL) and extracted with ether. The organic layers were combined and concentrated under reduced pressure to give the crude product 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (7b, 3.2 g, 73% yield) as a white solid.

[References]

[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 20, p. 8163 - 8182
[2] Advanced Synthesis and Catalysis, 2009, vol. 351, # 9, p. 1325 - 1332
[3] Inorganic Chemistry, 2017, vol. 56, # 20, p. 12357 - 12361
[4] Chemistry - A European Journal, 2006, vol. 12, # 2, p. 576 - 583
[5] European Journal of Organic Chemistry, 2001, # 24, p. 4639 - 4649
Spectrum DetailBack Directory
[Spectrum Detail]

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde(153759-58-1)1HNMR
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