5-Bromo-2-fluorobenzaldehyde
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5-Bromo-2-fluorobenzaldehyde
structure -
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CAS No:
93777-26-5
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Formula:
C7H4BrFO
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Chemical Name:
5-Bromo-2-fluorobenzaldehyde
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Synonyms:
Benzaldehyde,5-bromo-2-fluoro-;5-Bromo-2-fluorobenzaldehyde;3-Bromo-6-fluorobenzaldehyde;2-Fluoro-5-bromobenzaldehyde
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CAS No:
Characteristics
17.1
2.2
clear yellowish liquid
1.7±0.1 g/cm3
58-62°C
230 °C(lit.)
229 °F
1.585
H2O: INsoluble
2-8°C
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26-36-37/39
Xi
Irritant
Stable at room temperature in closed containers under normal storage and handling conditions.
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 49 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Bromo-2-fluorobenzaldehyde Use and Manufacturing
equipped with electric stirring, thermometer, Dropping funnel and condenser tube reactor was added 65percent aqueous sulfuric acid 500ml, Potassium bromate 167 g (1 mol), 124.1 g (1 mol) of o-fluorobenzaldehyde was added dropwise thereto, 90 ° C for 2-3 hours, to the system by adding water 1000ml, Extraction with methyl tert-butyl ether, The organic phase was washed with aqueous sodium sulfite, dried over anhydrous sodium sulfate and concentrated by filtration to remove methyl tert-butyl ether to give a brown-red oil. Vacuum distillation collected 63-65 ° C / 3mmHg fraction 178g, Yield 88percent, content 97percent.To a solution of N, N-diisopropylamine (8.87 mL, 62.9 mmol, 1.1 eq) in dry THF (80 mL) at -78 °C was added n-BuLi (2.5M in hexane, 27.5 mL, 68.5 mmol, 1.2 eq). The resulting mixture was stirred for 30 min then l-bromo-4-fiuoro-benzene (10 g, 57.1 mmol, 1 eq) in dry THF (20 mL) was added. The resultant mixture was stirred at -78 °C for 2h then methyl formate (3.8 g, 62.9 mmol, 1.1 eq) was added and the reaction was stirred a further 30 min at -78 °C. The reaction was allowed to warm to room temperature and stirred a further lh. The reaction was then diluted with water (100 mL), and the aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na
5-Bromo-2-fluorobenzaldehyde is used for the preparation of benzimidazole derivatives as inhibitors of leukotriene production.
Computed Properties
Molecular Weight:203.01
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:201.94296
Monoisotopic Mass:201.94296
Topological Polar Surface Area:17.1
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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