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Home > Encyclopedia > 2-Bromo-5-fluorobenzaldehyde

2-Bromo-5-fluorobenzaldehyde

2-Bromo-5-fluorobenzaldehyde structure

2-Bromo-5-fluorobenzaldehyde 

structure
  • CAS No:

    94569-84-3

  • Formula:

    C7H4BrFO

  • Chemical Name:

    2-Bromo-5-fluorobenzaldehyde

  • Synonyms:

    Benzaldehyde,2-bromo-5-fluoro-;2-Bromo-5-fluorobenzaldehyde;5-Fluoro-2-bromobenzaldehyde

  • Categories:

    Organic Chemistry  >  Organic Fluorine Compound

Description

White to light yellow solid

2-Bromo-5-fluorobenzaldehyde Basic Attributes

203.01

203.01

1592732-453-0

DTXSID40378371

2913000090

Characteristics

17.1

2.2

1.7±0.1 g/cm3

53-55 °C

225.8°C at 760 mmHg

190 °F

1.585

soluble in methanol.

2-8°C

Safety Information

NONH for all modes of transport

3

36/37/38

26-36/37/39-24/25

Xi

Irritant

P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501

H301

|Danger|H301 (11.11%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 9 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

2-bromo-5-fluorobenzaldehyde

2-Bromo-5-fluorobenzaldehyde Use and Manufacturing

To the solution of (2-bromo-5-fluoro-phenyl)methanol (0.852 g, 4.156 mmol) in DCM (15 ml) was added MnOGeneral procedure: The benzyl alcohols substrates (1a–1p) (0.2mmol), FeCl2-bromo-5-fluorophenyl methanol (0.5mmol, 102.0mg), Triphenylmethanol(0.5 mmol, 130.2 mg)And Ph3PAuNTf2(0.015 mmol, 11 mg)Dissolved inOf the 0.5 mL toluene solvent, The reaction mixture was heated to 140 deg.] C with a microwave reactor, The reaction was stirred for 60 minutes, After completion of the reaction, The target product IV was isolated by flash column chromatography, Yield 76percent.To a solution of (2-bromo-5-fluoro-phenyl) methanol (0.852 g, 4.156 mmol) in DCM (15 ml) was added MnO2 (4.254 g, 85percent, 41.56 mmol). The mixture was stirred at room temperature for two days, then filtered and washed with DCM. The filtrate was concentrated to give 777 mg of 2-bromo-5-fluoro-Benzaldehyde (92percent yield).The newly prepared aldehyde (0.777 g, 3.828 mmol) was then dissolved in anhydrous formTHF (10 ml) and cooled to 0 ° C. Trifluoromethyltrimethylsilane (1.13 ml, 7.656 mmol) was added followed by tetrabutylAmmonium fluoride (0.020 g, 0.076 mmol). Let the temperature warm to room temperature. The mixture was stirred at room temperature for 5 hours and then with acetic acidDiluted with ethyl acetate, washed with water, brine and dried over MgSO4. The solvent was removed under reduced pressure to give the crude product (2-bromo-5-fluoro-benzene)Yl) 2, 2, 2-trifluoro-ethanol, 1.1 g (90percent purity) for the next step without further purification.

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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