3-Bromo-2-hydroxybenzaldehyde
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3-Bromo-2-hydroxybenzaldehyde
structure -
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CAS No:
1829-34-1
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Formula:
C7H5BrO2
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Chemical Name:
3-Bromo-2-hydroxybenzaldehyde
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Synonyms:
3-Bromo-2-hydroxybenzaldehyde,3-Bromosalicylaldehyde;3-Bromosalicylaldehyde, 2-Bromo-6-formylphenol;3-Bromo-2-hydroxybenzaldehyde, >=98%;3-BROMOSALICYLALDEHYDE;3-BROMO-2-HYDROXYBENZALDEHYDE;2-Hydroxy-3-bromobenzaldehyde
- Categories:
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CAS No:
3-Bromo-2-hydroxybenzaldehyde Basic Attributes
201.02
199.947281
1533716-785-6
DTXSID60448045
29130000
Characteristics
37.3
2.3
1.737±0.06 g/cm3(Predicted)
53-57
215.6±20.0 °C(Predicted)
>110
1.657
0.1mmHg at 25°C
Safety Information
NONH for all modes of transport
3
22-36/37/38
26
Xn
Harmful
P261-P305 + P351 + P338
H302-H315-H319-H335
|Warning|H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Bromo-2-hydroxybenzaldehyde Use and Manufacturing
A stirred solution of Part B compound (1.94 g, 9.19 mmol) in CH2Cl2 (100 ML) protected from atmospheric moisture by a calcium chloride drying tube was cooled to -78° C. and a 3percent O3/O2 gas mixture is bubbled through the solution until a blue color persists (~35 min).The solution was purged with nitrogen gas and then dimethylsulfide (5 ML) was added and the reaction allowed to warm to room temperature.After 4 h, the solution was evaporated and the residue redissolved in MeOH (8 ML) to which was added water (8 ML) and potassium carbonate (1.1 g, 80 mmol).The mixture was heated to 55° C. under argon for 1 h and then cooled, neutralized with 1 M potassium hydrogen sulfate to PH 7 and extracted twice with CH2Cl2.The organic extracts were combined, dried (MgSO4) and evaporated.Purification by flash chromatography provided the title compound as a light yellow crystalline solid, 1.47 g (80percent yield). To a solution of 2-bromophenol (3.17 g, 18.3 mmol) in acetonitrile (85 ml.) was added magnesium chloride (2.62 g, 27.5 mmol), paraformaldehyde (3.7 g, 0.13 mmol) and Et2-Bromoρhenol (97 g, 0.56 mol), THF (1.0 L), and paraformaldehyde, prilled (84.0 g, 2.80 mol) were charged to a 5 L 3-neck round-bottom flask. Triethylamine (TEA) (400 mL) EPO In a manner analogous to that of the literature (Hofslokken et al. Acta. Chemica Scand. 1999, 55, 258), a stirred suspension of 2-bromophenol (76-0, 3.5 g, 20 mmol), and paraformaldehyde (8.1 g, 270 mmol) in 100 mL of dry acetonitrile at room temperature was treated with MgClTo a stirred suspension of 2-bromophenol (100-0, 3.5 g, 20 mmol) and paraformaldehyde (8.1 g, 270 mmol) in 100 mL of dry acetonitrile at room temperature was added MgCl14.5 g of anhydrous magnesium chloride was dispersed in 250 ml of anhydrous tetrahydrofuran.7.5 g of paraformaldehyde and 21 ml of triethylamine were added, and the reaction was stirred for 30 minutes.17.5 g of o-bromophenol was added, and after the addition, the mixture was stirred and heated to reflux for 16 hours.After cooling to room temperature, 500 ml of dilute hydrochloric acid was added and extracted with ethyl acetate.The organic phase was dried over anhydrous sodium sulfate, filtered and evaporated.Separation and purification on a silica gel column gave 30 g of yellow oil.
Computed Properties
Molecular Weight:201.02
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:199.94729
Monoisotopic Mass:199.94729
Topological Polar Surface Area:37.3
Heavy Atom Count:10
Complexity:127
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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