4-BROMO-2-METHOXYBENZALDEHYDE
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4-BROMO-2-METHOXYBENZALDEHYDE
structure -
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CAS No:
43192-33-2
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Formula:
C8H7BrO2
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Chemical Name:
4-BROMO-2-METHOXYBENZALDEHYDE
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Synonyms:
4-Bromo-2-methoxybenzaldehyde;4-bromo-2-methoxy-benzaldehyde;BENZALDEHYDE, 4-BROMO-2-METHOXY-;2-Methoxy-4-broMobenzaldehyde;MFCD08276823;4-Bromo-2-methoxy benzaldehyde;ACMC-209jte;SCHEMBL11173;4-bromo-2-methoxybezaldehyde;KSC494S3L
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CAS No:
Characteristics
26.3
2.3
1.5±0.1 g/cm3
67-71 °C
288.1°C at 760 mmHg
128.0±23.2 °C
1.585
soluble in water.
Safety Information
NONH for all modes of transport
2
22-36/37/38
24/25
Xn
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory.
4-BROMO-2-METHOXYBENZALDEHYDE Use and Manufacturing
1.936 kg (6.22 mol) of a 65percent Red-Al solution in toluene were charged with 1.25 1 of toluene at -5° C. 1.936 kg (6.22 mol) of a 65percent Red-Al solution in toluene were charged with 1.25 l of toluene at -5° C. A solution of anhydrous DMSO (5.1mL, 73mmol, 3.0equiv) in anhydrous dichloromethane (50mL) was cooled to −78°C in a dry ice/i-PrOH bath. Oxalyl chloride (6.4mL, 73mmol, 3.0equiv) was added dropwise over 45min. The mixture was stirred for 15min and a solution of 4-bromo-2-methoxybenzyl alcohol (30b; 5.30g, 24mmol) in dichloromethane (10mL) was added dropwise. The resulting mixture was stirred for 30min at −78°C. Triethylamine (12.4g, 120mmol, 5.0equiv) was then added, and the mixture was allowed to warm to rt over 16h. The mixture was quenched with water (100mL) and extracted with chloroform (3×200mL). The combined organic extracts were washed with water (1×150mL), brine (1×150mL), dried (MgSO4-BROMO-2-METHOXYBENZALDEHYDE A stirred solution of 4-bromo-2-hydroxybenzaldehyde (1.035 g, 5.12 mmol) in anhydrous acetone (75 ML) was treated with potassium carbonate (0.865 g, 6.26 mmol) and DIMETHYLSULPHATE (0.44 mL, 4.6 mmol) and then heated under reflux for 90 minutes. The reaction mixture was filtered and the product was then concentrated in vacuo onto Isolute HM-N (10 mL). The product was purified by by chromatography on silica-gel [SIO2 50g bond elut: elution gradient 0percent to 25percent ethyl acetate: hexanes] to give the title compound (0. 616 g, 56percent).MS (APCI+) : (M+ACETONITRILE) + 256 258 for C8H7BrO2 NMR (DMSO-D 8: 3.95 (s, 3H); 7.18 (dd, 1H); 7.28 (d, 1H); 7.98 (d, 1H); 9.94 (s, 1H).4-bromo-2-methoxybenzaldehyde Sodium methanolate (5.06 g, 93.59 mmol) was added to a solution of 4-bromo-2- fluorobenzaldehyde (9.5 g, 46.80 mmol) in methanol (117 mL). The reaction was heated to 70 °C for 6 hrs. 3 extra portions of sodium methanolate (5.06 g, 93.59 mmol) were added at intervals. After cooling, the volatiles were concentrated to -10 mL, and the reaction was diluted with EtOAc (200 mL) and washed with brine (100 mL). The organic layer was dried over NaTo a solution of In a 5 mL Biotage microwave vial, a stir bar, N-Methyl-2-pyrrolidone (1.333 mL),
Synthesis of structural units of non-acidic degradable linking groups, which can be used for solid-phase synthesis.
Computed Properties
Molecular Weight:215.04
XLogP3:2.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:213.96294
Monoisotopic Mass:213.96294
Topological Polar Surface Area:26.3
Heavy Atom Count:11
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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