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4-bromo-2-methoxybenzaldehyde

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4-bromo-2-methoxybenzaldehyde Basic information
Product Name:4-bromo-2-methoxybenzaldehyde
Synonyms:4-Bromo-2-methoxybenzaldehyde 98%;2-Methoxy-4-broMobenzaldehyde;5-Bromo-2-formylanisole, 4-Bromo-o-anisaldehyde;4-BroMo-2-Methoxybenzaldehyde, 97%+;Benzaldehyde, 4-bromo-2-methoxy-;4-BROMO-2-METHOXYBENZALDEHYDE;4-Bromo-2 methoxybenzsldehyde;50. 4-Bromo-2-methoxybenzaldehyde
CAS:43192-33-2
MF:C8H7BrO2
MW:215.04
EINECS:
Product Categories:Intermediate
Mol File:43192-33-2.mol
4-bromo-2-methoxybenzaldehyde Structure
4-bromo-2-methoxybenzaldehyde Chemical Properties
Melting point 67-71 °C
Boiling point 52-54 °C(Press: 0.04 Torr)
density 1.522±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form solid
AppearanceWhite to off-white Solid
Water Solubility Soluble in water.
Sensitive Air Sensitive
InChIInChI=1S/C8H7BrO2/c1-11-8-4-7(9)3-2-6(8)5-10/h2-5H,1H3
InChIKeyYMXQYZABFWVXEK-UHFFFAOYSA-N
SMILESC(=O)C1=CC=C(Br)C=C1OC
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 24/25
WGK Germany 2
HS Code 29130000
Storage Class13 - Non Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
4-bromo-2-methoxybenzaldehyde Usage And Synthesis
Chemical Propertiesoff-white solid
Uses 4-Bromo-2-methoxybenzaldehyde is used in the building block, synthesis of a nonacid degradable linker for solid-phase synthesis. It is a useful intermediate in the chemical industry.
SynthesisA synthesis of 4-bromo-2-methoxybenzaldehyde is reported from 1,4 dibromo 2-fluorobenzene. First, 2-fluoro-4-bromobenzaldehyde is prepared through metal halogen exchange and formylation with a formyl source at 0° C. After crystallization, this intermediate is reacted with methanol in the presence of potassium carbonate. Subsequently, 4-bromo-2-methoxy-benzaldehyde is crystallized.
References[1] Patent: WO2017/182495, 2017, A1. Location in patent: Page/Page column 141-142
[2] Patent: WO2005/63756, 2005, A1. Location in patent: Page/Page column 33-34
[3] Organic Letters, 2017, vol. 19, # 19, p. 5122 - 5125
[4] Patent: WO2009/158426, 2009, A1. Location in patent: Page/Page column 64-65
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