2-bromo-5-hydroxy-4-methoxybenzaldehyde

Name	2-bromo-5-hydroxy-4-methoxybenzaldehyde
Synonyms	2-Bromoisovanillin 5-BROMOISOVANILLIN 2-Bromo-5-hydroxy-p-ani 5-BROMO-2-METHYLPYRIDINE 2-Bromo-5-Hydroxy-4-Anisaldehyde 2-Bromo-5-hydroxy-p-anisaldehyde 2-Bromo-5-hydroxy-4-methoxybenzaL 2-bromo-5-hydroxy-4-methoxybenzaldehyde 2-Bromo-4-methoxy-5-hydroxybenzaldehyde 2-BROMO-5-HYDROXY-4-METHOXYBENZALDEHYDE 5-BROMOISOVANILLIN (2-Bromo-5-Hydroxy-p-Anisaldehyde) 4-BROMO-2-METHYL-2H-PYRAZOLE-3-CARBOXLIC ACID METHYLESTER
CAS	2973-59-3
EINECS	1592732-453-0
InChI	InChI=1/C8H7BrO3/c1-12-8-3-6(9)5(4-10)2-7(8)11/h2-4,11H,1H3
InChIKey	AHYSXUDLJOFNAB-UHFFFAOYSA-N

Molecular Formula	C8H7BrO3
Molar Mass	231.04
Density	1.653±0.06 g/cm3(Predicted)
Melting Point	98-100°C
Boling Point	320.8±37.0 °C(Predicted)
Flash Point	147.8°C
Solubility	soluble in Methanol
Vapor Presure	0-0.001Pa at 25-60℃
Appearance	Solid
Color	White to Light yellow
BRN	1942858
pKa	8.69±0.23(Predicted)
Storage Condition	Keep in dark place,Sealed in dry,Room Temperature
Refractive Index	1.622
MDL	MFCD00195552

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection
WGK Germany	3

LogP	2.2 at 22℃ and pH5
use	6-bromoisovanillin is widely used as a flavoring agent for medicines, foods, beverages and candies, making the product have the unique taste and smell of natural vanilla. 6-Bromoisovanillin is also used as a perfume, as an analytical reagent, and as an intermediate in the synthesis of some drugs, especially methyldopa.
synthesis method	1-bromo-4-tert-butyldimethylsiloxy-3-methoxy-6-(2-methoxyethylene)-benzene (AP-15):200 mg(0.54 mmol)AP-15 was vigorously stirred in 20 mL tetrahydrofuran: 90% formic acid aqueous solution 4:1 for 24 hours, then mixed with 20 mL of water, tetrahydrofuran was distilled and the residue was extracted three times with 20 mL of ethyl acetate. Wash the combined organic phase with about 20 mL of saturated sodium bicarbonate aqueous solution until neutral, shake the phase with 20 mL of ethyl acetate, combine the organic phase, dry with sodium sulfate, filter and evaporate. By subsequent column chromatography (15g silica gel, eluent: petroleum ether: ethyl acetate = 2:1), 20 mg (15% of the theoretical value) colorless L1 crystals and 40 mg 6-bromoisovanillin (32% of the theoretical value range) AP-28 colorless crystals with a melting point of 106-108°C were obtained. Figure 6-Synthesis route of bromoisovanillin

Last Update：2024-04-09 21:11:58

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2-bromo-5-hydroxy-4-methoxybenzaldehyde

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