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2-Bromo-5-hydroxy-p-anisaldehyde

2-bromo-5-hydroxy-4-methoxybenzaldehyde

CAS: 2973-59-3

Molecular Formula: C8H7BrO3

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2-Bromo-5-hydroxy-p-anisaldehyde - Names and Identifiers

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

2-Bromo-5-hydroxy-p-anisaldehyde - Physico-chemical Properties

Molecular FormulaC8H7BrO3
Molar Mass231.04
Density1.653±0.06 g/cm3(Predicted)
Melting Point98-100°C
Boling Point320.8±37.0 °C(Predicted)
Flash Point147.8°C
Solubility soluble in Methanol
Vapor Presure0-0.001Pa at 25-60℃
AppearanceSolid
ColorWhite to Light yellow
BRN1942858
pKa8.69±0.23(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
Refractive Index1.622
MDLMFCD00195552

2-Bromo-5-hydroxy-p-anisaldehyde - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - 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 Germany3

2-Bromo-5-hydroxy-p-anisaldehyde - Reference Information

LogP2.2 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
2-Bromo-5-hydroxy-p-anisaldehyde
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View History
2-Bromo-5-hydroxy-p-anisaldehyde
(2-呋喃基)乙醛酰胺
茚草酮
Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI)
3-HYDROXYMETHYL-B-CARBOLINE (3-HMC)
AKOS BBV-009261
1330-76-3
Red mercury iodide
TRANS-2-(2-CHLORO-5-THENOYL)CYCLOHEXANE-1-CARBOXYLIC ACID
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