5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE
- Product Name
- 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE
- CAS No.
- 5034-74-2
- Chemical Name
- 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE
- Synonyms
- 5-BROMO-2-VANILLIN;BUTTPARK 153\33-74;5-BROMO-O-VANILLIN;Vanillin Impurity 17;OTAVA-BB BB7018802005;5-BROMO-3-METHOXYSALICYLALDEHYDE;3-Methoxy-5-bromosalicylaldehyde;5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE;Benzaldehyde, 5-bromo-2-hydroxy-3-methoxy-;5-Bromo-2-hydroxy-3-methoxybenzaldehyde,98%
- CBNumber
- CB5221945
- Molecular Formula
- C8H7BrO3
- Formula Weight
- 231.04
- MOL File
- 5034-74-2.mol
5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE Property
- Melting point:
- 125-127 °C (lit.)
- Boiling point:
- 277.2±35.0 °C(Predicted)
- Density
- 1.6494 (rough estimate)
- refractive index
- 1.4730 (estimate)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- 7.62±0.23(Predicted)
- Appearance
- White to off-white Solid
- Sensitive
- Air Sensitive
- BRN
- 2328601
- CAS DataBase Reference
- 5034-74-2(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 410470
- Product name
- 5-Bromo-2-hydroxy-3-methoxybenzaldehyde
- Purity
- 97%
- Packaging
- 25g
- Price
- $289
- Updated
- 2025/07/31
- Product number
- B678855
- Product name
- 5-Bromo-2-hydroxy-3-methoxybenzaldehyde
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 169684
- Product name
- 5-Bromo-2-hydroxy-3-methoxybenzenecarbaldehyde
- Packaging
- 1g
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FB63398
- Product name
- 5-Bromo-2-hydroxy-3-methoxybenzaldehyde
- Packaging
- 25g
- Price
- $65
- Updated
- 2021/12/16
- Product number
- J96019
- Product name
- 5-Bromo-2-hydroxy-3-methoxybenzaldehyde
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE Chemical Properties,Usage,Production
Chemical Properties
brown powder
Uses
5-Bromo-2-hydroxy-3-methoxybenzaldehyde may be employed for the following syntheses:
- ailanthoidol, via Stille coupling
- 6-bromo-8-methoxy-3-(methoxycarbonyl)-2H-chromen-2-one
- benzimidazole-based ligand, 2-(1H-benzoimidazol-2-yl)-4-bromo-6-methoxy-phenol (HL)
- chromogenic reagent, 5-bromo-2-hydroxy-3-methoxybenzaldehyde-p-hydroxy benzoic hydrazone
- (E)-N′-(5-bromo-2-hydroxy-3-methoxybenzylidene)-2-hydroxybenzohydrazide monohydrate
Synthesis
148-53-8
5034-74-2
To a solution of o-vanillin (11; 4.0 g, 0.026 mol) in acetic acid (80 mL) was added sodium acetate (2.37 g, 0.029 mol) at 0 °C, followed by slow dropwise addition of bromine (1.49 mL, 0.029 mol). The reaction mixture was stirred at room temperature for 30 min. After completion of the reaction, water (100 mL) was added and the aqueous phase was extracted with dichloromethane (3 x 80 mL). The organic phases were combined, washed sequentially with water (100 mL) and brine (50 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to remove the solvent. The crude product was purified by fast column chromatography (petroleum ether:ethyl acetate = 19:1) to afford 5-bromo-2-hydroxy-3-methoxybenzaldehyde (26; 6.0 g, 98%) as a yellow solid with a melting point of 119-123 °C (literature value 19: 122-124 °C).1H NMR (400 MHz, CDCl3/TMS): δ = 3.92 (3H, s, OCH3), 7.18 (1H, d, J = 2.4 Hz, 4-H), 7.31 (1H, d, J = 2.4 Hz, 6-H), 9.86 (1H, s, CHO), 11.00 (1H, s, OH).13C NMR (100 MHz, CDCl3): δ = 56.3 (OCH3), 111.1 (C-5), 120.8 (C-6), 121.3 (C-1), 126.1 (C-4), 149.3 (C-2), 150.9 (C-3), 195.4 (CHO).The 1H NMR and 13C NMR data are in agreement with the literature values19.
References
[1] Synthesis (Germany), 2017, vol. 49, # 6, p. 1190 - 1205
[2] Journal of the Iranian Chemical Society, 2011, vol. 8, # 2, p. 531 - 536
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990, p. 503 - 508
[4] Chemische Berichte, 1986, vol. 119, # 4, p. 1374 - 1399
[5] Journal of the Chemical Society. Perkin Transactions 2, 2000, # 6, p. 1119 - 1123
5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE manufacturers
- Product
- 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE 5034-74-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg;10kg;100kg
- Release date
- 2019-08-29