ChemicalBook > CAS DataBase List > 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE

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
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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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
29130000
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
410470
Product name
5-Bromo-2-hydroxy-3-methoxybenzaldehyde
Purity
97%
Packaging
25g
Price
$289
Updated
2025/07/31
TRC
Product number
B678855
Product name
5-Bromo-2-hydroxy-3-methoxybenzaldehyde
Packaging
1g
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
169684
Product name
5-Bromo-2-hydroxy-3-methoxybenzenecarbaldehyde
Packaging
1g
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB63398
Product name
5-Bromo-2-hydroxy-3-methoxybenzaldehyde
Packaging
25g
Price
$65
Updated
2021/12/16
AK Scientific
Product number
J96019
Product name
5-Bromo-2-hydroxy-3-methoxybenzaldehyde
Packaging
1g
Price
$10
Updated
2021/12/16
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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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5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE Suppliers

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View Lastest Price from 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE manufacturers

Career Henan Chemical Co
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

5034-74-2, 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDERelated Search:


  • OTAVA-BB BB7018802005
  • 5-BROMO-O-VANILLIN
  • BUTTPARK 153\33-74
  • 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE
  • 5-BROMO-2-HYDROXY-3-METHOXYBENZENECARBALDEHYDE
  • 5-BROMO-3-METHOXYSALICYLALDEHYDE
  • 5-BROMO-2-VANILLIN
  • 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE 98%
  • 3-Methoxy-5-bromosalicylaldehyde
  • 5-Bromo-2-hydroxy-3-methoxybenzaldehyde,98%
  • Benzaldehyde, 5-bromo-2-hydroxy-3-methoxy-
  • N-cyclohexyl-N-[(cyclohexylamino)-oxomethyl]-4-[formyl(methyl)amino]benzamide
  • 5-Bromo-2-hydroxy-3-methoxybenzaldehyde,5-Bromo-3-methoxysalicylaldehyde
  • 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE ISO 9001:2015 REACH
  • Vanillin Impurity 17
  • 5034-74-2
  • ARYL HALIDE
  • Aldehydes
  • Building Blocks
  • C8
  • Carbonyl Compounds
  • Organic Building Blocks
  • Aromatic Aldehydes & Derivatives (substituted)