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4-Bromoveratrole

Product Name
4-Bromoveratrole
CAS No.
2859-78-1
Chemical Name
4-Bromoveratrole
Synonyms
4-BROMO-1,2-DIMETHOXYBENZENE;3,4-Dimethoxyphenyl bromide;1-BROMO-3,4-DIMETHOXYBENZENE;Bromoveratrole;4-Bromoveratrol;4-BROMOVERATROLE;p-Bromoveratrole;4-Brmomveratrole;4-Bromoallyl Ether;4-Bromoveratrole98%
CBNumber
CB6485274
Molecular Formula
C8H9BrO2
Formula Weight
217.06
MOL File
2859-78-1.mol
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4-Bromoveratrole Property

Melting point:
123 °C
Boiling point:
255-256 °C (lit.)
Density 
1.509 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.573(lit.)
Flash point:
229 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in benzene, ether, toluene.
form 
Liquid
Specific Gravity
1.702
color 
Clear colorless to slightly yellow
BRN 
2046884
InChIKey
KBTMGSMZIKLAHN-UHFFFAOYSA-N
CAS DataBase Reference
2859-78-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 4-bromo-1,2-dimethoxy-(2859-78-1)
EPA Substance Registry System
Benzene, 4-bromo-1,2-dimethoxy- (2859-78-1)
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Safety

Hazard Codes 
Xi
Safety Statements 
23-24/25
WGK Germany 
3
TSCA 
T
HS Code 
29093038
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B83355
Product name
4-Bromoveratrole
Purity
98%
Packaging
25g
Price
$93.3
Updated
2025/07/31
Sigma-Aldrich
Product number
B83355
Product name
4-Bromoveratrole
Purity
98%
Packaging
100g
Price
$124.8
Updated
2024/03/01
TCI Chemical
Product number
B1021
Product name
4-Bromo-1,2-dimethoxybenzene
Purity
>97.0%(GC)
Packaging
25g
Price
$56
Updated
2025/07/31
Usbiological
Product number
161236
Product name
4-Bromo-1,2-dimethoxybenzene
Packaging
1g
Price
$403
Updated
2021/12/16
TRC
Product number
B684105
Product name
4-Bromo-1,2-dimethoxybenzene
Packaging
100g
Price
$140
Updated
2021/12/16
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4-Bromoveratrole Chemical Properties,Usage,Production

Chemical Properties

Colorless to Yellow liquid

Uses

4-Bromoveratrole is a metabolite of bromobenzene, with a catechol moiety in the substructure. It also has use as a redox shuttle additive, essentially a component in lithium batteries that consumes excess current during overcharge. It is also used in the synthesis of the isoquinoline alkaloid (-)-mesembrine.

Biological Functions

4-Bromoveratrole has been shown that this molecule binds to the receptor for acetylcholine, which is found in the central nervous system and on muscles. The binding of 4-bromoveratrole to this receptor leads to the release of chloride ions from the cell, which increases the activity of acetylcholine. The detection sensitivity of 4-bromoveratrole in solution was determined by adding malonic acid or hydrochloric acid, which led to an increase in fluorescence intensity. This molecule also has fatty acid and hydroxyl groups that have been shown to have anti-inflammatory properties.

Synthesis

91-16-7

2859-78-1

Example 1: Preparation of 4-bromo-1,2-dimethoxybenzene from veratrole ether (1) An acetic acid solution (1.6 L) of veratrole ether (142 g, 1.03 mol) and ammonium bromide (110 g, 1.12 mol, 1.10 eq.) was added to a 3.0 L reactor. (2) Aqueous hydrogen peroxide solution (30%, 180 mL, 1.76 mol, 1.67 eq.) was slowly added dropwise to the reaction mixture and the reaction system was continuously stirred at room temperature. (3) After 20 hours of reaction, the reaction was quenched with saturated sodium bicarbonate solution and the reaction mixture was extracted with dichloromethane (3 x 200 mL). (4) The organic phases were combined, washed sequentially with water (2 x 200 mL) and saturated saline (200 mL), and dried over anhydrous sodium sulfate. (5) Concentrate the organic phase under reduced pressure to obtain a yellow crude product. (6) The crude product was purified by decompression distillation and the fraction with boiling point 128-133 °C/10 mbar was collected to obtain 4-bromo-1,2-dimethoxybenzene (202.7 g, 91% yield). (7) The structure of the product was confirmed by NMR hydrogen (400 MHz, DMSO-d6) and carbon (100 MHz, DMSO-d6) spectra: 1H NMR δ: 7.50 (d, J=8.4 Hz, 1H), 6.90 (d, J=2.0 Hz, 1H), 6.80 (dd, J=8.4, 2.0 Hz, 1H), 3.85 (s, 3H ), 3.80 (s, 3H); 13C NMR δ: 150.3, 148.8, 123.5, 115.3, 113.8, 112.3, 56.2, 56.0.

References

[1] Journal of Chemical Research - Part S, 1998, # 10, p. 662 - 663
[2] Organic Letters, 2017, vol. 19, # 16, p. 4243 - 4246
[3] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 2, p. 591 - 593
[4] Tetrahedron Letters, 2001, vol. 42, # 39, p. 6941 - 6942
[5] Heterocycles, 1995, vol. 41, # 5, p. 893 - 896

4-Bromoveratrole Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Bromoveratrole Suppliers

Americas 1 Belgium 1 Canada 4 China 263 Europe 3 Germany 5 India 28 Japan 5 Slovakia 1 South Korea 2 Switzerland 3 Ukraine 1 United Kingdom 19 United States 43 Global 379
Changzhou Standard Chemicals Ltd.
Tel
0519-85607885 13776800733
Fax
+86 519 8552788
Email
email@standardschem.com
Country
China
ProdList
114
Advantage
62
Shanghai Witofly Chemical Co. ,Ltd.
Tel
021-50630626 18964684208
Email
sales@witofly.com
Country
China
ProdList
1606
Advantage
55
CHANGZHOU MALONG CHEMICALS CO., LTD.
Tel
18651958646
Email
info@malongchem.com
Country
China
ProdList
180
Advantage
58
Panjin Greenchem Technology Co., Ltd.
Tel
13121959385
Email
chemrocking@bjgreenchem.com
Country
China
ProdList
220
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Beijing HwrkChemical Technology Co., Ltd
Tel
18515581800 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
9400
Advantage
55
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View Lastest Price from 4-Bromoveratrole manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Bromoveratrole 2859-78-1
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-04
Henan Aochuang Chemical Co.,Ltd.
Product
4-Bromoveratrole 2859-78-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
R&D Scientific Inc.
Product
4-Bromoveratrole 2859-76-1
Price
US $1500.00/g
Min. Order
1g
Purity
97
Supply Ability
500 Kg
Release date
2024-05-12

2859-78-1, 4-BromoveratroleRelated Search:

4-Bromophthalic acid Bromoxynil Benzbromarone Phthalic acid Dibutyl phthalate Phthalic anhydride Anisole O-Phthalimide Decabromodiphenyl Ethane Tetrabromobisphenol A bis(dibromopropyl ether) 1,3-Dimethoxybenzene 4-Bromoanisole 1,2-Dimethoxybenzene Dimethyldimethoxysilane 4,4'-Bis(methoxymethyl)-1,1'-biphenyl (Trifluoromethoxy)benzene 1,3-Dibromobenzene Decabromodiphenyl oxide

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  • 4-bromo-1,2-dimethoxy-benzen
  • Bromoveratrole
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  • 4-Bromo-1,2-dimethoxybenzene~3,4-Dimethoxybromobenzene
  • 1-Bromo-3,4-dimetoxybenzene
  • 4-Bromoveratrole98%
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  • 2859-78-1 C8H9BrO2 4-Bromoveratrole
  • 4-Bromoallyl Ether
  • 2859-78-1
  • 2589-78-1
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  • BrC6H312OCH32
  • Building Blocks
  • Oxygen Compounds
  • Ethers
  • Organic Building Blocks
  • Anisole
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Bromine Compounds
  • Aromatic Ethers