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
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)
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.
N-Bromosuccinimide Price
- Product number
- B83355
- Product name
- 4-Bromoveratrole
- Purity
- 98%
- Packaging
- 25g
- Price
- $93.3
- Updated
- 2025/07/31
- Product number
- B83355
- Product name
- 4-Bromoveratrole
- Purity
- 98%
- Packaging
- 100g
- Price
- $124.8
- Updated
- 2024/03/01
- Product number
- B1021
- Product name
- 4-Bromo-1,2-dimethoxybenzene
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $56
- Updated
- 2025/07/31
- Product number
- 161236
- Product name
- 4-Bromo-1,2-dimethoxybenzene
- Packaging
- 1g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- B684105
- Product name
- 4-Bromo-1,2-dimethoxybenzene
- Packaging
- 100g
- Price
- $140
- Updated
- 2021/12/16
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
4-Bromoveratrole Suppliers
- Tel
- --
- Fax
- --
- chemcontrol@nextra.sk
- Country
- Slovakia
- ProdList
- 6700
- Advantage
- 60
View Lastest Price from 4-Bromoveratrole manufacturers
- 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
- 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
- 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