2,4-Dimethoxybenzeneboronic acid
Uses Uses- Product Name
- 2,4-Dimethoxybenzeneboronic acid
- CAS No.
- 133730-34-4
- Chemical Name
- 2,4-Dimethoxybenzeneboronic acid
- Synonyms
- AKOS BRN-0063;RARECHEM AH PB 0099;2,4-Dimethoxybenzene;DiMethoxyphenylboronic aci;4-DiMethoxybenzeneboronic acid;2,4-Dimethoxyphenylbornic acid;2,4-Dimethoxybenzeneboronicaci;2,4-DIMETHOXYPHENYLBORONIC ACID;2,2-Dimethoxyphenylboronic Acid;2,4-DIMETHOXYBENZENEBORONIC ACID
- CBNumber
- CB8222554
- Molecular Formula
- C8H11BO4
- Formula Weight
- 181.98
- MOL File
- 133730-34-4.mol
2,4-Dimethoxybenzeneboronic acid Property
- Melting point:
- 125-127 °C (lit.)
- Boiling point:
- 361.1±52.0 °C(Predicted)
- Density
- 1.19±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 8.98±0.58(Predicted)
- color
- White to Dark green
- BRN
- 4744213
- InChI
- InChI=1S/C8H11BO4/c1-12-6-3-4-7(9(10)11)8(5-6)13-2/h3-5,10-11H,1-2H3
- InChIKey
- SQTUYFKNCCBFRR-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(OC)C=C1OC)(O)O
- CAS DataBase Reference
- 133730-34-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-36/37-24/25
- WGK Germany
- 3
- Hazard Note
- Irritant/Keep Cold
- HazardClass
- IRRITANT
- HS Code
- 29420000
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.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 483486
- Product name
- 2,4-Dimethoxyphenylboronic acid
- Purity
- 95%
- Packaging
- 1g
- Price
- $26.74
- Updated
- 2025/07/31
- Product number
- 483486
- Product name
- 2,4-Dimethoxyphenylboronic acid
- Purity
- 95%
- Packaging
- 10g
- Price
- $365
- Updated
- 2025/07/31
- Product number
- D3521
- Product name
- 2,4-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $23
- Updated
- 2025/07/31
- Product number
- D3521
- Product name
- 2,4-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $68
- Updated
- 2025/07/31
- Product number
- D479205
- Product name
- 2,4-Dimethoxyphenylboronic acid
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
2,4-Dimethoxybenzeneboronic acid Chemical Properties,Usage,Production
Uses
2,4-Dimethoxyphenylboronic acid can be used:
• As a reactant in meatal-catalyzed Suzuki−Miyaura cross-coupling reaction.
• To prepare hydroxy(trimethoxy)phenanthrene by cross-coupling with bromo(benzyloxy)methoxybenzaldehyde followed by condensation and debenzylation reaction.
• To synthesize 2,4-dimethoxy-1-(trifluoromethyl)benzene via Cu-catalyzed trifluoromethylation reaction.
Uses
Reactant for:
• Suzuki-Miyaura and Negishi couplings.
Chemical Properties
white to beige or pink moist powder
Uses
suzuki reaction
Uses
2,4-Dimethoxyphenylboronic acid can be used:
- As a reactant in meatal-catalyzed Suzuki?Miyaura cross-coupling reaction.
- To prepare hydroxy(trimethoxy)phenanthrene by cross-coupling with bromo(benzyloxy)methoxybenzaldehyde followed by condensation and debenzylation reaction.
- To synthesize 2,4-dimethoxy-1-(trifluoromethyl)benzene via Cu-catalyzed trifluoromethylation reaction.
Synthesis
17715-69-4
133730-34-4
The general procedure for the synthesis of 2,4-dimethoxyphenylboronic acid from 2,4-dimethoxybromobenzene was as follows: first, 576 μL of 1-bromo-2,4-dimethoxybenzene was dissolved in 5.8 mL of tetrahydrofuran, which was cooled to -78 °C under argon protection. Subsequently, 3 mL of 1.6 mol/L n-butyllithium hexane solution was slowly added dropwise. After the dropwise addition, 1.1 mL of triisopropyl borate was added and the reaction continued to be stirred at -78 °C for 40 minutes, after which it was brought to room temperature and stirred for 2 hours. Upon completion of the reaction, the reaction mixture was quenched by adding 40 mL of water and 1 mL of 5N hydrochloric acid to the reaction mixture and then extracted with 50 mL of ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure. Finally, 610.2 mg of 2,4-dimethoxyphenylboronic acid was purified by silica gel column chromatography (eluent ratio hexane:ethyl acetate=2:1). The product was characterized by 1H-NMR (CDCl3): δ (ppm) 3.85 (3H, s), 3.89 (3H, s), 5.81 (2H, s), 6.46 (1H, s), 6.56 (1H, dd, J = 2.0,8.4 Hz), 7.77 (1H, d, J = 8.4 Hz).
References
[1] Organic Letters, 2000, vol. 2, # 5, p. 629 - 631
[2] Journal of the American Chemical Society, 2006, vol. 128, # 22, p. 7176 - 7178
[3] Journal of the American Chemical Society,
[4] Journal of the American Chemical Society, 2009, vol. 131, p. 4710 - 4719
[5] Patent: US2014/30209, 2014, A1. Location in patent: Paragraph 0295; 0296
2,4-Dimethoxybenzeneboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
2,4-Dimethoxybenzeneboronic acid Suppliers
- Tel
- --
- Fax
- --
- sales@carbosynth.com
- Country
- United Kingdom
- ProdList
- 6005
- Advantage
- 58
- Tel
- --
- Fax
- --
- o@molekula.com
- Country
- United Kingdom
- ProdList
- 6127
- Advantage
- 58
- Tel
- --
- Fax
- --
- Country
- United Kingdom
- ProdList
- 190
- Advantage
- 58
- Tel
- --
- Fax
- --
- sales@apolloscientific.co.uk
- Country
- United Kingdom
- ProdList
- 6084
- Advantage
- 88
- Tel
- --
- Fax
- --
- info@molekula.com
- Country
- United Kingdom
- ProdList
- 4060
- Advantage
- 50
- Tel
- --
- Fax
- --
- info@atlantic-chemicals.com
- Country
- United Kingdom
- ProdList
- 5618
- Advantage
- 63
- Tel
- --
- Fax
- --
- info@apinchemicals.com
- Country
- United Kingdom
- ProdList
- 6184
- Advantage
- 60
- Tel
- --
- Fax
- --
- enquiry@leancare.co.uk
- Country
- United Kingdom
- ProdList
- 6446
- Advantage
- 42
- Tel
- --
- Fax
- --
- pete@hawks-scientific.com
- Country
- United Kingdom
- ProdList
- 2221
- Advantage
- 43
- Tel
- --
- Fax
- --
- sales@carbonesci.com
- Country
- United Kingdom
- ProdList
- 6666
- Advantage
- 30
- Tel
- --
- Fax
- --
- info@manchesterorganics.com
- Country
- United Kingdom
- ProdList
- 6834
- Advantage
- 67
- Tel
- --
- Fax
- --
- kevinbanks@molekula.com
- Country
- United Kingdom
- ProdList
- 6140
- Advantage
- 66
- Tel
- --
- Fax
- --
- sales@etascientific.com
- Country
- United Kingdom
- ProdList
- 6090
- Advantage
- 34
- Tel
- --
- Fax
- --
- sales@gs-chem.com
- Country
- United Kingdom
- ProdList
- 6098
- Advantage
- 47
- Tel
- --
- Fax
- --
- vernam@fluorochem.co.uk
- Country
- United Kingdom
- ProdList
- 6375
- Advantage
- 65
- Tel
- --
- Fax
- --
- Country
- United Kingdom
- ProdList
- 6309
- Advantage
- 46
- Tel
- --
- Fax
- --
- enquiries@fluorochem.co.uk
- Country
- United Kingdom
- ProdList
- 6401
- Advantage
- 74
- Tel
- --
- Fax
- --
- info@apinchemicals.com
- Country
- United Kingdom
- ProdList
- 6807
- Advantage
- 42
- Tel
- --
- Fax
- --
- solutions@vwr.com
- Country
- United Kingdom
- ProdList
- 6548
- Advantage
- 82
- Tel
- --
- Fax
- --
- Country
- United Kingdom
- ProdList
- 6565
- Advantage
- 38
View Lastest Price from 2,4-Dimethoxybenzeneboronic acid manufacturers
- Product
- 2,4-Dimethoxybenzeneboronic acid 133730-34-4
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2025-03-14
- Product
- 2,4-Dimethoxybenzeneboronic acid 133730-34-4
- Price
- US $34.00-1.20/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08
- Product
- 2,4-Dimethoxybenzeneboronic acid 133730-34-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10