2,6-Dimethoxyphenylboronic acid
- Product Name
- 2,6-Dimethoxyphenylboronic acid
- CAS No.
- 23112-96-1
- Chemical Name
- 2,6-Dimethoxyphenylboronic acid
- Synonyms
- 2,6-DIMETHOXYBENZENEBORONIC ACID;AKOS BRN-0146;TIMTEC-BB SBB003736;RARECHEM AH PB 0108;CHEMBRDG-BB 3200972;2,6-Dimethoxyphenylboronic;2,6-DIMETHOXYPHENYLBORONIC ACID;(2,6-dimethoxyphenyl)boronicaci;2, 6-dimethoxy-phenylboric acid;2,6-Dimethoxyphenylboronic acid,97%
- CBNumber
- CB2470607
- Molecular Formula
- C8H11BO4
- Formula Weight
- 181.98
- MOL File
- 23112-96-1.mol
2,6-Dimethoxyphenylboronic acid Property
- Melting point:
- 110-112 °C (lit.)
- Boiling point:
- 372.8±52.0 °C(Predicted)
- Density
- 1.19±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 8.58±0.58(Predicted)
- form
- Powder
- color
- White to beige
- BRN
- 3032352
- InChI
- InChI=1S/C8H11BO4/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5,10-11H,1-2H3
- InChIKey
- BKWVXPCYDRURMK-UHFFFAOYSA-N
- SMILES
- B(C1=C(OC)C=CC=C1OC)(O)O
- CAS DataBase Reference
- 23112-96-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-36/37
- WGK Germany
- 3
- Hazard Note
- Irritant/Keep Cold
- HazardClass
- IRRITANT
- HS Code
- 29319090
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.
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
- 480096
- Product name
- 2,6-Dimethoxyphenylboronic acid
- Purity
- ≥97%
- Packaging
- 5g
- Price
- $29
- Updated
- 2025/07/31
- Product number
- 480096
- Product name
- 2,6-Dimethoxyphenylboronic acid
- Purity
- ≥97%
- Packaging
- 25g
- Price
- $61.1
- Updated
- 2025/07/31
- Product number
- D3861
- Product name
- 2,6-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $61
- Updated
- 2025/07/31
- Product number
- D3861
- Product name
- 2,6-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $194
- Updated
- 2025/07/31
- Product number
- D479210
- Product name
- 2,6-Dimethoxyphenylboronic acid
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
2,6-Dimethoxyphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
white to beige powder
Uses
2,6-Dimethoxyphenylboronic acid can be used as a reagent in:
The palladium-catalyzed Suzuki-Miyaura coupling reaction to construct carbon-carbon bond.
The synthesis of 2H-imidazo[1,5-a]pyridin-4-ium bromides, which are utilized as precursors for the preparation of N-heterocyclic carbene ligands.
The preparation of monosubstituted benzothiazoloquinazolinones as potential monoamine oxidases inhibitors.
Reactant for:
Suzuki-Miyaura reactions
Synthesis
121-43-7
151-10-0
23112-96-1
The general procedure for the synthesis of 2,6-dimethoxyphenylboronic acid from trimethyl borate and m-phenylene dimethyl ether was as follows: 41.5 g (0.3 mol) of 1,3-dimethoxybenzene and 170 g of THF were added to a dry 1L three-neck flask. The reaction system was cooled to -30~-40°C under nitrogen protection and stirred. 240 ml (0.6 mol) of n-butyllithium in hexane solution was added slowly dropwise. After the dropwise addition, the reaction system was slowly warmed to 10~30°C and maintained at this temperature for 1 hour. Subsequently, the system was again cooled to -30~-40 °C and 62.4 g (0.6 mol) of trimethyl borate was slowly added dropwise. After the dropwise addition was completed, the reaction was maintained at this temperature for 1 hour. After the reaction was completed, 148 g of concentrated hydrochloric acid and 150 g of water were added to the system and stirred at 20-30 °C for 1 hour. After completion of the reaction, the solvent was removed by distillation under reduced pressure until no solvent evaporated. The residue was dissolved in 200 g of water and stirred for 20 min, followed by filtration using a Brinell funnel to give 45 g of white solid product in 90.0% yield. The product was analyzed by gas chromatography and the purity was 99.0%.
References
[1] Patent: WO2004/24738, 2004, A1. Location in patent: Page/Page column 13-14
[2] Patent: CN105348240, 2016, A. Location in patent: Paragraph 0059; 0060
[3] Organic and Biomolecular Chemistry, 2016, vol. 14, # 20, p. 4664 - 4668
[4] Organic Letters, 2012, vol. 14, # 16, p. 4250 - 4253
[5] Patent: KR2016/90242, 2016, A. Location in patent: Paragraph 0162; 0163; 0164; 0165; 0166; 0167; 0168
2,6-Dimethoxyphenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
2,6-Dimethoxyphenylboronic acid Suppliers
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- The Netherlands
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View Lastest Price from 2,6-Dimethoxyphenylboronic acid manufacturers
- Product
- 2,6-Dimethoxyphenylboronic acid 23112-96-1
- Price
- US $2.20-8.80/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-06-13
- Product
- 2,6-Dimethoxyphenylboronic acid 23112-96-1
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-30
- Product
- 2,6-Dimethoxyphenylboronic acid 23112-96-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 30000 Kg
- Release date
- 2023-11-30