2-Tolylboronic acid
Description- Product Name
- 2-Tolylboronic acid
- CAS No.
- 16419-60-6
- Chemical Name
- 2-Tolylboronic acid
- Synonyms
- O-TOLYLBORONIC ACID;O-TOLYBORONIC ACID;2-METHYLPHENYLBORONIC ACID;2-METHYLBENZENEBORONIC ACID;2-ToL;AKOS BRN-0017;o-Boronotoluene;o-Tolylboronic ac;2-Tolylboronicaci;2-TOLYLBORONIC ACID
- CBNumber
- CB5186691
- Molecular Formula
- C7H9BO2
- Formula Weight
- 135.96
- MOL File
- 16419-60-6.mol
2-Tolylboronic acid Property
- Melting point:
- 162-164 °C(lit.)
- Boiling point:
- 283.4±33.0 °C(Predicted)
- Density
- 1.10±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 8.61±0.58(Predicted)
- form
- Crystalline Powder
- color
- Beige
- Water Solubility
- Slightly soluble in water.
- BRN
- 2935796
- InChI
- InChI=1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3
- InChIKey
- NSJVYHOPHZMZPN-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC=C1C)(O)O
- CAS DataBase Reference
- 16419-60-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- RTECS
- ED7777777
- HazardClass
- IRRITANT
- HS Code
- 29163990
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.
N-Bromosuccinimide Price
- Product number
- 393606
- Product name
- o-Tolylboronic acid
- Purity
- ≥95.0%
- Packaging
- 1g
- Price
- $17.64
- Updated
- 2024/03/01
- Product number
- 393606
- Product name
- o-Tolylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $66.4
- Updated
- 2024/03/01
- Product number
- M1313
- Product name
- 2-Methylphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $35
- Updated
- 2024/03/01
- Product number
- M1313
- Product name
- 2-Methylphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $105
- Updated
- 2024/03/01
- Product number
- B23154
- Product name
- 2-Methylbenzeneboronic acid, 98%
- Packaging
- 1g
- Price
- $37.65
- Updated
- 2024/03/01
2-Tolylboronic acid Chemical Properties,Usage,Production
Description
2-Methylphenylboronic acid is an important organic boronic acid compound, which is widely used in Suzuki cross-coupling reaction and has important application value in the fields of organic synthesis and medicine and chemical industry.
Physical properties
beige crystalline powder
Uses
suzuki reaction
Uses
2-Methylbenzeneboronic acid is a reagent used for Pd-catalyzed arylation using Suzuki-Miyaura cross-coupling in water, Ruthenium catalyzed direct arylation reactions, Ligand-free copper-catalyzed coupling reactions, Rhodium-catalyzed asymmetric 1,4-addition reactions. Reagent used in Preparation of chiral monophosphorus ligands in asymmetric Suzuki-Miyaura coupling reaction, Human farnesyl pyrophosphate synthase inhibitors as antitumor agents for multiple myeloma cells
Synthesis
Triphenylphosphene (0.131 g, 0.5 mmol, 20 mol %), p-iodoanisol (0.585 g, 2.5 mmol), and triethylamine (1.78 mL, 12.5 mmol) were added to a 50 mL round-bottomed flask equipped with a sidearm, condenser, and stir bar. This solution was then degassed by alternating vacuum and argon three times. Palladium dichloride (0.023 g, 0.13 mmol, 5 mol %) was then added under positive argon pressure. After stirring at room temperature for 15 min, diisopropylaminoborane (5 mL, 1 M solution in THF, 5 mmol) was added and the reaction mixture was degassed again by alternating vacuum and argon three times. The reaction solution was then heated to reflux. After 12 h of reflux the reaction was cooled to 0 °C and 6 mL of methanol was added through the condenser slowly (Caution: exothermic reaction with evolution of hydrogen). After 15 min of stirring all the solvent was removed under reduced pressure to yield a black solid. This solid was dissolved with sodium hydroxide (3 M, 8 mL) and subsequently washed with hexanes (3×10 mL). The aqueous layer was then cooled to 0 °C (ice bath) and acidified to pH ≤1 with concentrated HCl, with the boronic acid usually precipitating out as a white solid. The aqueous fraction was then extracted with diethyl ether (3×10 mL). The organic fractions were combined, dried with magnesium sulfate and filtered. The solvent was then removed under reduced pressure yielding a white solid named 2-Tolylboronic acid.
2-Tolylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Tolylboronic acid manufacturers
- Product
- Eltrombopag Impurity 33 16419-60-6
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- above 98%
- Supply Ability
- 10g/month
- Release date
- 2023-05-10
- Product
- 2-Tolylboronic acid 16419-60-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%Min
- Supply Ability
- 1000kg
- Release date
- 2023-03-12
- Product
- 2-Tolylboronic acid 16419-60-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 97.7%
- Supply Ability
- 100 tons
- Release date
- 2022-02-08