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;RARECHEM AH PB 0228
- CBNumber:
- CB5186691
- Molecular Formula:
- C7H9BO2
- Molecular Weight:
- 135.96
- MDL Number:
- MFCD00093526
- MOL File:
- 16419-60-6.mol
- MSDS File:
- SDS
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
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
Hazard Codes | Xi | |||||||||
Risk Statements | 36/37/38 | |||||||||
Safety Statements | 26-36-37/39 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | ED7777777 | |||||||||
HazardClass | IRRITANT | |||||||||
HS Code | 29163990 | |||||||||
NFPA 704 |
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2-Tolylboronic acid price More Price(44)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 393606 | o-Tolylboronic acid ≥95.0% | 16419-60-6 | 1g | $17.64 | 2024-03-01 | Buy |
Sigma-Aldrich | 393606 | o-Tolylboronic acid ≥95.0% | 16419-60-6 | 5g | $66.4 | 2024-03-01 | Buy |
TCI Chemical | M1313 | 2-Methylphenylboronic Acid (contains varying amounts of Anhydride) | 16419-60-6 | 5g | $35 | 2024-03-01 | Buy |
TCI Chemical | M1313 | 2-Methylphenylboronic Acid (contains varying amounts of Anhydride) | 16419-60-6 | 25g | $105 | 2024-03-01 | Buy |
Alfa Aesar | B23154 | 2-Methylbenzeneboronic acid, 98% | 16419-60-6 | 1g | $37.65 | 2024-03-01 | Buy |
2-Tolylboronic acid Chemical Properties,Uses,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
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
Uses
suzuki reaction
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
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Preparation Products
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Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Tianjin Xinshengjiahe Science & Technology Development Co,.Ltd | +86-86-22-87899925 +86-8618522618860 | 18522618860@163.com | China | 694 | 58 |
Guangzhou Tosun Pharmaceutical Limited | +8618922120635 | sales@toref-standards.com | China | 1000 | 58 |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21687 | 55 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32715 | 60 |
career henan chemical co | +86-0371-86658258 15093356674; | sales@coreychem.com | China | 29914 | 58 |
Zhejiang ZETian Fine Chemicals Co. LTD | +8618957127338 | stella@zetchem.com | China | 2141 | 58 |
Accela ChemBio Inc. | (+1)-858-699-3322 | info@accelachem.com | United States | 19965 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39916 | 58 |
Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63711 | 58 |
View Lastest Price from 2-Tolylboronic acid manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-04-11 | Eltrombopag Impurity 33
16419-60-6
|
US $0.00-0.00 / mg | 10mg | above 98% | 10g/month | Guangzhou Tosun Pharmaceutical Limited | ||
2023-04-26 | 2-Tolylboronic acid
16419-60-6
|
US $56.00 / kg | 1kg | 99% | 5000 tons | Hebei Duling International Trade Co. LTD | ||
2023-03-14 | 2-Tolylboronic acid
16419-60-6
|
US $0.00-0.00 / kg | 1kg | 98%Min | 1000kg | LY Global chemicals co.,ltd . |
- Eltrombopag Impurity 33
16419-60-6
- US $0.00-0.00 / mg
- above 98%
- Guangzhou Tosun Pharmaceutical Limited
- 2-Tolylboronic acid
16419-60-6
- US $56.00 / kg
- 99%
- Hebei Duling International Trade Co. LTD
- 2-Tolylboronic acid
16419-60-6
- US $0.00-0.00 / kg
- 98%Min
- LY Global chemicals co.,ltd .
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