O-TOLYLBORONIC ACID
2-Methylbenzeneboronic acid
CAS: 16419-60-6
Molecular Formula: C7H9BO2
O-TOLYLBORONIC ACID - Names and Identifiers
| Name | 2-Methylbenzeneboronic acid |
| Synonyms | AKOS BRN-0017 2-Tolylboronic acid O-TOLYLBORONIC ACID 2-TOLYLBORONIC ACID o-Tolylboronic acid TOLUENE-2-BORONIC ACID 2-METHYLPHENYLBORONIC ACID O-METHYLPHENYLBORONIC ACID 2-Methylphenylboronic acid 2-METHYLBENZENEBORONIC ACID 2-Methylbenzeneboronic acid o-Tolylboronic acid, 2-Boronotoluene [2-(methylsulfanyl)phenyl]boronic acid |
| CAS | 16419-60-6 |
| EINECS | 605-351-9 |
| InChI | InChI=1/C7H9BO2S/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5,9-10H,1H3 |
| InChIKey | NSJVYHOPHZMZPN-UHFFFAOYSA-N |
O-TOLYLBORONIC ACID - Physico-chemical Properties
| Molecular Formula | C7H9BO2 |
| Molar Mass | 135.96 |
| Density | 1.10±0.1 g/cm3(Predicted) |
| Melting Point | 162-164°C(lit.) |
| Boling Point | 283.4±33.0 °C(Predicted) |
| Flash Point | 151.9°C |
| Water Solubility | Slightly soluble in water. |
| Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 8.13E-05mmHg at 25°C |
| Appearance | Crystallization |
| Color | Beige |
| BRN | 2935796 |
| pKa | 8.61±0.58(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.583 |
| MDL | MFCD00093526 |
O-TOLYLBORONIC ACID - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | ED7777777 |
| HS Code | 29163990 |
| Hazard Class | IRRITANT |
O-TOLYLBORONIC ACID - Reference Information
| Introduction | 2-methylphenylboronic acid is widely used in Suzuki cross-coupling reactions. Suzuki-Miyaura coupling reaction (SMC) is an important reaction for constructing various C- C single bonds. Its main raw material is organic boric acid compound. Among them, 2-methylphenylboronic acid is an important compound in organic boronic acid compounds, which has important application value in organic synthesis and pharmaceutical and chemical fields. |
| Preparation | Under the protection of nitrogen, add magnesium (2.9g, 1.2 times) and tetrahydrofuran (20 ml) and dibromoethane (1.9g) to a 250 ml three-mouth flask with a dropping funnel; then add o-bromobenzene (17.1g, 0.1 mol), triisopropyl borate (28.8g, 1.5 times) and tetrahydrofuran (50 ml) as solvent. Heat to 40 ℃, activate magnesium powder, then slowly drop the mixed solution in the dropping funnel, control the speed until the reaction temperature does not exceed 60 ℃, stir the reaction after adding until magnesium basically disappears. Then add trimethyl borate (21.0g, 2 times) to the dropping funnel, and heat the reflux reaction for 6 hours. Stop heating, cool to room temperature, hydrolyze with 5% dilute hydrochloric acid to pH<2. Distillation recovers THF solvent, and the product precipitates as the solvent decreases. Cooling and filtering, recrystallization in methanol/water can obtain o-methylphenylboronic acid, 11.5g, with 85% yield. |
| Use | Used for the enantiospecific synthesis of diolefins through the palladium-catalyzed coupling reaction of chiral propyne acetate and carbonate and boric acid |
Last Update：2024-04-09 02:00:07
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View History
O-TOLYLBORONIC ACID
Metaphosphoric acid, trisodium salt
分散黄SE-FL(分散黄 42)
氧化铜(II)
Gold(III) chloride
ACETONE-D
Phosphinic acid aluminum salt
荧光增白剂ATS-X
134375-99-8
AI3-07009
Metaphosphoric acid, trisodium salt
分散黄SE-FL(分散黄 42)
氧化铜(II)
Gold(III) chloride
ACETONE-D
Phosphinic acid aluminum salt
荧光增白剂ATS-X
134375-99-8
AI3-07009