3-FORMYLPHENYLBORONIC ACID
3-Formylphenylboronic acid
CAS: 87199-16-4
Molecular Formula: C7H7BO3
3-FORMYLPHENYLBORONIC ACID - Names and Identifiers
| Name | 3-Formylphenylboronic acid |
| Synonyms | AKOS BRN-0110 3-FORMYLBORONIC ACID 3-BORONOBENZALDEHYDE 3-Boronobenzaldehyde 3-Formylhenylboronic acid 3-Formylpenylboronic Acid 3-FORMYLPHENYLBORONIC ACID 3-Formylphenylboronic acid 3-FORMYLBENZENEBORONIC ACID 3-(DIHYDROXYBORYL)BENZALDEHYDE Boronic acid, B-(3-forMylphenyl)- |
| CAS | 87199-16-4 |
| EINECS | 628-589-5 |
| InChI | InChI=1/C7H7BO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5,10-11H |
3-FORMYLPHENYLBORONIC ACID - Physico-chemical Properties
| Molecular Formula | C7H7BO3 |
| Molar Mass | 149.94 |
| Density | 1.24±0.1 g/cm3(Predicted) |
| Melting Point | 109-113 °C |
| Boling Point | 354.4±44.0 °C(Predicted) |
| Flash Point | 168.128°C |
| Solubility | soluble in Methanol |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Crystalline powder |
| Color | Off-white to beige or light orange |
| BRN | 3030769 |
| pKa | 7.83±0.10(Predicted) |
| Storage Condition | Inert atmosphere,2-8°C |
| Sensitive | Air Sensitive |
| Refractive Index | 1.548 |
| MDL | MFCD00161356 |
3-FORMYLPHENYLBORONIC ACID - Risk and Safety
| Risk Codes | R34 - Causes burns R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S37/39 - Wear suitable gloves and eye/face protection S27 - Take off immediately all contaminated clothing. |
| UN IDs | UN 3261 8/PG 3 |
| WGK Germany | 3 |
| HS Code | 29319090 |
| Hazard Note | Irritant |
| Hazard Class | IRRITANT, MOISTURE S |
| Packing Group | Ⅲ |
3-FORMYLPHENYLBORONIC ACID - Reference Information
| Introduction | 3-formylphenylboronic acid is a pale yellow solid, which is an aldehyde Phenylboronic acid. In recent years, it is becoming more and more common to use Suzuki coupling reaction for the synthesis of Drug key intermediates. For example, in the synthesis of a new potent protease inhibitor atazanavir, P-aldehyde Phenylboronic acid is used. |
| Use | 3-formylphenylboronic acid is a carboxylic acid derivative and can be used as a pharmaceutical intermediate. |
| preparation | under nitrogen protection, the M-bromophenylboronic acid trimer obtained above was added to 600 ml of anhydrous tetrahydrofuran to dissolve all uniformly, and then transferred to a 2L three-necked bottle, followed by addition of dimethylformamide (80.4G, 1.1 mol). Subsequently, the system was cooled to below- 70 ℃, and 440 ml (1.1 mol) of 2. 5m n-butyl lithium hexane solution was slowly added dropwise, during the addition, the temperature was controlled not to exceed -60 ° C. At the maximum, and the reaction was maintained at this temperature for 1-3 hours at the end of the addition, and then stirred for 3-5 hours under natural warming to room temperature. After completion of the TLC detection reaction, the system was cooled to 0 ° C., 10% hydrochloric acid aqueous solution was added to quench the reaction, and the PH was adjusted to 1-2, and stirring was continued at room temperature for 2-3 hours to ensure complete hydrolysis of the trimer. The reaction solution was distilled, and after the organic solvent was distilled, solid was precipitated, filtered, and recrystallized from toluene to obtain 106.5G of 3-formylphenylboronic acid as a pale yellow solid, HPLC:99.5%, the total yield of the two steps was 71%. |
Last Update：2024-04-10 22:29:15
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View History
3-FORMYLPHENYLBORONIC ACID
(S)-3-AMinotetrahydrofura...
LABOTEST-BB LT00847291
正-[1-(氨基甲基)环丁基]氨基甲酸叔丁酯
INTERMEDIATE OF DOLASETRON
4-Bromo-2-morpholinobenzoic Acid
4-BOC-1-(5-溴-2-吡啶基)哌嗪
硝磺草酮杂质17
TOSLAB 817644
4-戊基苯甲腈
(S)-3-AMinotetrahydrofura...
LABOTEST-BB LT00847291
正-[1-(氨基甲基)环丁基]氨基甲酸叔丁酯
INTERMEDIATE OF DOLASETRON
4-Bromo-2-morpholinobenzoic Acid
4-BOC-1-(5-溴-2-吡啶基)哌嗪
硝磺草酮杂质17
TOSLAB 817644
4-戊基苯甲腈