| Identification | More | [Name]
2-Formylbenzeneboronic acid | [CAS]
40138-16-7 | [Synonyms]
2-BORONOBENZALDEHYDE
2-(DIHYDROXYBORYL)BENZALDEHYDE
2-FORMYLBENZENEBORONIC ACID
2-FORMYLPHENYLBORONIC ACID
AKOS BRN-0109
BENZALDEHYDE-2-BORONIC ACID
RARECHEM AH PB 0192
2-Boronobenzaldehyde~2-Formylphenylboronic acid
2-FORRMYLPHENYLBORONIC ACID
2-Formylbenzeneboronicacid,97%
Boronic acid, (2-formylphenyl)-
2-formylbenzenboronic acid
2-Formylphenylboronic Acid (contains varying amounts of Anhydride)
Benzaldehyde-2-boronic acid, (contains varying amounts of Anhydride)
2-Formyphenylboronic acid
2-(Dihydroxyboryl)benzaldehyde, 2-Boronobenzaldehyde | [EINECS(EC#)]
628-526-1 | [Molecular Formula]
C7H7BO3 | [MDL Number]
MFCD00151822 | [Molecular Weight]
149.94 | [MOL File]
40138-16-7.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to light orange-pink crystalline | [Melting point ]
115-120 °C (lit.) | [Boiling point ]
355.7±44.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
Soluble in methanol. | [form ]
Crystalline Powder or Needles and Chunks | [pka]
8.18±0.53(Predicted) | [color ]
Light yellow to light orange-pink | [Sensitive ]
Air Sensitive | [BRN ]
3030776 | [InChIKey]
DGUWACLYDSWXRZ-UHFFFAOYSA-N | [CAS DataBase Reference]
40138-16-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to light orange-pink crystalline | [Uses]
suzuki reaction | [Synthesis]
Under nitrogen protection, o-bromophenylboronic acid trimer (cas:1229227-01-3) was added to anhydrous tetrahydrofuran (600 mL). The mixture was transferred to a 2 L three-neck flask and N,N-dimethylformamide (87.7 g, 1.2 mol) was added. Subsequently, the reaction system was cooled to -70 °C to -80 °C and 2.5 M n-butyllithium hexane solution (520 mL, 1.3 mol) was slowly added dropwise with controlled titration rate to keep the reaction temperature from exceeding -70 °C. Stirring was continued at this temperature for 1-3 h. The reaction mixture was then allowed to warm up to room temperature naturally, and stirring was continued for another 3-5 h. The reaction was monitored by TLC. The progress of the reaction was monitored by TLC and after confirming the completion of the reaction, the system was cooled to 0°C, 15% aqueous hydrochloric acid was added to quench the reaction, and the pH was adjusted to 1-2. Stirring was continued at room temperature for 3-5 h to ensure complete hydrolysis of the trimer. Subsequently, the reaction solution was distilled to remove the organic solvent and filtered to obtain the solid product. Finally, purification by recrystallization from toluene gave 93.0 g of light gray solid 2-formylphenylboronic acid with 99.0% HPLC purity and 62% yield. | [References]
[1] Patent: CN105037408, 2017, B. Location in patent: Paragraph 0028; 0031; 0032 |
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