| Identification | More | [Name]
Methyl 4-boronobenzoate | [CAS]
99768-12-4 | [Synonyms]
4-CARBOMETHOXYPHENYLBORONIC ACID
4-METHOXYCARBONYLBENZENEBORONIC ACID
4-METHOXYCARBONYLPHENYLBORONIC ACID
AKOS BRN-0122
METHYL 4-BORONOBENZOATE
P-(METHOXYCARBONYL)PHENYLBORONIC ACID
RARECHEM AH PB 0115
4-METHOXYCATBONYLPHENYLBORONICACID
4-METHOXYCARBONYLPHENYLBORONIC ACID 97%
4-(Methoxycabonyl)phenylboronic acid
4-(Methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride) | [EINECS(EC#)]
619-459-9 | [Molecular Formula]
C8H9BO4 | [MDL Number]
MFCD01632203 | [Molecular Weight]
179.97 | [MOL File]
99768-12-4.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powde | [Melting point ]
197-200 °C (lit.) | [Boiling point ]
345.8±44.0 °C(Predicted) | [density ]
1.25±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
Soluble in methanol. | [form ]
powder | [pka]
7.69±0.10(Predicted) | [color ]
white to off-white | [InChI]
InChI=1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3 | [InChIKey]
PQCXFUXRTRESBD-UHFFFAOYSA-N | [SMILES]
C1=CC(C(OC)=O)=CC=C1B(O)O | [CAS DataBase Reference]
99768-12-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
No | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powde | [Uses]
4-(Methoxycarbonyl)phenylboronic Acid is a reagent used for• ;Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence1 • ;Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides2 • ;One-pot ipso-nitration of arylboronic acids3 • ;Copper-catalyzed nitration4 • ;Cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling5 • ;Reagent used in Preparation of• ;Biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid6† • ;Chromenones and their
| [Uses]
suzuki reaction | [Synthesis]
In a 500 mL three-neck flask, methyl 4-bromobenzoate (20.2 g, 77.2 mmol) was dissolved in anhydrous THF (200.0 mL) and triisopropyl borate (18.9 g, 100.3 mmol) was added. The reaction mixture was cooled to -78 °C, N-butyllithium (6.8 g, 96.5 mmol) was slowly added dropwise and the reaction was kept at this temperature for 0.5 h. The reaction was completed with the addition of saturated chloride (1.2 mmol). Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution, followed by adjusting the pH with 1 mol/L hydrochloric acid to 1. The aqueous phase was extracted with ethyl acetate (100.0 mL x 3), the organic phases were combined, washed with saturated brine (60 mL x 1) and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, the residue was pulped with hexane, and 13.3 g of 4-methoxycarbonylphenylboronic acid was obtained after filtration in 95.5% yield. | [References]
[1] Patent: CN106565761, 2017, A. Location in patent: Paragraph 0063; 0064 |
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