| Identification | More | [Name]
2,5-Dimethoxyphenylboronic acid | [CAS]
107099-99-0 | [Synonyms]
2,5-DIMETHOXYBENZENEBORONIC ACID
2,5-DIMETHOXYPHENYLBORONIC ACID
AKOS BRN-0036
CHEMBRDG-BB 3200971
RARECHEM AH PB 0098
2,5-Dimethoxyphenylboronic
2,5-DIMETHOXYPHENYLBORONIC ACID,99+%
2,5-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride)
2,5-Dimethoxyphenylboronic acid ,98% | [EINECS(EC#)]
679-699-5 | [Molecular Formula]
C8H11BO4 | [MDL Number]
MFCD01318181 | [Molecular Weight]
181.98 | [MOL File]
107099-99-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to almost white crystalline powder | [Melting point ]
95-98 °C (lit.) | [Boiling point ]
374.5±52.0 °C(Predicted) | [density ]
1.19±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
soluble in Methanol | [form ]
solid | [pka]
8.12±0.58(Predicted) | [color ]
White to Light yellow | [BRN ]
2969872 | [InChI]
InChI=1S/C8H11BO4/c1-12-6-3-4-8(13-2)7(5-6)9(10)11/h3-5,10-11H,1-2H3 | [InChIKey]
QOZLFNQLIKOGDR-UHFFFAOYSA-N | [SMILES]
B(C1=CC(OC)=CC=C1OC)(O)O | [CAS DataBase Reference]
107099-99-0(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 .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
IRRITANT | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to almost white crystalline powder | [Uses]
2,5-Dimethoxyphenylboronic acid is a bacterial mutagen. | [Uses]
suzuki reaction | [Synthesis]
In a 1 L round bottom flask, 1-bromo-2,5-dimethoxybenzene (50 g, 230 mmol) was dissolved in tetrahydrofuran (400 ml). After cooling the reaction mixture to -78°C, n-butyllithium (167 ml, 280 mmol) was added slowly and dropwise. The reaction temperature was maintained at -78°C with continuous stirring for 2 hours. Subsequently, trimethyl borate (36 ml, 320 mmol) was added. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, acidification was carried out by slow dropwise addition of 2N HCl solution. Extraction was carried out with deionized water and ethyl acetate and the organic layer was separated and dried over anhydrous magnesium sulfate. The dried organic phase was concentrated in vacuum to give the crude product. Finally, the purified 2,5-dimethoxyphenylboronic acid (20.8 g, 50% yield) was obtained by recrystallization from a solvent mixture of heptane and toluene. | [References]
[1] Patent: US2017/18723, 2017, A1. Location in patent: Paragraph 0157-0158
[2] Patent: US5688808, 1997, A
[3] Patent: US5693646, 1997, A
[4] Patent: US5688810, 1997, A
[5] Patent: US5696127, 1997, A |
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