| Identification | More | [Name]
3,4-Dimethoxyphenylboronic acid | [CAS]
122775-35-3 | [Synonyms]
3,4-DIMETHOXYBENZENEBORONIC ACID
3,4-DIMETHOXYPHENYLBORONIC ACID
AKOS BRN-0064
RARECHEM AH PB 0109
3,4-DIMETHOXYPHENYLBORONIC AICD
3,4-Dimethoxyphenylboronic
3,4-Dimethoxyphenylboronic Acid (contains varying amounts of Anhydride) | [EINECS(EC#)]
679-694-8 | [Molecular Formula]
C8H11BO4 | [MDL Number]
MFCD01074574 | [Molecular Weight]
181.98 | [MOL File]
122775-35-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige powder and granules | [Melting point ]
245-250 °C (lit.) | [Boiling point ]
336.7±52.0 °C(Predicted) | [density ]
1.19±0.1 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [form ]
Powder and Granules | [pka]
8.48±0.10(Predicted) | [color ]
White to light beige | [Water Solubility ]
25 g/L | [BRN ]
5334877 | [InChI]
InChI=1S/C8H11BO4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5,10-11H,1-2H3 | [InChIKey]
RCVDPBFUMYUKPB-UHFFFAOYSA-N | [SMILES]
B(C1=CC=C(OC)C(OC)=C1)(O)O | [CAS DataBase Reference]
122775-35-3(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 ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige powder and granules | [Uses]
3,4-Dimethoxyphenylboronic acid can be used:
- As a substrate in the cross-coupling reaction with 5,7-dichloropyrido[4,3-d]pyrimidine catalyzed by palladium.
- As a starting material for the synthesis of buflavine 1, a natural alkaloid.
- In one of the key synthetic steps for the preparation of lipidated malarial glycosylphosphatidylinositols (GPI) disaccharide.
- To prepare 3,3″,4,4″-tetramethoxy-1,1′:4′,1″-terphenyl by reacting with 1,4-dibromobenzene using Pd catalyst.
| [Uses]
suzuki reaction | [Synthesis]
GENERAL PROCEDURE: 3,4-Dimethoxyaniline (0.5 mmol, 1.0 eq.) was dissolved in methanol (1.0 mL), hydrochloric acid (0.5 mL, 1.5 mmol, 3.0 eq.) was slowly added, followed by water (0.5 mL). The reaction mixture was stirred for 2 min, then sodium nitrite solution (0.25 mL, prepared by dissolving 35 mg NaNO2 in 0.25 mL of water) was added. The reaction mixture was stirred at 0-5 °C for 30 min, followed by the addition of methanol (1.0 mL) and hydrochloric acid (135 mg, 1.5 mmol, 3.0 equiv). Stirring was continued for 60 min. Upon completion of the reaction, it was diluted with water (10 mL) and extracted with dichloromethane (50 mL, 3 times). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 3,4-dimethoxyphenylboronic acid. | [References]
[1] Synlett, 2014, vol. 25, # 11, p. 1577 - 1584 |
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