| Identification | More | [Name]
3,4-Dichlorophenylboronic acid | [CAS]
151169-75-4 | [Synonyms]
3,4-DICHLOROBENZENEBORONIC ACID
3,4-DICHLOROPHENYLBORNIC ACID
3,4-DICHLOROPHENYLBORONIC ACID
AKOS BRN-0087
RARECHEM AH PB 0086
3,4-DICHLOROBENZENEBORONIC ACID (MAY CONTAIN VARYING AMOUNTS OF ANHYDRIDE)
3,4-DICHLOROBENZENEBORONIC ACID 97%
3,4-Dichlorophenylboronic acid ,98%
3,4-Dichlorophenylboronic Acid (contains varying amounts of Anhydride) | [EINECS(EC#)]
629-198-2 | [Molecular Formula]
C6H5BCl2O2 | [MDL Number]
MFCD01074646 | [Molecular Weight]
190.82 | [MOL File]
151169-75-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder | [Melting point ]
280-285 °C (lit.) | [Boiling point ]
339.2±52.0 °C(Predicted) | [density ]
1.47±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Acetone (Slightly), Chloroform (Very Slightly, Heated, Sonicated) | [form ]
Powder | [pka]
7.37±0.10(Predicted) | [color ]
White to off-white | [BRN ]
7369790 | [InChI]
InChI=1S/C6H5BCl2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,10-11H | [InChIKey]
JKIGHOARKAIPJI-UHFFFAOYSA-N | [SMILES]
B(C1=CC=C(Cl)C(Cl)=C1)(O)O | [CAS DataBase Reference]
151169-75-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,F | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R19:May form explosive peroxides.
R11:Highly Flammable. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S33:Take precautionary measures against static discharges .
S16:Keep away from sources of ignition-No smoking . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white powder | [Uses]
3,4-Dichlorophenylboronic Acid is a reactant used in the synthesis of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as hTRPV1 antagonists. | [Uses]
suzuki reaction | [Synthesis]
GENERAL PROCEDURE: A 1 M solution (375 μL, 375 μmol) of phenylmagnesium bromide (PhMgBr) THF (375 μL, 375 μmol) was added dropwise to a solution of diisopropylaminoborane (DIPAB, 863 mg, 7.5 mmol) and magnesium shavings (182 mg, 7.5 mmol) in tetrahydrofuran (THF, 4 mL) under nitrogen protection at room temperature. After 10 min of reaction, 30 mL of anhydrous THF was added, followed by 4-bromo-1,2-dichlorobenzene (5 mmol). The reaction mixture was cooled to 0 °C and quenched by slow addition of methanol (7 mL). After 1 h of reaction, the volatile solvent was removed by distillation under reduced pressure and the resulting solid was dissolved in a 1 N hydrochloric acid/methanol (7:3, v/v) mixture. After stirring at room temperature for 1 h, ethyl acetate (100 mL) was added for extraction, and the organic phase was washed sequentially with 1 N hydrochloric acid (30 mL) and saturated saline (3 x 30 mL). The organic phase was concentrated under reduced pressure to give the crude product, which was purified by recrystallization from water (H2O) to give the target product 3,4-dichlorophenylboronic acid. | [References]
[1] Tetrahedron, 2019, vol. 75, # 2, p. 164 - 171 |
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