| Identification | More | [Name]
3,5-Dimethylphenylboronic acid | [CAS]
172975-69-8 | [Synonyms]
3,5-DIMETHYLBENZENEBORONIC ACID
3,5-DIMETHYLPHENYLBORONIC ACID
AKOS BRN-0067
M-XYLENE-5-BORONIC ACID
RARECHEM AH PB 0186
TIMTEC-BB SBB004076
3,5-Dimethyl benzene
3,5-DIMETHYLBENZENEBORONIC ACID 98%
3,5-Dimethylphenylboronic Acid (contains varying amounts of Anhydride) | [EINECS(EC#)]
605-655-1 | [Molecular Formula]
C8H11BO2 | [MDL Number]
MFCD00185689 | [Molecular Weight]
149.98 | [MOL File]
172975-69-8.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to light yellow crystalline powder | [Melting point ]
261-265 °C (lit.) | [Boiling point ]
312.7±52.0 °C(Predicted) | [density ]
1.07±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [Water Solubility ]
Slightly soluble in water | [form ]
solid | [pka]
8.72±0.10(Predicted) | [color ]
White to Orange to Green | [BRN ]
7368658 | [InChI]
InChI=1S/C8H11BO2/c1-6-3-7(2)5-8(4-6)9(10)11/h3-5,10-11H,1-2H3 | [InChIKey]
DJGHSJBYKIQHIK-UHFFFAOYSA-N | [SMILES]
B(C1=CC(C)=CC(C)=C1)(O)O | [CAS DataBase Reference]
172975-69-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
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 | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white to light yellow crystalline powder | [Uses]
3,5-Dimethylphenylboronic Acid is a useful research intermediate for organic synthesis | [Uses]
suzuki reaction | [Synthesis]
GENERAL PROCEDURE: A 1 M THF solution (375 μL, 375 μmol) of phenylmagnesium bromide (PhMgBr) was added dropwise to a tetrahydrofuran (THF, 4 mL) solution of diisopropylaminoborane (DIPAB, 863 mg, 7.5 mmol) and magnesium scrapings (Mg, 182 mg, 7.5 mmol) at room temperature. After 10 min of reaction, 30 mL of anhydrous THF was added, followed by 3,5-dimethylbromobenzene (5 mmol). The reaction mixture was cooled to 0 °C and quenched by slow addition of methanol (MeOH, 7 mL). After 1 h of reaction, the volatiles were removed under reduced pressure and the resulting solid was dissolved in a 1N hydrochloric acid/methanol (7:3, v/v) mixture. The reaction was continued for 1 h at room temperature, followed by the addition of ethyl acetate (AcOEt, 100 mL) for extraction. The organic phase was washed sequentially with 1N 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 finally purified by recrystallization from water (H2O) to give 3,5-dimethylphenylboronic acid. | [References]
[1] Tetrahedron, 2019, vol. 75, # 2, p. 164 - 171 |
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