| Identification | More | [Name]
2-Trifluoromethylphenylboronic acid | [CAS]
1423-27-4 | [Synonyms]
2-(TRIFLUOROMETHYL)BENZENEBORONIC ACID
2-(TRIFLUOROMETHYL)PHENYLBORONIC ACID
AKOS BRN-0242
ALPHA,ALPHA,ALPHA-TRIFLUORO-O-TOLUENEBORONIC ACID
ALPHA,ALPHA,ALPHA-TRIFLUORO-O-TOLYLBORONIC ACID
O-TRIFLUOROMETHYLPHENYLBORONIC ACID
RARECHEM AH PB 0094
2-Trifluoromethylboronic acid
2-(TRIFLUOROMETHYL)PHENYLBORONIC ACID, 9 7%
2-(Trifluoromethyl)benzeneboronic acid 98%
2-(Trifluoromethyl)benzeneboronicacid98%
2-Boronobenzotrifluoride
2-(Trifluoromethyl)phenylboronic Acid (contains varying amounts of Anhydride)
0-Trufluoromethylboronic Acid
2-(Trifluoromethyl)phenylboronic acid ,98% | [EINECS(EC#)]
640-203-7 | [Molecular Formula]
C7H6BF3O2 | [MDL Number]
MFCD00236059 | [Molecular Weight]
189.93 | [MOL File]
1423-27-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige crystalline powder | [Melting point ]
111-114 °C (lit.) | [Boiling point ]
274.5±50.0 °C(Predicted) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [solubility ]
slightly sol. in Methanol | [form ]
powder to crystal | [pka]
8.11±0.58(Predicted) | [color ]
White to Almost white | [Detection Methods]
HPLC,NMR | [BRN ]
2974465 | [InChI]
InChI=1S/C7H6BF3O2/c9-7(10,11)5-3-1-2-4-6(5)8(12)13/h1-4,12-13H | [InChIKey]
JNSBEPKGFVENFS-UHFFFAOYSA-N | [SMILES]
B(C1=CC=CC=C1C(F)(F)F)(O)O | [CAS DataBase Reference]
1423-27-4(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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige crystalline powder | [Uses]
2-(Trifluoromethyl)phenylboronic acid can be used as a reactant:
- In Suzuki-coupling reactions to prepare 2-trifluoromethyl aryl or heteroaryl derivatives.
- To synthesize 4-(2-trifluoromethyl)phenylpyrrolo[2,3-d]pyrimidine as a potential antagonist of corticotropin-releasing hormone.
- To prepare 2-nitro-6-(trifluoromethyl)phenylboronic acid by nitration reaction.
| [Uses]
2-Trifluoromethylphenylboronic Acid is a reagent in the preparation of potent inhibitors of human uric acid transporter 1 (hURAT1). | [Uses]
suzuki reaction | [Synthesis]
To a 250-mL three-necked reaction flask, 2.3 g of magnesium flakes were added and heated to dryness under a nitrogen atmosphere. Subsequently, 0.1 g of iodine, 12.8 g of bis(dimethylamino)chloroborane and 30 mL of tetrahydrofuran were added sequentially. A mixed solution consisting of 2.4 g of 2-chloro(trifluoromethyl)benzene and 20 ml of tetrahydrofuran was added slowly dropwise, and stirring was continued for 30 minutes after completion of the addition. Next, a solution consisting of 12.0 g of 2-chloro(trifluoromethyl)benzene and 100 ml of tetrahydrofuran was added slowly and the temperature of the reaction was maintained at 20-30°C. The addition process was completed in about 2 hours. After completion of the reaction, the mixed solution was cooled to 0°C and 50 ml of saturated ammonium chloride solution was added with continuous stirring for 1 hour. After standing and layering, the aqueous phase was extracted with 70 ml of ethyl acetate. The organic layers were combined, dried with magnesium sulfate and concentrated under reduced pressure. The concentrated residue was dissolved in 80 ml of hot ethyl acetate at 65°C and subsequently cooled to room temperature within 2 hours. 300 ml of n-hexane was added and stirring was continued for 3 h. Filtration gave 7.9 g of white solid 2-trifluoromethylphenylboronic acid in 52% yield. | [References]
[1] Patent: CN104311587, 2017, B. Location in patent: Paragraph 0068; 0069; 0070 |
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