ChemicalBook > CAS DataBase List > 3,4,5-Trifluorophenylboronic acid

3,4,5-Trifluorophenylboronic acid

Uses

CAS No.143418-49-9
Chemical Name:3,4,5-Trifluorophenylboronic acid
CBNumber:CB6481302
Molecular Formula:C6H4BF3O2
Formula Weight:175.9
MOL File:143418-49-9.mol

3,4,5-Trifluorophenylboronic acid Property

Melting point 290-295 °C (lit.)
Boiling point 263.6±50.0 °C(Predicted)
Density 1,087g/cm
refractive index 1,423-1,425
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility 18.43g/l
pka 6.54±0.11(Predicted)
form Powder
color Tan
BRN 7371914
InChI InChI=1S/C6H4BF3O2/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,11-12H
InChIKey UHDDEIOYXFXNNJ-UHFFFAOYSA-N
SMILES B(C1=CC(F)=C(F)C(F)=C1)(O)O
CAS DataBase Reference 143418-49-9(CAS DataBase Reference)
UNSPSC Code 12352103
NACRES NA.22

Safety

Hazard Codes :N-Xn,Xi
Risk Statements :51/53-36-22-36/37/38
Safety Statements :61-26-37/39-36
RIDADR :3077
WGK Germany :3
HazardClass :IRRITANT
HS Code :29163990

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H319-H411
Precautionary statements P273-P301+P312+P330-P305+P351+P338

3,4,5-Trifluorophenylboronic acid Price More Price(2)

Brand: Sigma-Aldrich(India)
Product number: 524700
Product name : 3,4,5-Trifluorophenylboronic acid
Purity: ≥95%
Packaging: 1G
Price: ₹11626.05
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 524700
Product name : 3,4,5-Trifluorophenylboronic acid
Purity: ≥95%
Packaging: 5G
Price: ₹43613.93
Updated: 2022/06/14
Buy: Buy

3,4,5-Trifluorophenylboronic acid Chemical Properties,Usage,Production

Uses Reactant involved in:
• Preparation of phenylboronic catechol esters and determination of Lewis acidity
• Synthesis of benzopyranone derivatives as GABAA receptor modulators
• Synthesis of multisubstituted olefins and conjugate dienes
• Suzuki cross-coupling reactions
• Preparation of fluorinated aromatic poly(ether-amide)s
Description 3,4,5-Trifluorophenylboronic acid is an arylboronic acid compound used in organic synthesis and as a reaction reagent. It can be used as a catalyst to catalyse the direct amidation of amino acid derivatives and the direct polycondensation of carboxylic acids and amines; it can also be used in the formation of new 1:1 co-crystals with urea C6H4BF3O2-CH4N2O components.
Chemical Properties Tan powder
Uses Reactant involved in:
- Preparation of phenylboronic catechol esters and determination of Lewis acidity
- Synthesis of benzopyranone derivatives as GABAA receptor modulators
- Synthesis of multisubstituted olefins and conjugate dienes
- Suzuki cross-coupling reactions
- Preparation of fluorinated aromatic poly(ether-amide)s
Uses suzuki reaction
Uses Intermediates of Liquid Crystals
Synthesis Add 42mmol (10.08g) of magnesium chips into a 1000mL four-necked flask, add 2 pieces of iodine, and then add 200mL of anhydrous 2-methyltetrahydrofuran, heat the temperature to 50°C, and then slowly let it cool down to 40°C. And then drip 4-5mL of 3,4,5-trifluorobromobenzene 84.4g (0.4mol) and 50mL 2-methyltetrahydrofuran mixed solution, trigger the Grignard reaction, the temperature will rise rapidly after the reaction is initiated, use The temperature is lowered to 10-15°C in an ice-water bath, and a mixture (1) composed of 3,4,5-trifluorobromobenzene 84.4g (0.4mol) and 50mL 2-methyltetrahydrofuran (1), trimethyl borate is added dropwise. A mixture of 44 grams (0.42 mol) of ester and 50 mL of 2-methyltetrahydrofuran (2).The speed of the mixed solution (1) and the mixed solution (2) is kept the same, the dropping speed is controlled, and the dropping temperature is kept at 10-15°C . After the dropping is completed, the reaction is continued at room temperature for 8 hours.After the reaction is over, the reaction solution is slowly poured into dilute hydrochloric acid, and after the addition is complete, stir for 0.5-1.5h, separate the liquids, and then extract the aqueous phase twice, combine the organic phases, dry with anhydrous sodium sulfate, spin dry, and Recrystallization of ethyl chloride gave 3,4,5-Trifluorophenylboronic acid with a yield of 78% and a content of 99.6%.