3,4,5-Trifluorophenylboronic acid Chemical Properties

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

form 

Powder

pka

6.54±0.11(Predicted)

color 

Tan

BRN 

7371914

InChIKey

UHDDEIOYXFXNNJ-UHFFFAOYSA-N

CAS DataBase Reference

143418-49-9(CAS DataBase Reference)

Safety Information

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

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,4,5-Trifluorophenylboronic acid Usage And Synthesis

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

suzuki reaction

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

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%.

3,4,5-Trifluorophenylboronic acid(143418-49-9)Related Product Information

• Trimethyl borate
• 2,3,4,5,6-PENTAFLUOROBENZENEBORONIC ACID
• Triisopropyl borate
• Phenylboronic acid
• 4-Fluorobenzeneboronic acid
• Tributyl borate
• 3,5-Difluorophenylboronic acid
• 2,3,4,5-TETRAFLUOROBENZENEBORONIC ACID
• 2,3,6-Trifluorophenylboronic acid
• 2,3,4-Trifluorophenylboronic Acid (contains varying amounts of Anhydride),4-TRIFLUOROPHENYLBORONIC ACID,2,3,4-TRIFLUOROPHENYLBORONIC ACID
• 2,3,6-TRIFLUOROPHENYLBORONIC ACID
• 2,4,6-TRIFLUOROPHENYLBORONIC ACID
• 5-Bromo-2,3,4-Trifluorophenylboronic acid
• 2,4,5-TRIFLUOROPHENYLBORONIC ACID
• 6-Bromo-2,3,4-Trifluorophenylboronic acid
• 2,4,5-TRIFLUOROPHENYLBORONIC ACID,2,3,5-TRIFLUOROPHENYLBORONIC ACID
• 2,4,5-Trifluorophenylboronic acid
• Boric acid