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144025-03-6

Basic Information
CAS No.: 144025-03-6
Name: 2,4-Difluorophenylboronic acid
Article Data: 8
Cas Database
Molecular Structure:
Molecular Structure of 144025-03-6 (2,4-Difluorophenylboronic acid)
Formula: C6H5BF2O2
Molecular Weight: 157.912
Synonyms: 2,4-Difluorobenzeneboronic acid;2,4-Difluorobenzene boronic acid;
EINECS: -0
Density: 1.35 g/cm3
Melting Point: 247-250 ºC
Boiling Point: 251 ºC at 760 mmHg
Flash Point: 105.6 ºC
Solubility: N/A
Appearance: off-white to light beige or yellow powder
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 36/37/38-22
Safety: 37/39-26-36
Transport Information: N/A
PSA: 40.46000
LogP: -0.35540
Synthetic route
121-43-7

Trimethyl borate

144025-04-7

(2,4-difluorophenyl)magnesium bromide

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran; water84.3%
With sulfuric acid In tetrahydrofuran; water84.3%
In tetrahydrofuran74.8%
In tetrahydrofuran74.8%
Stage #1: Trimethyl borate; (2,4-difluorophenyl)magnesium bromide In tetrahydrofuran at -60℃; for 5h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0℃; pH=1; Inert atmosphere;
40%
348-57-2

2,4-difluorobromobenzene

121-43-7

Trimethyl borate

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane n-BuLi (2.5 M, hexane) was added to C6F2BrH3 in Et2O at -70 °C, 1.5 equiv. of cold soln. of B(OMe)3 was added in Et2O, stirring at -60 °C for 1 h, mixt. was allowed to warm to 15 °C within 1 h; poured into 5 % HCl, org. layer was sepd., aq. layer was twice extd. with ether, extracts were combined, dried with MgSO4, evapn., solid was stored over water at 15 °C for 1 month;77%
871300-65-1

C6H3BF5(1-)

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
In phosphate buffer pH=6.9 - 7.0; Kinetics;
512198-16-2

tris(2,4-difluorophenyl)boroxine

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
In acetonitrile
In diethyl ether
109-86-4

2-methoxy-ethanol

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
With sodium carbonate In water; acetylacetone

diisopropyl 2,4-difluorophenylboronate

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride In water1.15 g
348-57-2

2,4-difluorobromobenzene

688-71-1

tri-n-propyl borate

144025-03-6

2,4-difluorophenylboronic acid

Conditions
ConditionsYield
Stage #1: 2,4-difluorobromobenzene With magnesium
Stage #2: tri-n-propyl borate
Stage #3: water Acidic conditions;
144025-03-6

2,4-difluorophenylboronic acid

618-51-9

3-Iodobenzoic acid

2',4'-difluoro-[1,1'-biphenyl]-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: 3-Iodobenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; Wang resin In dichloromethane at 20℃; for 22h;
Stage #2: 2,4-difluorophenylboronic acid With tris(dibenzylideneacetone)dipalladium (0); potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #3: With trifluoroacetic acid In dichloromethane at 20℃; for 13h;
100%
109-04-6

2-bromo-pyridine

144025-03-6

2,4-difluorophenylboronic acid

391604-55-0

2-(2,4-difluorophenyl)pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran at 70℃; for 24h; Suzuki coupling;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; Inert atmosphere;98%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 70℃; for 24h;97%
648904-46-5

trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl ester

144025-03-6

2,4-difluorophenylboronic acid

1-(2-{4-[2-(2,4-difluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine hydrochloride

Conditions
ConditionsYield
Stage #1: trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl ester; 2,4-difluorophenylboronic acid With cesium fluoride; tricyclohexylphosphine; palladium diacetate In acetonitrile at 90℃; for 0.166667h; Suzuki Coupling;
Stage #2: With hydrogenchloride In diethyl ether
100%
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    Product Name: 2,4-Difluorophenylboronic acid acid CAS: 144025-03-6 MF: C6H5BF2O2 MW: 157.91 EINECS: 604-390-9 Mol File: 144025-03-6.mol 2,4-Difluorophenylboronic acid Structure 2,4-Difluorophenylboronic acid Chemical Properties Me

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Specification

The 2,4-Difluorophenylboronic acid, with the CAS registry number 144025-03-6, is also known as Boronic acid, B-(2,4-difluorophenyl)-. It belongs to the product categories of Blocks; BoronicAcids; Fluoro Compounds; Boric Acid; Substituted Boronic Acids; Fluorobenzene; Boronic Acid; Aryl; Halogenated; Organoborons; B (Classes of Boron Compounds); Boronic Acids; Boronic Acids; Boronic Acids and Derivatives. This chemical's molecular formula is C6H5BF2O2 and molecular weight is 157.91. What's more, both its IUPAC name and systematic name are the same which is called (2,4-Difluorophenyl)boronic acid.

Physical properties about 2,4-Difluorophenylboronic acid are: (1)ACD/LogP: 1.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.73; (4)ACD/LogD (pH 7.4): 1.69; (5)ACD/BCF (pH 5.5): 12.15; (6)ACD/BCF (pH 7.4): 11.2; (7)ACD/KOC (pH 5.5): 207.87; (8)ACD/KOC (pH 7.4): 191.61; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.485; (14)Molar Refractivity: 33.51 cm3; (15)Molar Volume: 116.7 cm3; (16)Surface Tension: 36.1 dyne/cm; (17)Density: 1.35 g/cm3; (18)Flash Point: 105.6 °C; (19)Enthalpy of Vaporization: 51.6 kJ/mol; (20)Boiling Point: 251 °C at 760 mmHg; (21) Vapour Pressure: 0.011 mmHg at 25 °C.

Uses of 2,4-Difluorophenylboronic acid: it is used to produce other chemicals. For example, it can react with 2-Bromo-1,3-dimethyl-benzene to get 2,4-Difluoro-2',6'-dimethyl-biphenyl. The reaction occurs with reagents K2CO3, cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane and solvent xylene at temperature of 130 °C. The reaction time is 20 hours. The yield is 60 %.

2,4-Difluorophenylboronic acid can react with 2-Bromo-1,3-dimethyl-benzene to get 2,4-Difluoro-2',6'-dimethyl-biphenyl.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. If swallowed, it's harmful to health. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: Fc1cc(F)ccc1B(O)O
(2) InChI: InChI=1S/C6H5BF2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H
(3) InChIKey: QQLRSCZSKQTFGY-UHFFFAOYSA-N