Conditions | Yield |
---|---|
95% |
Conditions | Yield |
---|---|
Stage #1: 3-fluorobromobenzene With diisobutylaluminium hydride; magnesium; lithium chloride In tetrahydrofuran; toluene at 20℃; for 15h; Inert atmosphere; Stage #2: With Trimethyl borate In tetrahydrofuran; toluene at 0℃; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; toluene at 0℃; Inert atmosphere; | 83% |
Stage #1: 3-fluorobromobenzene With n-butyllithium In tetrahydrofuran; toluene at -78℃; for 1.5h; Inert atmosphere; Stage #2: With Trimethyl borate In tetrahydrofuran; toluene at -78 - 20℃; for 1h; Inert atmosphere; | 70% |
Stage #1: 3-fluorobromobenzene With magnesium In diethyl ether Grignard reaction; Stage #2: With Trimethyl borate In diethyl ether at 3℃; for 3h; boronation; Stage #3: With hydrogenchloride In diethyl ether Hydrolysis; |
Conditions | Yield |
---|---|
In methanol at 15℃; for 3h; Microwave irradiation; | 83% |
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); N-ethyl-N,N-diisopropylamine In 2-methyltetrahydrofuran; methanol at 50 - 55℃; Inert atmosphere; | 85 %Chromat. |
Conditions | Yield |
---|---|
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane; water; toluene at -78 - 20℃; Inert atmosphere; Schlenk technique; | 80% |
Conditions | Yield |
---|---|
Stage #1: meta-fluoroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h; | 67% |
Conditions | Yield |
---|---|
Stage #1: 3-fluorobromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 0.833333h; Inert atmosphere; | 65% |
tetrahydroxydiboron
3-fluorobenzenediazonium tetrafluoroborate
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 0.25h; | 59% |
Conditions | Yield |
---|---|
With diethyl ether und anschliessenden Hydrolyse; |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran N2; BuLi dropping into org. compd. soln. at -78°C, mixt. keeping 3 h, B-compd. soln. addn. dropwise at -78°C, mixt. allowing to warm to room temp. overnight , stirring 1 h with 10% HCl, extn. (Et2O); org. extracts washing (water), drying, solvent vac. removal; | |
With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; |
boric acid tributyl ester
bromo(3-fluorophenyl)magnesium
3-fluorophenylboronic acid
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water at 20℃; Inert atmosphere; Schlenk technique; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: water / 0.03 h / 20 °C 1.2: 0.25 h / 0 °C 2.1: N,N-dimethyl-formamide / 0.25 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; |
3-fluorophenylboronic acid
2',3',5'-tris-O-(tert-butyldimethylsilyl)-2'-deoxyinosine
N1-(3-fluorophenyl)-2',3',5'-tris-(O-tert-butyldimethylsilyl)-inosine
Conditions | Yield |
---|---|
With pyridine; pyridine N-oxide; oxygen; 4 A molecular sieve; copper diacetate In dichloromethane at 20℃; under 760 Torr; for 24h; | 100% |
With pyridine; pyridine N-oxide; oxygen; copper diacetate In dichloromethane at 20℃; for 24h; 4Å molecular sieves; | 67% |
Conditions | Yield |
---|---|
With magnesium sulfate In diethyl ether at 20℃; for 20h; | 100% |
In toluene at 20℃; for 2h; | 55% |
In benzene Reflux; | |
In toluene at 20℃; for 12h; | |
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; |
3-chloro-5-fluoro-benzoic acid
3-fluorophenylboronic acid
3-fluoro-5-(3-fluorophenyl)benzoic acid
Conditions | Yield |
---|---|
Stage #1: 3-chloro-5-fluoro-benzoic acid; 3-fluorophenylboronic acid With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; potassium carbonate; palladium diacetate In water at 20℃; for 96h; Inert atmosphere; Stage #2: With hydrogenchloride In water pH=4; | 100% |
3-fluorophenylboronic acid
4-chloro-3-iodophenol
6-chloro-3'-fluorobiphenyl-3-ol
Conditions | Yield |
---|---|
With caesium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 70℃; for 5h; Suzuki Coupling; Inert atmosphere; | 100% |
tert-butyl 8-bromo-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate
3-fluorophenylboronic acid
tert-butyl 8-(3-fluorophenyl)-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 100℃; for 12h; Inert atmosphere; | 100% |
5-bromo-2,3-dimethyl-benzoic acid
3-fluorophenylboronic acid
5-bromo-2,3-dimethyl-benzoic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; N,N-dimethyl-formamide at 95℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 70℃; for 18h; Inert atmosphere; | 100% |
With potassium phosphate; C43H47Cl3N4O2Pd In N,N-dimethyl-formamide at 80℃; for 22h; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Schlenk technique; |
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 130℃; for 0.5h; Microwave irradiation; | 100% |
2-(4-bromophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 120℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With palladium diacetate; diisopropylamine In water at 100℃; for 0.5h; Suzuki-Miyaura Coupling; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; |
potassium hydrogenfluoride
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
In methanol; water for 0.5h; | 100% |
In diethyl ether; water at 20℃; for 3h; | 99% |
7-{[methoxy(methyl)amino]carbonyl}quinolin-8-yl trifluoromethanesulfonate
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 100℃; for 3h; Inert atmosphere; | 100% |
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene at 70℃; for 18h; Heating / reflux; | 99% |
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With oxygen; copper diacetate; triethylamine In dichloromethane at 20℃; for 72h; Molecular sieve; | 99% |
3-fluorophenylboronic acid
N-(3-tert-butylphenyl)-2-chloronicotinamide
N-(3-tert-butylphenyl)-2-(3-fluorophenyl)nicotinamide
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 90℃; for 3h; Inert atmosphere; | 99% |
6-acetyl-4-chloro-2-cyano-3-methylphenyl trifluoromethanesulfonate
3-fluorophenylboronic acid
6-acetyl-4-chloro-3'-fluoro-3-methylbiphenyl-2-carbonitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 80℃; for 2h; | 99% |
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 80℃; for 2h; Inert atmosphere; | 99% |
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In water; toluene at 80℃; for 2h; Inert atmosphere; | 98.5% |
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With bis(tri-t-butylphosphine)palladium(0); caesium carbonate In 1,4-dioxane at 100℃; Suzuki coupling; | 99% |
N-methylmaleimide
3-fluorophenylboronic acid
(R)-3-(3-fluorophenyl)-1-methyl-2,5-pyrrolidinedione
Conditions | Yield |
---|---|
With [Rh(OH)(cod)]2; (R)-MeO-F12-BIPHEP In diethyl ether; water at 0℃; for 36h; Schlenk technique; Inert atmosphere; | 99% |
8-bromo-N-(2-(methylsulfonyl)ethyl)-1,6-naphthyridine-2-carboxamide
3-fluorophenylboronic acid
8-(3-fluorophenyl)-N-(2-(methylsulfonyl)ethyl)-1,6-naphthyridine-2-carboxamide
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 80℃; for 3h; | 99% |
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,2-dimethoxyethane; water at 90℃; Inert atmosphere; Sealed tube; | 99% |
3-fluorophenylboronic acid
5-bromo-3(2H)-benzofuranone
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In toluene at 80℃; Schlenk technique; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; lithium tert-butoxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry; | 99% |
3-fluorophenylboronic acid
4-methoxybenzyl N,N-dimethylcarbamate
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; lithium tert-butoxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; lithium tert-butoxide In water at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Green chemistry; | 99% |
2-bromo-4-methoxypyridine
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 85℃; Inert atmosphere; | 99% |
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 85℃; for 16h; Inert atmosphere; Sealed tube; | 99% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 20 - 85℃; for 16h; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
Stage #1: 3-fluorophenylboronic acid; 2-benzyl-1,2,6-thiadiazine 1,1-dioxide With chlorobis(cyclooctene)rhodium(I) dimer; C18H23NOS In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: With potassium hydroxide In water; toluene at 60℃; Inert atmosphere; enantioselective reaction; | 99% |
3-fluorophenylboronic acid
2-chloro-N-phenylquinazolin-4-amine
4-anilino-2-(3-fluorophenyl)quinazoline
Conditions | Yield |
---|---|
With C34H48Cl2N4Pd; potassium hydroxide In ethanol at 60℃; for 36h; Inert atmosphere; | 99% |
With NHC-Pd(II)-Im; potassium hydroxide In ethanol at 20℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; | 98% |
Conditions | Yield |
---|---|
With nickel(II) acetate tetrahydrate; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol In 2,2,2-trifluoroethanol at 80℃; for 24h; enantioselective reaction; | 99% |
1-phenyl-3-(2-pyridyl)propen-1-one
3-fluorophenylboronic acid
Conditions | Yield |
---|---|
With (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); di-μ-chloro-bis[bis(cyclo-octene)rhodium]; potassium hydroxide In tetrahydrofuran; water at 80℃; for 12h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 99% |
Molecular structure of 3-Fluorophenylboronic acid (CAS NO.768-35-4) is:
Product Name: 3-Fluorophenylboronic acid
CAS Registry Number: 768-35-4
IUPAC Name: (3-Fluorophenyl)boronic acid
Molecular Weight: 139.920043 [g/mol]
Molecular Formula: C6H6BFO2
H-Bond Donor: 2
H-Bond Acceptor: 3
Melting Point: 214-218 °C(lit.)
storage temp. 0-6 °C
Surface Tension: 38.6 dyne/cm
Density: 1.24 g/cm3
Flash Point: 117.9 °C
Enthalpy of Vaporization: 53.83 kJ/mol
Boiling Point: 271.4 °C at 760 mmHg
Vapour Pressure: 0.00318 mmHg at 25°C
Product Categories: blocks; BoronicAcids; FluoroCompounds; Boronic Acid series; Fluoro-Aromatics; Boron, Nitrile, Thio,& TM-Cpds; Substituted Boronic Acids; Boronic Acids & Esters; Phenyls & Phenyl-Het; Fluorobenzene; Heterocyclic Compounds; Boronic Acid; Aryl; Fluorinated; Organoborons; B (Classes of Boron Compounds); Boronic Acids; Chiral chemicals; Boronic Acids & Esters; Phenyls & Phenyl-Het
3-Fluorophenylboronic acid (CAS NO.768-35-4) is used as intermediates of Liquid Crystals.
Safty information about 3-Fluorophenylboronic acid (CAS NO.768-35-4) is:
Hazard Codes: Xn,Xi
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 22-24/25-37/39-26-36
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
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
3-Fluorophenylboronic acid , its cas register number is 768-35-4. It also can be called 3-Fluorobenzeneboronic acid . It is a white to light yellow crystal powder.
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