Product Name

  • Name

    3,4,5-Trifluorophenylboronic acid

  • EINECS -0
  • CAS No. 143418-49-9
  • Article Data11
  • CAS DataBase
  • Density 1.44 g/cm3
  • Solubility
  • Melting Point 290-295 °C(lit.)
  • Formula C6H4BF3O2
  • Boiling Point 263.6 °C at 760 mmHg
  • Molecular Weight 175.903
  • Flash Point 113.2 °C
  • Transport Information
  • Appearance tan powder
  • Safety 61-26-37/39-36
  • Risk Codes 51/53-36-22-36/37/38
  • Molecular Structure Molecular Structure of 143418-49-9 (3,4,5-Trifluorophenylboronic acid)
  • Hazard Symbols DangerousN,HarmfulXn,IrritantXi
  • Synonyms 3,4,5-Trifluorophenyl Boronic Acid;Boronic acid, B-(3,4,5-trifluorophenyl)-;
  • PSA 40.46000
  • LogP -0.21630

Synthetic route

Trimethyl borate
121-43-7

Trimethyl borate

3,4,5-trifluoro-1-bromobenzene
138526-69-9

3,4,5-trifluoro-1-bromobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
Stage #1: 3,4,5-trifluoro-1-bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran at 5 - 20℃; for 2h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -30 - -27℃;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 4h; Temperature;
82%
Stage #1: 3,4,5-trifluoro-1-bromobenzene With magnesium In tetrahydrofuran; ethylene dibromide at 5 - 25℃; for 2h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; ethylene dibromide at -30 - -27℃; for 2h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water; ethylene dibromide at 20℃; for 4h; Temperature; Inert atmosphere;
81%
With magnesium In diethyl ether Grignard-comp. prepd. from Br-compd. and Mg in ether at 0 °C was added dropwise to 1.5 equiv. of pre-cooled (0 °C) soln. of B(OMe)3 in ether, mixt. was maintained at 0-10 °C for 1 h and allowed to warm up to 20 °C; pouring into 10 % HCl, org. layer was sepd., aq. layer was twice extd. with ether, extracts were combined, dried with MgSO4, evapd. under vac., end-product was contaminated with dehydration product;
Stage #1: 3,4,5-trifluoro-1-bromobenzene With magnesium In tetrahydrofuran at 25 - 35℃; for 7h; Grignard Reaction; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -5 - 25℃; for 4.5h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 25 - 50℃; for 1h;
Stage #1: 3,4,5-trifluoro-1-bromobenzene With magnesium In 2-methyltetrahydrofuran at 20 - 80℃; for 4h; Inert atmosphere;
Stage #2: Trimethyl borate In 2-methyltetrahydrofuran at -5 - 20℃; for 2.5h;
Stage #3: With hydrogenchloride In 2-methyltetrahydrofuran; water at 20 - 50℃; for 1h;
Trimethyl borate
121-43-7

Trimethyl borate

3,4,5-trifluorophenylmagnesium bromide
156006-28-9

3,4,5-trifluorophenylmagnesium bromide

3,4,5-trifluoro-1-bromobenzene
138526-69-9

3,4,5-trifluoro-1-bromobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
Stage #1: 3,4,5-trifluorophenylmagnesium bromide; 3,4,5-trifluoro-1-bromobenzene With magnesium In tetrahydrofuran at 5 - 15℃; for 3h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -20℃; for 3h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran at -20 - 25℃; for 15h; Temperature; Inert atmosphere;
82%
Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

3,4,5-trifluoro-1-bromobenzene
138526-69-9

3,4,5-trifluoro-1-bromobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
Stage #1: 3,4,5-trifluoro-1-bromobenzene With iodine; magnesium In 2-methyltetrahydrofuran at 40 - 50℃;
Stage #2: Trimethyl borate In 2-methyltetrahydrofuran at 10 - 20℃; for 8h;
Stage #3: water With hydrogenchloride In 2-methyltetrahydrofuran Temperature;
78%
Triisopropyl borate
5419-55-6

Triisopropyl borate

3,4,5-trifluoro-1-bromobenzene
138526-69-9

3,4,5-trifluoro-1-bromobenzene

A

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

B

3,4,5-C6H2F3B(O-i-Pr)2

3,4,5-C6H2F3B(O-i-Pr)2

Conditions
ConditionsYield
Stage #1: 3,4,5-trifluoro-1-bromobenzene With magnesium In diethyl ether Grignard reaction;
Stage #2: Triisopropyl borate In diethyl ether at -30 - 10℃; for 0.5h; boronation;
Stage #3: With hydrogenchloride In diethyl ether at 20℃; for 1h; Hydrolysis; Title compound not separated from byproducts;
3,4,5-trifluoro-1-bromobenzene
138526-69-9

3,4,5-trifluoro-1-bromobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
Stage #1: 3,4,5-trifluoro-1-bromobenzene With magnesium
Stage #2: With Trimethyl borate
Stage #3: With hydrogenchloride In water
tris(3,4,5-trifluorophenyl)boroxine
223440-94-6

tris(3,4,5-trifluorophenyl)boroxine

water
7732-18-5

water

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
In acetonitrile
In diethyl ether
Trimethyl borate
121-43-7

Trimethyl borate

3,4,5-trifluorophenylmagnesium bromide
156006-28-9

3,4,5-trifluorophenylmagnesium bromide

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;
C34H20B2F12O3

C34H20B2F12O3

A

tris(3,4,5-trifluorophenyl)boroxine
223440-94-6

tris(3,4,5-trifluorophenyl)boroxine

B

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
at 20℃; for 144h;
C31H14B2F12O3

C31H14B2F12O3

A

tris(3,4,5-trifluorophenyl)boroxine
223440-94-6

tris(3,4,5-trifluorophenyl)boroxine

B

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

Conditions
ConditionsYield
at 20℃; for 144h;
(S)-3,3'-dibromo-6,6'-dimethoxy-2,2'-dimethyl-1,1'-biphenyl

(S)-3,3'-dibromo-6,6'-dimethoxy-2,2'-dimethyl-1,1'-biphenyl

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

(S)-2,2'-dimethoxy-6,6'-dimethyl-5,5'-bis(3,4,5-trifluorophenyl)biphenyl

(S)-2,2'-dimethoxy-6,6'-dimethyl-5,5'-bis(3,4,5-trifluorophenyl)biphenyl

Conditions
ConditionsYield
With potassium phosphate; tris-(o-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide Suzuki-Miyaura coupling; Heating;100%
With tripotassium phosphate "n" hydrate; palladium diacetate; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide Suzuki-Miyaura coupling; Reflux; Inert atmosphere;100%
With tripotassium phosphate "n" hydrate; palladium diacetate; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide Suzuki-Miyaura Coupling; Reflux; Inert atmosphere;100%
para-bromoacetophenone
99-90-1

para-bromoacetophenone

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

1-(3',4',5'-trifluoro-[1,1'-biphenyl]-4-yl)ethan-1-one

1-(3',4',5'-trifluoro-[1,1'-biphenyl]-4-yl)ethan-1-one

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran for 2h; Suzuki Coupling; Inert atmosphere; Reflux;100%
With 4-methoxy-6-(((methyl-2-pyridinylmethyl)imino)methyl)phenol; palladium diacetate; potassium hydroxide In ethanol; water for 1h; Suzuki-Miyaura Coupling; Reflux;99%
With C34H54N2O2; palladium diacetate; potassium carbonate In water; acetone for 1h; Suzuki Coupling; Reflux; Green chemistry;98%
para-iodoanisole
696-62-8

para-iodoanisole

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

4-methoxy-3',4',5'-trifluorobiphenyl

4-methoxy-3',4',5'-trifluorobiphenyl

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 0.25h; Catalytic behavior; Suzuki-Miyaura Coupling;100%
2-bromo-9H-fluorene
1133-80-8

2-bromo-9H-fluorene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2-(3,4,5-trifluorophenyl)-9H-fluorene

2-(3,4,5-trifluorophenyl)-9H-fluorene

Conditions
ConditionsYield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;99%
With potassium tert-butylate In ethanol; water Reflux;98%
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;97%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;97%
1,2,4,5-tetrafluoro-3-iodobenzene
5243-24-3

1,2,4,5-tetrafluoro-3-iodobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2,3,3′,4′,5,5′,6-heptafluoro-1,1′-biphenyl

2,3,3′,4′,5,5′,6-heptafluoro-1,1′-biphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; XPhos In tetrahydrofuran; water; toluene at 95℃; for 60h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
1,3,5-trifluoro-2-iodobenzene
41860-63-3

1,3,5-trifluoro-2-iodobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2,3′,4,4′,5′,6-hexafluoro-1,1′-biphenyl

2,3′,4,4′,5′,6-hexafluoro-1,1′-biphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; CyJohnPhos In tetrahydrofuran; water; toluene at 95℃; for 60h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
2-Chloroaniline
95-51-2

2-Chloroaniline

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine
915416-45-4

3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium carbonate; palladium dichloride In water; isopropyl alcohol at 25 - 85℃; for 5.25h; Reagent/catalyst; Temperature; Inert atmosphere;99%
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2-nitro-3',4',5'-trifluoro-1,1'-biphenyl
1056196-56-5

2-nitro-3',4',5'-trifluoro-1,1'-biphenyl

Conditions
ConditionsYield
With potassium tert-butylate; C33H46Cl2N4Pd In 2-methyltetrahydrofuran at 100℃; for 3h; Solvent; Reagent/catalyst; Temperature;98%
With potassium phosphate tribasic trihydrate; (2-(anthracen-9-yl)-1H-inden-3-yl)dicyclohexylphosphine; palladium diacetate In water; isopropyl alcohol; toluene at 90℃; for 16h; Catalytic behavior; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;96%
With diamminedichloropalladium(II); triphenylphosphine; sodium hydroxide In tetrahydrofuran; water for 10h; Reagent/catalyst; Suzuki Coupling; Reflux; Inert atmosphere;95%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

4-(3,4,5-trifluorophenyl)benzaldehyde
954369-65-4

4-(3,4,5-trifluorophenyl)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In ethanol at 75℃; for 3h; Suzuki-Miyaura Coupling;98%
With sodium hydrogencarbonate In water at 90℃; for 0.166667h; Suzuki Coupling; Green chemistry;93%
With sodium hydrogencarbonate In ethanol; water at 70℃; for 4h; Catalytic behavior; Suzuki Coupling;93%
2,7-dibromo-9H-fluorene
16433-88-8

2,7-dibromo-9H-fluorene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2,7-bis(3,4,5-trifluorophenyl)-9H-fluorene

2,7-bis(3,4,5-trifluorophenyl)-9H-fluorene

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In ethanol; water at 110℃; for 1h; Suzuki Coupling; Inert atmosphere; Schlenk technique; Sealed tube;98%
With potassium tert-butylate In ethanol; water Reflux;96%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;96%
2,3,5,6-tetrafluoropyridin-4-yliodine
16297-19-1

2,3,5,6-tetrafluoropyridin-4-yliodine

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2,3,5,6-tetrafluoro-4-(3,4,5-trifluorophenyl)pyridine

2,3,5,6-tetrafluoro-4-(3,4,5-trifluorophenyl)pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; CyJohnPhos In tetrahydrofuran; water; toluene at 95℃; for 60h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;98%
9,9-bis-(n-butyl)-2,7-dibromofluorene
188200-91-1

9,9-bis-(n-butyl)-2,7-dibromofluorene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

9,9-dibutyl-2,7-bis(3,4,5-trifluorophenyl)-9H-fluorene

9,9-dibutyl-2,7-bis(3,4,5-trifluorophenyl)-9H-fluorene

Conditions
ConditionsYield
With C35H40N4O9(2+)*2Cl(1-); palladium diacetate; potassium hydroxide In ethanol at 100℃; for 1.5h; Suzuki Coupling; Green chemistry;98%
With 1-[2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)ethyl]-3-[2-hydroxy-(2,4-dichlorophenyl)ethyl]imidazolium bromide; potassium tert-butylate; potassium carbonate; palladium dichloride In tetrahydrofuran; water at 60 - 90℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With potassium tert-butylate In ethanol; water Reflux;97%
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-carbonitrile

3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-carbonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; tricyclohexylphosphine tetrafluoroborate; sodium hydroxide In water; toluene at 85℃; for 12h; Catalytic behavior; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With potassium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; tricyclohexylphosphine tetrafluoroborate In water; isopropyl alcohol; toluene at 100℃; for 12h; Temperature; Inert atmosphere;92%
o-nitroiodobenzene
609-73-4

o-nitroiodobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2-nitro-3',4',5'-trifluoro-1,1'-biphenyl
1056196-56-5

2-nitro-3',4',5'-trifluoro-1,1'-biphenyl

Conditions
ConditionsYield
With sodium hydrogencarbonate; palladium dichloride In methanol at 40℃;98%
(R)-3,3’-dibromo-5,5’,6,6’,7,7’,8,8’-octahydro-[1,1’-binaphthalene]-2,2’-diol
765278-73-7

(R)-3,3’-dibromo-5,5’,6,6’,7,7’,8,8’-octahydro-[1,1’-binaphthalene]-2,2’-diol

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

(R)-3,3'-bis-(3,4,5-trifluorophenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

(R)-3,3'-bis-(3,4,5-trifluorophenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; catacxium A In 1,2-dimethoxyethane; water at 100℃; for 18h; Inert atmosphere; Sealed tube;98%
iodobenzene
591-50-4

iodobenzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

3,4,5-trifluoro-1-1’-biphenyl
178820-23-0

3,4,5-trifluoro-1-1’-biphenyl

Conditions
ConditionsYield
With sodium t-butanolate In water at 28℃; for 4h; Catalytic behavior; Suzuki-Miyaura Coupling; Irradiation;97%
3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

3,3'-Dibromo-5,5'-di-tert-butyl-4,4'-dimethoxy-2,2'-dimethyl-1,1'-biphenyl
600172-56-3

3,3'-Dibromo-5,5'-di-tert-butyl-4,4'-dimethoxy-2,2'-dimethyl-1,1'-biphenyl

5,5’-di-tert-butyl-4,4’-dimethoxy-2,2’-dimethyl-3,3’-(3,4,5-trifluorophenyl)biphenyl

5,5’-di-tert-butyl-4,4’-dimethoxy-2,2’-dimethyl-3,3’-(3,4,5-trifluorophenyl)biphenyl

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); water; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 110℃; for 24h; Inert atmosphere; Sealed tube;97%
tert-butyl (5R,8S)-2-methyl-3-(((trifluoromethyl)sulfonyl)oxy)-2,4,5,6,7,8-hexahydro-5,8-epiminocyclohepta[c]pyrazole-9-carboxylate

tert-butyl (5R,8S)-2-methyl-3-(((trifluoromethyl)sulfonyl)oxy)-2,4,5,6,7,8-hexahydro-5,8-epiminocyclohepta[c]pyrazole-9-carboxylate

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

tert-butyl (5R,8S)-2-methyl-3-(3,4,5-trifluorophenyl)-2,4,5,6,7,8-hexahydro-5,8-epiminocyclohepta[c]pyrazole-9-carboxylate

tert-butyl (5R,8S)-2-methyl-3-(3,4,5-trifluorophenyl)-2,4,5,6,7,8-hexahydro-5,8-epiminocyclohepta[c]pyrazole-9-carboxylate

Conditions
ConditionsYield
With (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); sodium carbonate In 1,4-dioxane; water at 110℃; for 0.583333h; Inert atmosphere; Microwave irradiation;97%
para-bromotoluene
106-38-7

para-bromotoluene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

3',4',5'-trifluoro-4-methyl-1,1'-biphenyl
524018-97-1

3',4',5'-trifluoro-4-methyl-1,1'-biphenyl

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 80℃; for 0.75h; Suzuki Coupling;96%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 80℃; for 4h; Suzuki coupling; Inert atmosphere;68%
ethyl benzo[h]quinoline-10-carboxylate
1015758-32-3

ethyl benzo[h]quinoline-10-carboxylate

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

10-(3,4,5-trifluorophenyl)benzo[h]quinoline
1415320-69-2

10-(3,4,5-trifluorophenyl)benzo[h]quinoline

Conditions
ConditionsYield
With tris(triphenylphosphine)rhodium(I) chloride; copper(l) chloride In toluene at 130℃; for 30h; Inert atmosphere;96%
2,2',7,7'-tetrabromo-9,9'-spirobifluorene
128055-74-3

2,2',7,7'-tetrabromo-9,9'-spirobifluorene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

2,2',7,7'-tetrakis(3,4,5-trifluorophenyl)spiro-9,9'-bifuorene
1425942-31-9

2,2',7,7'-tetrakis(3,4,5-trifluorophenyl)spiro-9,9'-bifuorene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 24h; Inert atmosphere; Reflux;96%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

10,10'-bis(3,4,5-trifluorophenyl)-9,9'-bianthracene
1505455-99-1

10,10'-bis(3,4,5-trifluorophenyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;96%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

C14H9F3O2

C14H9F3O2

Conditions
ConditionsYield
With potassium phosphate; C18H9F5NOP(2-)*Pd(2+)*C3H7NO In ethanol at 20℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique;96%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

C12H6F3NO2

C12H6F3NO2

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 100℃; for 1h; Suzuki-Miyaura Coupling;96%
C15H21Cl

C15H21Cl

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

4'-(trans-4-propylcyclohexyl)-3,4,5-trifluorobiphenyl

4'-(trans-4-propylcyclohexyl)-3,4,5-trifluorobiphenyl

Conditions
ConditionsYield
With dichloro(cycloocta-1,5-diene)palladium (II); 2,2-[μ-(N,N'-piperazindiyl)dimethyl]-bis(4,6-di-tert-butyl-phenol); potassium carbonate In methanol Suzuki cross-coupling reaction; Microwave irradiation; Inert atmosphere;95%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

4-methoxy-3',4',5'-trifluorobiphenyl

4-methoxy-3',4',5'-trifluorobiphenyl

Conditions
ConditionsYield
With potassium phosphate; C18H9F5NOP(2-)*Pd(2+)*C3H7NO In ethanol at 20℃; for 5h; Suzuki-Miyaura Coupling; Schlenk technique;95%
C19H15FeIN2

C19H15FeIN2

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

5-ferrocenyl-1-phenyl-4-(3,4,5-trifluorophenyl)-1H-pyrazole

5-ferrocenyl-1-phenyl-4-(3,4,5-trifluorophenyl)-1H-pyrazole

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium hydrogencarbonate In water; N,N-dimethyl-formamide at 110℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere;95%
9-(5'-bromo-[2,2'-bipyridine]-5-yl)-9H-carbazole
1206209-16-6

9-(5'-bromo-[2,2'-bipyridine]-5-yl)-9H-carbazole

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

C28H16F3N3

C28H16F3N3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 85℃; for 24h; Inert atmosphere; Reflux;95%
C48H52BrIN2O4

C48H52BrIN2O4

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

C60H56F6N2O4

C60H56F6N2O4

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran for 16h; Inert atmosphere; Reflux;95%
3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

1-bromo-2,3,4-trifluorobenzene
176317-02-5

1-bromo-2,3,4-trifluorobenzene

2,3,3′,4,4′,5′-hexafluoro-1,1′-biphenyl

2,3,3′,4,4′,5′-hexafluoro-1,1′-biphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; CyJohnPhos In tetrahydrofuran; water; toluene at 95℃; for 60h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;95%

3,4,5-Trifluorophenylboronic acid Chemical Properties

The molecular structure of 3,4,5-Trifluorophenylboronic acid (CAS NO.143418-49-9):

IUPAC Name: (3,4,5-Trifluorophenyl)boronic acid 
Molecular Weight: 175.90097 g/mol
Molecular Formula: C6H4BF3O2 
Density: 1.44 g/cm3 
Melting Point: 290-295 °C(lit.)
Boiling Point: 263.6 °C at 760 mmHg 
Flash Point: 113.2 °C
Index of Refraction: 1.465
Molar Refractivity: 33.62 cm3
Molar Volume: 121.5 cm3
Surface Tension: 34 dyne/cm 
Enthalpy of Vaporization: 52.97 kJ/mol
Vapour Pressure: 0.00513 mmHg at 25 °C
H-Bond Donor: 2
H-Bond Acceptor: 5
Rotatable Bond Count: 1
Exact Mass: 176.025644
MonoIsotopic Mass: 176.025644
Topological Polar Surface Area: 40.5
Heavy Atom Count: 12
Canonical SMILES: B(C1=CC(=C(C(=C1)F)F)F)(O)O
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
Product Categories: Fluorin-contained phenyl boronic acid series; blocks; BoronicAcids; Boronic Acid series; Fluoro-Aromatics; Substituted Boronic Acids; Boronic Acid; Aryl; Fluorinated; Organoborons; Boronic Acids; Boronic Acids and Derivatives; Boronic Acids

3,4,5-Trifluorophenylboronic acid Uses

 3,4,5-Trifluorophenylboronic acid (CAS NO.143418-49-9) is used as intermediates of liquid crystals.

3,4,5-Trifluorophenylboronic acid Safety Profile

Hazard Codes: DangerousN, HarmfulXn, IrritantXi
Risk Statements: 51/53-36-22-36/37/38 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R36:Irritating to eyes. 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 61-26-37/39-36 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

3,4,5-Trifluorophenylboronic acid Specification

 3,4,5-Trifluorophenylboronic acid (CAS NO.143418-49-9) is also named as 3,4,5-Trifluorobenzeneboronic acid ; 1-Bromo-3,4,5-trifluorobenzene ; 3,4,5-Trifluorophenyl Boronic Acid ; Boronic acid, B-(3,4,5-trifluorophenyl)- . 3,4,5-Trifluorophenylboronic acid (CAS NO.143418-49-9) is tan powder.

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