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5720-07-0

Basic Information
CAS No.: 5720-07-0
Name: Boronicacid, B-(4-methoxyphenyl)-
Molecular Structure:
Molecular Structure of 5720-07-0 (Boronicacid, B-(4-methoxyphenyl)-)
Formula: C7H9BO3
Molecular Weight: 151.96
Synonyms: Benzeneboronicacid, p-methoxy- (6CI,7CI,8CI);Boronic acid, (4-methoxyphenyl)- (9CI);(4-Methoxyphenyl)boric acid;(4-Methoxyphenyl)boronic acid;(p-Methoxyphenyl)boronic acid;4-Anisylboronic acid;4-Methoxybenzeneboronicacid;[4-(Methyloxy)phenyl]boronic acid;p-Anisylboronic acid;p-Methoxybenzeneboronic acid;
EINECS: 216-845-5
Density: 1.17 g/cm3
Melting Point: 204-206 °C(lit.)
Boiling Point: 306.8 °C at 760 mmHg
Flash Point: 139.3 °C
Solubility:
Appearance: white to light beige crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
Transport Information:
PSA: 49.69000
LogP: -0.62500
Synthetic route
171364-79-7

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; polystyrene boronic acid In acetonitrile at 20℃; for 18h;99%
Stage #1: 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With potassium hydrogen difluoride In methanol at 20℃; for 0.25h;
Stage #2: With lithium hydroxide In acetonitrile at 20℃; for 20h;
95%
104-92-7

1-bromo-4-methoxy-benzene

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With iodine; magnesium In tetrahydrofuran at 20 - 80℃;
Stage #2: With Trimethyl borate In tetrahydrofuran at -10 - 20℃;
97%
Stage #1: 1-bromo-4-methoxy-benzene 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;
92%
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran
Stage #2: With Trimethyl borate In tetrahydrofuran for 6h; Acidic conditions;
91%
104-92-7

1-bromo-4-methoxy-benzene

121-43-7

Trimethyl borate

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With Mg In tetrahydrofuran Mg (reflux), THF, B(OCH)3, bromobenzene-compound (-10°C) or n-butyllithium, B(OCH3)3, -78°C, THF;97%
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran
Stage #2: Trimethyl borate In tetrahydrofuran; diethyl ether at -70 - 20℃;
95%
With magnesium In tetrahydrofuran; diethyl ether aryl bromide soln. dropped to Mg in THF, filtered, Grignard soln. added dropwise to soln. of calcd. amt. of B compd. in Et2O at -70°C, warming to room temp. overnight; mixt. added to ice cold and concd. aq. H2SO4, stirred for 30 min, extd. with ether (repeatedly), dried with Na2SO4, evapn., dried in vac., elem.anal.;95%
7647-01-0

hydrogenchloride

883153-46-6

Pt(OB(C6H4OMe-4)OB(C6H4OMe-4)O)(dppe)

83095-83-4, 14647-25-7

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

B

7294-51-1

2,4,6-tris(4-methoxyphenyl)boroxine

C

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran under N2 or Ar; to a THF soln. of Pt-contg. compd. (0.05 mmol) was addedHCl (0.1 mmol); stirring at room temp. for 2 h; addn. of hexane; the complex was filtered off and dried under vac.; elem. anal.;A 97%
B n/a
C n/a
13139-86-1

4-methoxyphenyl magnesium bromide

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxyphenyl magnesium bromide With Trimethyl borate In tetrahydrofuran at 20℃;
Stage #2: With acidic aq. solution
96%
Stage #1: 4-methoxyphenyl magnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In water
71%
Stage #1: 4-methoxyphenyl magnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran Further stages.;
4.37 g
With Trimethyl borate at -78℃; for 8h;
623-12-1

4-chloromethoxybenzene

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
96%
Stage #1: 4-chloromethoxybenzene With tetrahydroxydiboron; ethanol; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[(2-(2-aminoethyl)phenyl)]palladium(II); potassium acetate; sodium t-butanolate; XPhos at 80℃; for 18h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In ethyl acetate for 0.5h; Inert atmosphere;
82%
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 2h; Inert atmosphere;
With methanol; tetrakis(dimethylamido)diborane; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); potassium acetate; XPhos at 20 - 60℃; for 5.0833h; Inert atmosphere; Sealed tube;

potassium 4-(methoxy)phenyltrifluoroborate

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With aluminum oxide; water at 70℃; for 0.25h; Microwave irradiation;93%
With water; silica gel at 20℃; for 1h; Inert atmosphere;83%
With iron(III) chloride; water In tetrahydrofuran at 20℃; for 0.5h;81%
With water In tetrahydrofuran at 55℃; Kinetics; Reagent/catalyst;
104-92-7

1-bromo-4-methoxy-benzene

13675-18-8

tetrahydroxydiboron

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); N-ethyl-N,N-diisopropylamine In 2-methyltetrahydrofuran; methanol at 50℃; for 1h; Catalytic behavior; Reagent/catalyst; Concentration; Time; Inert atmosphere;92%
In methanol at 15℃; for 3h; Microwave irradiation;87%
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); tetramethyl ammonium acetate In 2-methyltetrahydrofuran; methanol; water at 40℃; for 8h; Schlenk technique; Inert atmosphere;70%
104-92-7

1-bromo-4-methoxy-benzene

5419-55-6

Triisopropyl borate

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78 - -10℃;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃;
91%
With magnesium; iodine; hydrochloric acid In tetrahydrofuran; diethyl ether Mg and I2 heated under Ar, diethyl ether and soln. of 4-bromoanisole added, mixt. warmed to 40°C for 30 min, soln. transferred into soln.of (iso-PrO)3B in THF at -78°C, stirred overnight, warmed to roo m temp., HCl added, stirred for 1 h; extn. (aq. NH4Cl/NaOH and EtOAc), drying (MgSO4), evapn.;20%
With n-butyllithium In tetrahydrofuran; hexane
883153-46-6

Pt(OB(C6H4OMe-4)OB(C6H4OMe-4)O)(dppe)

76-05-1

trifluoroacetic acid

69005-06-7

Pt(CF3CO2)2(dppe)

B

7294-51-1

2,4,6-tris(4-methoxyphenyl)boroxine

C

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran under N2 or Ar; to a THF soln. of Pt-contg. compd. (0.05 mmol) was addedCF3COOH (0.1 mmol); stirring at room temp. for 2 h; addn. of hexane; the complex was filtered off and dried under vac.; elem. anal.;A 91%
B n/a
C n/a
67-56-1

methanol

104-92-7

1-bromo-4-methoxy-benzene

131765-96-3

dicyclohexylamine borane complex

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene; dicyclohexylamine borane complex With magnesium In tetrahydrofuran at 70℃;
Stage #2: methanol In tetrahydrofuran at 0℃; for 1h;
Stage #3: With hydrogenchloride; water In methanol at 20℃; for 1h;
91%

potassium 4-(methoxy)phenyltrifluoroborate

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With montmorillonite K10 at 25℃; for 1.5h;90%
With 1H-imidazole; iron(III) chloride at 20℃; for 0.25h; Inert atmosphere;81%
With glass or Cs2CO3 In tetrahydrofuran; water Kinetics; hydrolysis at 55°C in THF/H2O in the presence of glass powder or Cs2CO3; not isolated;
696-62-8

para-iodoanisole

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: para-iodoanisole With diisopropopylaminoborane; triethylamine; triphenylphosphine; palladium dichloride In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages;
89%
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 1h; Inert atmosphere;
70744-47-7

(p-methoxyphenyl)tri-n-butylstannane

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With borane; water In tetrahydrofuran for 1h; Heating;88%
66107-29-7

4-methoxyphenyl triflate

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxyphenyl triflate With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; diisopropopylaminoborane; triethylamine; triphenylphosphine In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages;
87%
With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos In ethanol at 80℃; for 2h; Inert atmosphere;
With methanol; tetrakis(dimethylamido)diborane; chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); potassium acetate; XPhos at 20 - 60℃; for 6.5833h; Inert atmosphere; Sealed tube;
67-56-1

methanol

104-92-7

1-bromo-4-methoxy-benzene

55124-35-1

diisopropylamine borane

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane With magnesium; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 1-bromo-4-methoxy-benzene In tetrahydrofuran at 70℃;
Stage #3: methanol Reagent/catalyst; Further stages;
87%
150-46-9

triethyl borate

14774-77-7

p-methoxyphenyllithium

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran addn. of B-compd. to org. compd. in THF, stirring (-78°C, 1.5 h); addn. of satd. soln. of aq. NH4Cl (-78°C), warming (room temp.),DDN: OF H2O, shaking with ether, washing of ether extracts (satd. aq. NaHCO3 and satd. brine), drying (Na2SO4), filtration, evapn. (vac.), crystn. (H2O);86%
104-94-9

4-methoxy-aniline

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In methanol; water at 0 - 5℃; for 0.5h;
Stage #2: With tetrahydroxydiboron In methanol; water at 20℃; for 1h;
86%
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
Multi-step reaction with 2 steps
1.1: tetrafluoroboric acid; sodium nitrite / water / 1 h / 0 °C
1.2: 0 - 20 °C
2.1: methanol / 17 h / 20 °C / Irradiation; Inert atmosphere; Schlenk technique
View Scheme
13675-18-8

tetrahydroxydiboron

623-12-1

4-chloromethoxybenzene

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With NaOC(CH3)3; 2,4,6-(i-Pr)3C6H2C6H4[2-P(cyclo-C6H11)2]; KOAc In ethanol mixt. B2(OH)4, hexane wash, Pd-complex, (iPr)3C6H2C6H4-2-P(cyclo-C6H11),NaOBu-t and excess KOAc in EtOH at 80°C for 18 h;82%
13675-18-8

tetrahydroxydiboron

17310-99-5

4-methoxy-N,N,N-trimethylbenzenaminium iodide

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
In methanol at 15℃; for 3h; Microwave irradiation;82%

2,5-bis-(4-methoxyphenyl)-4,4-dimethyl-[1,3,2]dioxaborolane

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 24h;80%
13675-18-8

tetrahydroxydiboron

104-94-9

4-methoxy-aniline

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h;
Stage #2: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h;
77%
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h;
Stage #2: tetrahydroxydiboron With potassium carbonate In water at 20℃; for 0.333333h; Reagent/catalyst; Solvent;
104-92-7

1-bromo-4-methoxy-benzene

121-43-7

Trimethyl borate

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 4h; Inert atmosphere;
Stage #3: water With hydrogenchloride
77%
104-92-7

1-bromo-4-methoxy-benzene

121-43-7

Trimethyl borate

7664-93-9

sulfuric acid

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With magnesium In tetrahydrofuran74%
13139-86-1

4-methoxyphenyl magnesium bromide

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With water In tetrahydrofuran slow addn. of 10 mmol of the Grignard reagent to a stirred soln. of borane in THF (40 mmol); the mixt. was poured into ice-water and acidified with 10% HCl;; extn. into ether three-times; the combined extracts were dried over NaSO4; removal of solvent under reduced pressure; trituration with petroleum ether; recrystn. from H2O;;73%
104-92-7

1-bromo-4-methoxy-benzene

55124-35-1

diisopropylamine borane

106-38-7

para-bromotoluene

A

5720-05-8

4-methylphenylboronic acid

B

5720-07-0

4-methoxyphenylboronic acid

C

B-(4-methoxyphenyl)-B-(4-methylphenyl)borinic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane; para-bromotoluene With magnesium In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #2: 1-bromo-4-methoxy-benzene In tetrahydrofuran at 40℃; for 14h; Inert atmosphere;
Stage #3: water In tetrahydrofuran Temperature; Inert atmosphere;
A 9%
B 12%
C 73%
13675-18-8

tetrahydroxydiboron

696-62-8

para-iodoanisole

5720-07-0

4-methoxyphenylboronic acid

Conditions
ConditionsYield
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); tetramethyl ammonium acetate In 2-methyltetrahydrofuran; methanol; water at 40℃; for 6.5h; Catalytic behavior; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;70%
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); tributyl-amine; water In acetonitrile at 25℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;40%
In methanol; water at -5℃; for 0.166667h; UV-irradiation; Flow reactor; chemoselective reaction;100 %Spectr.
With [{Pd(μ-Cl){κ2-P,C-P(iPr)2(OC6H3-2-Ph)}}2]; sodium acetate In dichloromethane; water at 40℃; for 6h; Inert atmosphere;
610-97-9

o-iodo-methyl-benzoic acid

5720-07-0

4-methoxyphenylboronic acid

17103-25-2

methyl 4'-methoxybiphenyl-2-carboxylate

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In water; acetonitrile at 60℃; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate In tetrahydrofuran; water at 80℃; for 14h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube;95%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In toluene for 18h; Heating;80%
5720-07-0

4-methoxyphenylboronic acid

104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 20℃; for 0.166667h;100%
With N-Bromosuccinimide In acetonitrile at 80℃; for 12h;96%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; Sealed tube;85%
108-86-1

bromobenzene

5720-07-0

4-methoxyphenylboronic acid

613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; p-tolylboronic pinacol ester In 1,4-dioxane; water at 70℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; chemoselective reaction;100%
With potassium carbonate In ethanol; water at 50℃; for 0.5h; Catalytic behavior; Suzuki-Miyaura Coupling;100%
With potassium carbonate; palladium dichloride In pyridine for 4h; Suzuki cross-coupling; Heating;99%
591-50-4

iodobenzene

5720-07-0

4-methoxyphenylboronic acid

613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With SIPr-PdCl2-Py; sodium t-butanolate In tetrahydrofuran at 70℃; for 12h; Suzuki-Miyaura Coupling;100%
With caesium carbonate; 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide In N,N-dimethyl-formamide at 125 - 130℃; for 19h; Suzuki-Miyaura cross-coupling reaction;99%
106-43-4

para-chlorotoluene

5720-07-0

4-methoxyphenylboronic acid

53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 3-butyl-1-methyl-5-[9-(3-methyl-1H-imidazol-3-ium-1-yl)nonyl]-3H-1,2,3-triazol-1-ium diiodide; caesium carbonate In 1,4-dioxane Suzuki-Miyaura reaction; Inert atmosphere; Heating;100%
With tris(dibenzylideneacetone)dipalladium (0); C3H3N2(C9H11)2*HCl; caesium carbonate In 1,4-dioxane at 80℃; for 1.5h;99%
Stage #1: 4-methoxyphenylboronic acid With allyl(1,3-bis(2,6-diisopropyl-4-(3-((3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)oxy)propyl)phenyl)-imidazol-2-ylidene)palladium(II) chloride; potassium tert-butylate In ethanol at 30℃; for 0.5h; Inert atmosphere;
Stage #2: para-chlorotoluene In ethanol at 30℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Suzuki Coupling; Inert atmosphere;
99%
624-31-7

4-tolyl iodide

5720-07-0

4-methoxyphenylboronic acid

53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 80℃; for 0.166667h; Suzuki Coupling;100%
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;99%
5720-07-0

4-methoxyphenylboronic acid

1122-91-4

4-bromo-benzaldehyde

52988-34-8

4-(4'-methoxyphenyl)benzaldehyde

Conditions
ConditionsYield
With sodium carbonate In ethanol at 75℃; for 2h; Suzuki-Miyaura cross coupling;100%
With palladium 10% on activated carbon; caesium carbonate at 100℃; for 24h; Suzuki-Miyaura coupling; Neat (no solvent);100%
With potassium tert-butylate In ethanol; water at 25℃; for 2h; Suzuki-Miyaura Coupling;100%
5720-07-0

4-methoxyphenylboronic acid

284663-47-4

N,N-dimethyl 2-iodo-3-(trans-2-methoxycarbonylethenyl)-4-trimethylsilyl-1H-pyrrole-1-sulfonamide

284663-48-5

N,N-dimethyl 2-(p-methoxyphenyl)-3-(trans-2-methoxycarbonylethenyl)-4-trimethylsilyl-1H-pyrrole-1-sulfonamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium sulfate In methanol; toluene at 90 - 100℃; for 2h; Phenylation;100%
106-38-7

para-bromotoluene

5720-07-0

4-methoxyphenylboronic acid

53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In pyridine for 4h; Suzuki cross-coupling; Heating;100%
With C21H26Cl2N2Pd; potassium carbonate In toluene at 110℃; for 18h; Suzuki Coupling; Inert atmosphere; Sealed tube;100%
With tetrabutylammomium bromide; sodium carbonate; palladium contaminants present in sodium carbonate In water at 150℃; for 0.0833333h; Suzuki coupling; microwave irradiation;99%
95-46-5

2-methylphenyl bromide

5720-07-0

4-methoxyphenylboronic acid

92495-54-0

4'-methoxy-2-methylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; palladium-incarcerated polystyrene-based copolymer; tris(o-methoxyphenyl)phosphine In water; toluene for 2h; Suzuki-Miyaura coupling; Heating;100%
With potassium phosphate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In toluene at 20℃; for 6h; Suzuki cross-coupling;98%
With potassium fluoride; tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran at 20℃; for 2h; Suzuki cross-coupling;98%
29540-83-8

p-tolyl triflate

5720-07-0

4-methoxyphenylboronic acid

53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 3-butyl-1-methyl-5-[9-(3-methyl-1H-imidazol-3-ium-1-yl)nonyl]-3H-1,2,3-triazol-1-ium diiodide; caesium carbonate In 1,4-dioxane Suzuki-Miyaura reaction; Inert atmosphere; Heating;100%
With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 4h; Suzuki cross-coupling;95%
5720-07-0

4-methoxyphenylboronic acid

99-90-1

para-bromoacetophenone

13021-18-6

1-(4'-methoxy-biphenyl-4-yl)-ethanone

Conditions
ConditionsYield
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 2h; Suzuki-Miyaura reaction;100%
With potassium carbonate In water at 80℃; for 5h; Suzuki Coupling;100%
With potassium carbonate In methanol at 25℃; for 1h; Wavelength; Suzuki-Miyaura Coupling; Inert atmosphere; Irradiation;100%
5720-07-0

4-methoxyphenylboronic acid

540-37-4

p-aminoiodobenzene

1137-77-5

4-(4-methoxyphenyl)aniline

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With potassium carbonate In ethanol at 78℃; for 1h; Suzuki-Miyaura coupling; Air atmosphere;96%
With potassium carbonate In methanol; water at 40 - 45℃; for 1.5h; Suzuki Coupling;92%
626-55-1

3-Bromopyridine

5720-07-0

4-methoxyphenylboronic acid

5958-02-1

3-(4-methoxyphenyl)pyridine

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling;100%
With potassium carbonate In isopropyl alcohol at 85 - 90℃; for 24h; Suzuki-Miyaura Coupling;99%
With sodium phosphate; palladium on activated charcoal In isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura coupling reaction;98%
5720-07-0

4-methoxyphenylboronic acid

77541-59-4

5-chloro-4-methoxy-2-methyl-2H-pyridazin-3-one

335349-24-1

4-methoxy-5-(4-methoxyphenyl)-2-methyl-3(2H)-pyridazinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
5720-07-0

4-methoxyphenylboronic acid

76929-42-5

5-chloro-4-methoxy-2-phenyl-3(2H)-pyridazinone

335349-29-6

4-methoxy-5-(4-methoxyphenyl)-2-phenyl-3(2H)-pyridazinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
5720-07-0

4-methoxyphenylboronic acid

150-76-5

4-methoxy-phenol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 8h; Reagent/catalyst; Irradiation; Sonication;100%
With solid poly(N-vinylpyrrolidone)-hydrogen peroxide complex (PVD-H2O2 complex) In dichloromethane at 20℃; regioselective reaction;99%
With menadione; sodium hydrogencarbonate; sodium L-ascorbate In ethanol; water at 20℃; under 760.051 Torr; for 24h; pH=8.5; Darkness; Green chemistry;99%
5720-07-0

4-methoxyphenylboronic acid

14628-57-0

4-chloro-5-methoxy-2-methyl-2H-pyridazin-3-one

5-methoxy-4-(4-methoxyphenyl)-2-methyl-3(2H)-pyridazinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 120℃; Suzuki cross-coupling;100%
17763-69-8

4-(trifluormethanesulfonyloxy)benzaldehyde

5720-07-0

4-methoxyphenylboronic acid

52988-34-8

4-(4'-methoxyphenyl)benzaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; lithium chloride In ethanol; toluene Suzuki coupling; Heating;100%
With potassium phosphate; C18H9F5NOP(2-)*Pd(2+)*C3H7NO In ethanol at 20℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;78%
104-92-7

1-bromo-4-methoxy-benzene

5720-07-0

4-methoxyphenylboronic acid

2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With air; potassium carbonate; [Pd(Cl)κ2N,C,-CH2C6H2(4,6-Me)2CH=NC6H3(2,6-iPr)2]2 In ethanol for 2h; Suzuki-Miyaura coupling reaction; Heating;100%
With sodium carbonate; palladium on activated charcoal In ethanol at 20℃; for 5h; Suzuki-Miyaura cross-coupling;100%
With potassium carbonate In water at 50℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
117-80-6

2,3-Dichloro-1,4-naphthoquinone

5720-07-0

4-methoxyphenylboronic acid

50982-55-3

2,3-bis(4-methoxyphenyl)naphthalene-1,4-dione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; benzene for 4h; Suzuki coupling; Heating;100%
696-62-8

para-iodoanisole

5720-07-0

4-methoxyphenylboronic acid

2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With potassium phosphate monohydrate; 4,4'-di-tBu-2,2'-dipyridylpalladium(II) dichloride In methanol; water at 80℃; for 2h; Suzuki-Miyaura Coupling;100%
With potassium carbonate In water at 80℃; for 2h; Suzuki Coupling;100%
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
402-43-7

p-trifluoromethylphenyl bromide

5720-07-0

4-methoxyphenylboronic acid

10355-12-1

1-(4-methoxyphenyl)-4-(trifluoromethyl)benzene

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling;100%
With sodium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; palladium diacetate In water at 60℃; for 1h; Suzuki coupling;99%
With potassium phosphate; [5-(3-butylbenzimidazol-2-yliden-1-yl)-25,26,27,28-tetrapropyloxy calix[4]arene] (pyridine) palladium(II) dibromide In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;99%
5720-07-0

4-methoxyphenylboronic acid

40107-07-1

4-chloro-6-iodo-quinoline

500127-41-3

4-chloro-6-(4-methoxyphenyl)quinoline

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 64℃; for 15h; Product distribution; Further Variations:; Catalysts; Reaction partners; Reagents; Solvents; temperatures, reaction times; Suzuki reaction;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 15h; Product distribution; Further Variations:; Catalysts; Heating;100%
636-98-6

p-nitrobenzene iodide

5720-07-0

4-methoxyphenylboronic acid

2143-90-0

4-methoxy-4'-nitrobiphenyl

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With palladium diacetate; 4-Ph2P-C6H4-2-N-glucosamine; sodium carbonate In tetrahydrofuran; ethanol; water at 60℃; for 18h;99%
With polyhydroxylated phosphine; sodium carbonate; palladium diacetate In ethanol; water; toluene at 60℃; for 18h;99%
5720-07-0

4-methoxyphenylboronic acid

100-00-5

4-chlorobenzonitrile

2143-90-0

4-methoxy-4'-nitrobiphenyl

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With C12H10N3OPol; tetrabutylammomium bromide; palladium diacetate; potassium carbonate In water at 100℃; for 15h; Suzuki-Miyaura reaction;99%
With sodium tetrachloropalladate(II); 5-[3-(4-carboxy-2,6-dimethylphenyl)-2-thioxoimidazolidin-1-yl]benzene-1,2,3-tricarboxylic acid; tetrabutylammomium bromide; potassium hydroxide In water at 100℃; for 10h; Temperature; Suzuki-Miyaura Coupling; Sealed tube;99%
5720-07-0

4-methoxyphenylboronic acid

135019-26-0

9,15-bis(trifluoromethylsulfonyloxy)<212,13><5.2>metacyclophane

C35H36O2

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 110 - 120℃; for 24h; Suzuki coupling reaction;100%
930-30-3

cyclopent-2-enone

5720-07-0

4-methoxyphenylboronic acid

155325-51-2

(R)-3-(4-methoxyphenyl)cyclopentan-1-one

Conditions
ConditionsYield
With potassium hydroxide; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; bis(ethylene)rhodium(I) chloride dimer In 1,4-dioxane; water at 50℃; for 1h;100%
With chlorobis(ethylene)rhodium(I) dimer; C22H20N2O4; potassium hydroxide In ethanol at 30℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;98%
With chlorobis(ethylene)rhodium(I) dimer; (R)-6,6'-dimethoxy-P2,P2,P2',P2'-tetrakis-[4-(trifluoromethyl)phenyl]-biphenyl-2,2'-bisphosphine; potassium hydroxide In water; toluene at 20℃; for 6.5h; Inert atmosphere; optical yield given as %ee; stereoselective reaction;96%
7342-82-7

3-Bromothianaphthene

5720-07-0

4-methoxyphenylboronic acid

24257-23-6

3-(4-methoxy-phenyl)-benzo[b]thiophene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Reflux; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Inert atmosphere; Reflux;100%
With di-1-adamantyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water; acetonitrile at 50℃; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;76%
With di-1-adamantyl(4-sulfonatobenzyl)phosphonium; palladium diacetate; sodium carbonate In water; acetonitrile at 50℃; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Glovebox;76%
tetrakis(triphenylphosphine) palladium(0) Suzuki-Miyaura reaction;52%
1666-13-3

diphenyl diselenide

5720-07-0

4-methoxyphenylboronic acid

80448-01-7

p-methoxyphenyl phenyl selenide

Conditions
ConditionsYield
With Cu NPs/Ac In dimethyl sulfoxide at 20 - 100℃; for 3h; Sealed tube; Sonication;100%
With indium tribromide In dimethyl sulfoxide at 130℃; for 20h;98%
With Oxone In ethanol at 60℃; for 2h; Solvent; Temperature; Schlenk technique;98%
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Specification

This chemical is called Boronicacid, B-(4-methoxyphenyl)-, and it can also be named as Benzeneboronic acid, p-methoxy-. With the molecular formula of C7H9BO3, its product categories are Boronic Acid Series; Substituted Boronic Acids; Heterocyclic Compounds; Alkoxy; Aryl; Organoborons; B (Classes of Boron Compounds). The CAS registry number of this chemical is 5720-07-0. In addition, this chemical should be sealed in the cool and dry place.

Other characteristics of the Boronicacid, B-(4-methoxyphenyl)- can be summarised as followings: (1)#H bond acceptors: 3; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 4; (4)Polar Surface Area: 27.69 Å2; (5)Index of Refraction: 1.524; (6)Molar Refractivity: 39.65 cm3; (7)Molar Volume: 129.5 cm3; (8)Polarizability: 15.71×10-24cm3; (9)Surface Tension: 42.2 dyne/cm; (10)Density: 1.17 g/cm3; (11)Flash Point: 139.3 °C; (12)Enthalpy of Vaporization: 57.79 kJ/mol; (13)Boiling Point: 306.8 °C at 760 mmHg; (14)Vapour Pressure: 0.000329 mmHg at 25°C.

Uses of this chemical: The Boronicacid, B-(4-methoxyphenyl)- could react with vinylbenzene, and obtain the 1-methoxy-4-trans-styryl-benzene. This reaction needs the reagent of Pd(OAc)2, NaOAc, and the solvent of acetic acid. The yield is 97 %. In addition, this reaction should be taken for 20 hours at the temperature of 25 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O(c1ccc(B(O)O)cc1)C
2.InChI: InChI=1/C7H9BO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
3.InChIKey: VOAAEKKFGLPLLU-UHFFFAOYAN

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 200mg/kg (200mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00062,