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Cas Database |
| Name |
4-Methoxyphenylboronic acid |
EINECS | 216-845-5 |
| CAS No. | 5720-07-0 | Density | 1.17 g/cm3 |
| PSA | 49.69000 | LogP | -0.62500 |
| Solubility | N/A | Melting Point |
204-206 °C(lit.) |
| Formula | C7H9BO3 | Boiling Point | 306.8 °C at 760 mmHg |
| Molecular Weight | 151.958 | Flash Point | 139.3 °C |
| Transport Information | N/A | Appearance | white to light beige crystalline powder |
| Safety | 26-36/37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| 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; |
Article Data | 130 |
4-Methoxyphenylboronic acid Synthetic route
- 171364-79-7
2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 5720-07-0
4-methoxyphenylboronic acid
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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; |
Conditions
| Conditions | Yield |
|---|---|
| 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; |
- 5720-07-0
4-methoxyphenylboronic acid
Conditions
| Conditions | Yield |
|---|---|
| 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; |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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 |
4-Methoxyphenylboronic acid Specification
The 4-Methoxybenzeneboronic acid, with the CAS registry number 45713-46-0, is also known as Borane, (4-methoxyphenyl)-. This chemical's molecular formula is C7H9BO and molecular weight is 120.07. What's more, its systematic name is called (4-Methoxyphenyl)borane.
Physical properties about 4-Methoxybenzeneboronic acid are: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 2; (4)Polar Surface Area: 9.23 Å2.
You can still convert the following datas into molecular structure:
(1) SMILES: Bc1ccc(OC)cc1
(2) InChI: InChI=1S/C7H9BO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3
(3) InChIKey: GUWCCSZKDJGBDW-UHFFFAOYSA-N
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4-Methoxyphenylboronic acid
