- 4-Aminophenylboronic acid
- 4-Aminophenylboronic acid hydrochloride
- 4-Aminophenylboronic acid pinacol ester
- 214360-74-41,3,2-Dioxaborolane,2-[3-(bromomethyl)phenyl]-4,4,5,5-tetramethyl-
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Cas Database |
| Name |
4-Aminophenylboronic acid pinacol ester |
EINECS | 629-061-7 |
| CAS No. | 214360-73-3 | Density | 1.05 g/cm3 |
| PSA | 44.48000 | LogP | 2.14920 |
| Solubility | Insoluble in water | Melting Point |
165-169 °C(lit.) |
| Formula | C12H18BNO2 | Boiling Point | 340 °C at 760 mmHg |
| Molecular Weight | 219.091 | Flash Point | 159.4 °C |
| Transport Information | N/A | Appearance | almost white to light beige crystalline powder |
| Safety | 26-36-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
2-(4-Aminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine;4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine; |
Article Data | 85 |
4-Aminophenylboronic acid pinacol ester Synthetic route
- 171364-83-3
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; | 99% |
| With 5%-palladium/activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 4h; | 98% |
| With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 4h; | 97% |
- 106-40-1
4-bromo-aniline
- 73183-34-3
bis(pinacol)diborane
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With 10H-phenothiazine; caesium carbonate In acetonitrile for 48h; Irradiation; Sealed tube; Inert atmosphere; | 97% |
| With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In dimethyl sulfoxide at 150℃; for 0.366667h; microwave irradiation; | 85% |
| With bis(tri-t-butylphosphine)palladium(0); potassium acetate In water at 20℃; for 24h; Reagent/catalyst; Miyaura Borylation Reaction; Inert atmosphere; | 85% |
- 73183-34-3
bis(pinacol)diborane
- 540-37-4
p-aminoiodobenzene
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With caesium carbonate In methanol for 60h; Reflux; Inert atmosphere; | 96% |
| With pyridine; C50H44CuN4OP2(1+)*F6P(1-); N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation; | 87% |
| With 10H-phenothiazine; caesium carbonate In acetonitrile for 48h; Irradiation; Sealed tube; Inert atmosphere; | 80% |
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water In methanol at 20℃; for 1h; | 91% |
- 106-40-1
4-bromo-aniline
- 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; triethylamine In 1,4-dioxane at 120℃; for 12h; Time; Schlenk technique; Inert atmosphere; | 90% |
| With bis-triphenylphosphine-palladium(II) chloride; triethylamine In 1,4-dioxane at 120℃; for 12h; Schlenk technique; Inert atmosphere; | 90% |
| With bis-triphenylphosphine-palladium(II) chloride; triethylamine In 1,4-dioxane at 120℃; for 12h; Inert atmosphere; | 89% |
- 864754-08-5
2,2,2-trifluoro-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| 87.1% |
- 540-37-4
p-aminoiodobenzene
- 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With dichlorobis(chlorodi-tert-butylphosphine) palladium(II); triethylamine In toluene for 2h; Inert atmosphere; Reflux; | 83% |
| With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine In 1,4-dioxane at 90℃; for 1.5h; Inert atmosphere; | 80% |
| With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 80℃; for 8h; | 75 %Chromat. |
- 73852-88-7
2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane In toluene at 100℃; for 2h; Glovebox; Sealed tube; | 80% |
| Multi-step reaction with 2 steps 1: chlorotris(triphenylphosphine)cobalt(I); bis[2-(diphenylphosphino)phenyl] ether / toluene / 12 h / 100 °C 2: hydrogenchloride; water / methanol / 1 h / 20 °C View Scheme |
- 5419-55-6
Triisopropyl borate
- 5089-33-8
2-(4-bromophenyl)-1,1,1,3,3,3-hexamethyldisilazane
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| Stage #1: 2-(4-bromophenyl)-1,1,1,3,3,3-hexamethyldisilazane With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran at -78 - 25℃; for 4.5h; Inert atmosphere; Stage #3: With 2,3-dimethyl-2,3-butane diol; acetic acid In tetrahydrofuran at 20℃; for 0.75h; pH=5; Inert atmosphere; | 79% |
- 76-09-5
2,3-dimethyl-2,3-butane diol
- 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
| Conditions | Yield |
|---|---|
| With magnesium sulfate In tetrahydrofuran at 20℃; for 5h; | 76% |
4-Aminophenylboronic acid pinacol ester Specification
The 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline with cas registry number of 214360-73-3 is also called 4-Aminophenylboronic acid pinacol ester. It is almost white to light beige crystalline powder which is insoluble in water.It belongs to the following categories: boron compounds; substituted boronic acids; boronic acid; b (classes of boron compounds); boronic acids esters; chiral chemicals. Both its systematic name and IUPAC name are the same which is called 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline.
The physical properties about this chemical are: (1)#H bond acceptors: 3; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 2; (4)Index of Refraction: 1.516; (5)Molar Refractivity: 63.07 cm3; (6)Molar Volume: 208.5 cm3; (7)Surface Tension: 35.7 dyne/cm; (8)Density: 1.05 g/cm3; (9)Flash Point: 159.4 °C; (10)Enthalpy of Vaporization: 58.35 kJ/mol; (11)Boiling Point: 340 °C at 760 mmHg; (12)Vapour Pressure: 8.87E-05 mmHg at 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. Therefore, it is better to wear suitable protective clothing, gloves and eye/face protection during using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O1B(OC(C)(C)C1(C)C)c2ccc(N)cc2;
(2)InChI: InChI=1/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,14H2,1-4H3;
(3)InChIKey: ZANPJXNYBVVNSD-UHFFFAOYAY
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