CAS No.214360-73-3,4-Aminophenylboronic acid pinacol ester Suppliers

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Basic Information

Molecular Structure:
CAS No.:	214360-73-3
Name:	4-Aminophenylboronic acid pinacol ester
Article Data:	85

Formula:	C₁₂H₁₈BNO₂
Molecular Weight:	219.091
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;
EINECS:	629-061-7
Density:	1.05 g/cm³
Melting Point:	165-169 °C(lit.)
Boiling Point:	340 °C at 760 mmHg
Flash Point:	159.4 °C
Solubility:	Insoluble in water
Appearance:	almost white to light beige crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36-37/39
PSA:	44.48000
LogP:	2.14920

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

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

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

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%

: C18H34BNO2Si2

: 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

Conditions

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

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

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

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

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

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%

: (4-aminophenyl)boronic acid hydrochloride

: 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

Conditions	Yield
With magnesium sulfate In tetrahydrofuran at 20℃; for 5h;	76%

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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