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Cas Database |
| Name |
4-tert-Butylphenylboronic acid |
EINECS | -0 |
| CAS No. | 123324-71-0 | Density | 1.02 g/cm2 |
| PSA | 40.46000 | LogP | 0.66390 |
| Solubility | N/A | Melting Point |
193-199 ºC |
| Formula | C10H15BO2 | Boiling Point | 296.7 ºC at 760 mmHg |
| Molecular Weight | 178.039 | Flash Point | 133.2 ºC |
| Transport Information | N/A | Appearance | white to off-white crystalline powder |
| Safety | 26-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
4-t-Butylphenylboronic acid;4-tert-Butyl-phenyl boronic acid;(4-t-Butylphenyl)boronic acid;4-(tert-Butyl)Phenylboronic Acid;4-Tertbutylphenylboronic Acid;4-tert-butylphenyl boronic acid;4-tert-butylphenyl boronic acid;4-tert-Butylbenzeneboronic acid; 4-(tert-Butyl)phenylboronic acid;4-(tert-Butyl)benzeneboronic acid;4-tert-Butylbenzene boronic acid; |
Article Data | 16 |
4-tert-Butylphenylboronic acid Synthetic route
- 3972-65-4
1-bromo-4-tert-butylbenzene
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: 1-bromo-4-tert-butylbenzene With n-butyllithium In tetrahydrofuran at -78 - -45℃; for 3h; Stage #2: With boric acid tributyl ester In tetrahydrofuran at -78 - 20℃; Stage #3: Acid hydrolysis; | 90% |
| Stage #1: 1-bromo-4-tert-butylbenzene With magnesium In tetrahydrofuran Heating; Stage #2: With Trimethyl borate In tetrahydrofuran at -78 - 20℃; Stage #3: With hydrogenchloride | 80% |
| Stage #1: 1-bromo-4-tert-butylbenzene With Trimethyl borate In tetrahydrofuran at -20 - 0℃; Inert atmosphere; Stage #2: With sulfuric acid In tetrahydrofuran at 0 - 10℃; for 10h; Inert atmosphere; | 72.8% |
- 7732-18-5
water
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| With 1H-imidazole; iron(III) chloride at 20℃; for 0.25h; Inert atmosphere; | 85% |
- 121-43-7
Trimethyl borate
- 3972-65-4
1-bromo-4-tert-butylbenzene
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: 1-bromo-4-tert-butylbenzene With magnesium In tetrahydrofuran Stage #2: Trimethyl borate In tetrahydrofuran; diethyl ether at -70 - 20℃; | 83.4% |
| 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.; | 83.4% |
| With Mg; H2SO4 In tetrahydrofuran; diethyl ether aryl bromide in THF was added to Mg turnings, filtered, added dropwise with stirring to trimethyl borate in ether at -70°C, the suspn. was allowed to warm to room temp. overnight, added with stirring to ice, concd. H2SO4, stirred for 30 min (Ar); shaken with ether, dried over Na2SO4, evapd., filtered, dried in vac.; elem. anal.; | 83.4% |
- 688-74-4
boric acid tributyl ester
- 3972-65-4
1-bromo-4-tert-butylbenzene
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| With sulfuric acid; magnesium In diethyl ether; water | 10% |
- 253185-03-4, 253185-04-5
tert-butylbenzene
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: 100 percent / Br2; I2 / 0 °C 2.1: n-BuLi / tetrahydrofuran / 3 h / -78 - -45 °C 2.2: tributyl borate / tetrahydrofuran / -78 - 20 °C 2.3: 90 percent / Acid hydrolysis View Scheme |
- 1092730-06-7
4-tert-butylphenylboronic dimethyl ester
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; pH=3 - 5; |
| Conditions | Yield |
|---|---|
| In chloroform-d1 at 25℃; Equilibrium constant; Sealed tube; |
| Conditions | Yield |
|---|---|
| In chloroform-d1 at 25℃; Equilibrium constant; Sealed tube; |
- 13675-18-8
tetrahydroxydiboron
- 3972-65-4
1-bromo-4-tert-butylbenzene
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| With potassium tert-butylate In methanol at 0 - 20℃; |
- 123324-71-0
4-tert-butylphenylboronic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In toluene | 100% |
4-tert-Butylphenylboronic acid Chemical Properties
The Molecular Structure of 4-tert-Butylphenylboronic acid (CAS NO.123324-71-0):
Empirical Formula: C10H15BO2
Molecular Weight: 178.0359
IUPAC Name: (4-tert-butylphenyl)boronic acid
Appearance: white to off-white crystalline powder
Nominal Mass: 178 Da
Average Mass: 178.0359 Da
Monoisotopic Mass: 178.116511 Da
Index of Refraction: 1.51
Molar Refractivity: 51.81 cm3
Molar Volume: 173 cm3
Surface Tension: 36.9 dyne/cm
Density: 1.02 g/cm3
Flash Point: 133.2 °C
Enthalpy of Vaporization: 56.66 kJ/mol
Boiling Point: 296.7 °C at 760 mmHg
Vapour Pressure: 0.000636 mmHg at 25°C
4-tert-Butylphenylboronic acid Uses
4-T-butylphenylboronic acid (123324-71-0) can be used as organic reagents,harmaceutical intermediates.
4-tert-Butylphenylboronic acid Safety Profile
Hazard Codes: 
Xi
Xn
Risk Statements: 36/37/38-22-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin
R22: Harmful if swallowed
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 37/39-26-36
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT
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