Product Name

  • Name

    4-Isopropylbenzeneboronic acid

  • EINECS
  • CAS No. 16152-51-5
  • Article Data9
  • CAS DataBase
  • Density 1.04 g/cm3
  • Solubility
  • Melting Point 110-112 °C
  • Formula C9H13BO2
  • Boiling Point 285.9 °C at 760 mmHg
  • Molecular Weight 164.012
  • Flash Point 126.7 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 16152-51-5 (4-Isopropylbenzeneboronic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 4-Cumylboronic acid;4-Isopropylphenylboronic;4-iso-propylphenyl boronic acid;
  • PSA 40.46000
  • LogP 0.48980

Synthetic route

4-Isopropylaniline
99-88-7

4-Isopropylaniline

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

Conditions
ConditionsYield
With tert.-butylnitrite In acetonitrile at 0 - 80℃; for 2h;99.8%
With tert.-butylnitrite In acetonitrile at 0 - 80℃; for 2h;99.8%
2-(4-bromophenyl)propane
586-61-8

2-(4-bromophenyl)propane

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

Conditions
ConditionsYield
63%
Trimethyl borate
121-43-7

Trimethyl borate

2-(4-bromophenyl)propane
586-61-8

2-(4-bromophenyl)propane

N-(3,4-Dimethyl-5-isoxazolyl)-4'-(2-methylpropyl)-[1,1'-biphenyl]-2-sulfonamide
153624-04-5

N-(3,4-Dimethyl-5-isoxazolyl)-4'-(2-methylpropyl)-[1,1'-biphenyl]-2-sulfonamide

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

Trimethyl borate
121-43-7

Trimethyl borate

2-(4-bromophenyl)propane
586-61-8

2-(4-bromophenyl)propane

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78 - 0℃;
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4-bromo-3H-indene
16657-07-1

4-bromo-3H-indene

4-(4-isopropylphenyl)indene

4-(4-isopropylphenyl)indene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; triphenylphosphine In 1,2-dimethoxyethane; water at 90℃; for 8h;100%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C25H27N3O3

C25H27N3O3

C32H33N3O

C32H33N3O

Conditions
ConditionsYield
Stage #1: C25H27N3O3 With trichlorophosphate In toluene at 100℃; for 0.5h; Microwave irradiation;
Stage #2: (4-isopropylphenyl)boronic acid With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane at 90℃; for 16h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 20℃;
100%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4-bromo-indene
45738-35-0

4-bromo-indene

4-(4-isopropylphenyl)indene

4-(4-isopropylphenyl)indene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water at 80℃; for 6h;99%
Stage #1: (4-isopropylphenyl)boronic acid; 4-bromo-indene With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate In 1,2-dimethoxyethane; water at 90℃; for 8h;
Stage #2: With hydrogenchloride In hexane; water at 20℃; for 0.5h;
97%
3-chloro-4-(4-methoxyphenyl)-2,5,6-triphenylpyridine
1639431-68-7

3-chloro-4-(4-methoxyphenyl)-2,5,6-triphenylpyridine

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

3-(4-isopropylphenyl)-4-(4-methoxyphenyl)-2,5,6-triphenylpyridine
1639431-69-8

3-(4-isopropylphenyl)-4-(4-methoxyphenyl)-2,5,6-triphenylpyridine

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); potassium phosphate; 2-dicyclohexylphosphino-2’,6’-dimethoxybiphenyl In toluene at 100℃; for 20h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Sealed tube;98%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C14H18N2O4S

C14H18N2O4S

C23H30N2O4S

C23H30N2O4S

Conditions
ConditionsYield
With acetylacetonatobis(ethylene)rhodium(I); C22H18NO2P In toluene at 25℃; for 20h; Inert atmosphere; enantioselective reaction;98%
carbon disulfide
75-15-0

carbon disulfide

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

diethylamine
109-89-7

diethylamine

4-isopropylphenyl diethylcarbamodithioate

4-isopropylphenyl diethylcarbamodithioate

Conditions
ConditionsYield
With copper diacetate; potassium carbonate In acetonitrile at 60℃; for 10h; Schlenk technique;98%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

7-bromo-2,3-dihydrobenzofuran-5-amine

7-bromo-2,3-dihydrobenzofuran-5-amine

7-(4-isopropylphenyl)-2,3-dihydrobenzofuran-5-amine

7-(4-isopropylphenyl)-2,3-dihydrobenzofuran-5-amine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 2h; Inert atmosphere;98%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
3-Bromothiophene
872-31-1

3-Bromothiophene

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

3‐(4‐cumenyl)‐thiophene

3‐(4‐cumenyl)‐thiophene

Conditions
ConditionsYield
Stage #1: 3-Bromothiophene With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In monoethylene glycol diethyl ether; water at 20℃; for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #2: (4-isopropylphenyl)boronic acid In ethanol; monoethylene glycol diethyl ether; water for 1h; Schlenk technique; Inert atmosphere; Reflux;
97%
bromobenzene
108-86-1

bromobenzene

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4-isopropylbiphenyl
7116-95-2

4-isopropylbiphenyl

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate In ethanol; water at 30℃; for 7h; Catalytic behavior; Suzuki-Miyaura Coupling;97%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In ethanol; water at 80℃; for 2h; Sealed tube;76%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C13H7BrClNOS

C13H7BrClNOS

C22H18ClNOS

C22H18ClNOS

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 80℃; for 24h;96.8%
5-bromopyrimidine
4595-59-9

5-bromopyrimidine

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

5-(4-isopropyl-phenyl)-pyrimidine

5-(4-isopropyl-phenyl)-pyrimidine

Conditions
ConditionsYield
With Merrifield resin chloride triethylamine salt; diisopropylamine; palladium diacetate In water; acetonitrile at 85℃; for 6.5h; Suzuki coupling;96%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol at 20℃; for 0.166667h;96%
With iron(III) oxide; oxygen In tetrahydrofuran Irradiation;95%
With iron(III) oxide; oxygen In tetrahydrofuran at 20℃; Irradiation;95%
tetrachloropyrazine
13484-50-9

tetrachloropyrazine

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

2,3,5,6-tetrakis(4-isopropylphenyl)pyrazine

2,3,5,6-tetrakis(4-isopropylphenyl)pyrazine

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In toluene at 100℃; for 18h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;96%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C18H17NO3S

C18H17NO3S

C27H29NO3S

C27H29NO3S

Conditions
ConditionsYield
With (CF3SO3)2 In 1,2-dimethoxyethane; water at 20℃; for 36h; diastereoselective reaction;96%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

3-methyl-4-bromoindene

3-methyl-4-bromoindene

3-methyl-4-(4-i-propylphenyl)indene

3-methyl-4-(4-i-propylphenyl)indene

Conditions
ConditionsYield
With potassium phosphate; bis(dibenzylideneacetone)-palladium(0); XPhos In 1,2-dimethoxyethane; water for 16h; Reflux;96%
1-iodo-9,10-anthraquinone
3485-80-1

1-iodo-9,10-anthraquinone

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

1-(4-isopropylphenyl)-9,10-anthraquinone
853993-35-8

1-(4-isopropylphenyl)-9,10-anthraquinone

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 30h; Heating;95%
Suzuki coupling;
4'-[(5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrile
151326-85-1

4'-[(5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrile

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4'-({4-[4-(1-methylethyl)phenyl]-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrile
1239269-49-8

4'-({4-[4-(1-methylethyl)phenyl]-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrile

Conditions
ConditionsYield
With pyridine; copper diacetate; triethylamine In N,N-dimethyl-formamide for 16h; Micellar solution;95%
C10H6Br2S

C10H6Br2S

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C28H28S

C28H28S

Conditions
ConditionsYield
Stage #1: C10H6Br2S; (4-isopropylphenyl)boronic acid With sodium carbonate In ethanol; water; toluene at 80℃; for 1.5h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 72℃; Inert atmosphere;
95%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C21H13ClFN5O2

C21H13ClFN5O2

N-{[3,6-bis(furan-2-yl)pyrazin-2-yl]methyl}-7-fluoro-4-p-isopropylphenylquinazolin-6-amine

N-{[3,6-bis(furan-2-yl)pyrazin-2-yl]methyl}-7-fluoro-4-p-isopropylphenylquinazolin-6-amine

Conditions
ConditionsYield
Stage #1: C21H13ClFN5O2 With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere;
Stage #2: (4-isopropylphenyl)boronic acid With sodium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere;
95%
methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

methyl 4'-isopropyl-[1,1'-biphenyl]-4-carboxylate
10047-16-2

methyl 4'-isopropyl-[1,1'-biphenyl]-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate; bis[1,2-bis(diphenylphosphino)ethane]palladium In tetrahydrofuran; methanol; water at 20℃; for 2h;94%
C11H8O3
1202929-10-9

C11H8O3

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C20H20O3

C20H20O3

Conditions
ConditionsYield
With [Pd(S,S)-bdpp(H2O)2](2+)(BF4(1-))2 In 1,4-dioxane at 20℃; for 1.33333h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;94%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

malononitrile
109-77-3

malononitrile

3-oxo-3-[4-(propan-2-yl)phenyl]propanenitrile

3-oxo-3-[4-(propan-2-yl)phenyl]propanenitrile

Conditions
ConditionsYield
With 4,4'-dimethyl-2,2'-bipyridines; palladium(II) acetylacetonate; toluene-4-sulfonic acid In water; toluene at 80℃; for 24h; Schlenk technique;94%
2,2,2-trifluoro-1-(4-fluorophenyl)ethanone
655-32-3

2,2,2-trifluoro-1-(4-fluorophenyl)ethanone

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

(R)-2,2,2-trifluoro-1-(4-fluorophenyl)-1-(4-isopropylphenyl)ethanol

(R)-2,2,2-trifluoro-1-(4-fluorophenyl)-1-(4-isopropylphenyl)ethanol

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; C38H44O6P2; potassium carbonate In tert-butyl methyl ether at 60℃; for 20h; Inert atmosphere; enantioselective reaction;93%
N-(2-methylbenzoyl)-8-aminoquinoline
1182669-71-1

N-(2-methylbenzoyl)-8-aminoquinoline

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4′-isopropyl-3-methyl-N-(quinolin-8-yl)-[1,1′-biphenyl]-2-carboxamide

4′-isopropyl-3-methyl-N-(quinolin-8-yl)-[1,1′-biphenyl]-2-carboxamide

Conditions
ConditionsYield
With copper diacetate; sodium carbonate In dimethyl sulfoxide at 120℃; for 4h; Sealed tube; regioselective reaction;93%
With sodium carbonate; silver carbonate; cobalt acetylacetonate In dimethyl sulfoxide at 120℃; for 2h; Schlenk technique; Sealed tube;83%
ethyl {(1S)-5-[2-(2-bromo-5-methyl-1,3-thiazol-4-yl)ethoxy]-2,3-dihydro-1H-inden-1-yl}acetate
496062-17-0

ethyl {(1S)-5-[2-(2-bromo-5-methyl-1,3-thiazol-4-yl)ethoxy]-2,3-dihydro-1H-inden-1-yl}acetate

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

ethyl ((1S)-5-{2-[2-(4-isopropylphenyl)-5-methyl-1,3-thiazol-4-yl]ethoxy}-2,3-dihydro-1H-inden-1-yl)acetate
496063-11-7

ethyl ((1S)-5-{2-[2-(4-isopropylphenyl)-5-methyl-1,3-thiazol-4-yl]ethoxy}-2,3-dihydro-1H-inden-1-yl)acetate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; toluene at 75℃; for 18h; Inert atmosphere;93%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

C19H22BrNO3S

C19H22BrNO3S

ethyl {(1S)-5-[2-(2-bromo-5-methyl-1,3-thiazol-4-yl)ethoxy]-2,3-dihydro-1H-inden-1-yl}acetate
496062-17-0

ethyl {(1S)-5-[2-(2-bromo-5-methyl-1,3-thiazol-4-yl)ethoxy]-2,3-dihydro-1H-inden-1-yl}acetate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; toluene at 75℃; for 18h; Suzuki Coupling; Inert atmosphere;93%
2,3-dihydrobenzimidazol-2-thione
583-39-1

2,3-dihydrobenzimidazol-2-thione

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

1-(4-isopropylphenyl)-1H-benzo[d]imidazole

1-(4-isopropylphenyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate; sodium hydrogencarbonate In dimethyl sulfoxide at 100℃; Chan-Lam Coupling; chemoselective reaction;93%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

naphthalene-1,8-diamine
479-27-6

naphthalene-1,8-diamine

2-(4-isopropylphenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2] diazaborinine

2-(4-isopropylphenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2] diazaborinine

Conditions
ConditionsYield
In water at 60℃; for 2h; Green chemistry;93%

4-Isopropylbenzeneboronic acid Chemical Properties


IUPAC Name: (4-Propan-2-ylphenyl)boronic acid
Molecular Formula: C9H13BO2
Molecular Weight: 164.01 g/mol
SMILES: OB(O)c1ccc(cc1)C(C)C
InChI: InChI=1/C9H13BO2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7,11-12H,1-2H3
Product Categories: blocks; BoronicAcids; Boronic Acid series; Substituted Boronic Acids; Boronic acids; Boronic Acid;Aryl; Organoborons; B (Classes of Boron Compounds)
Index of Refraction: 1.513 
Molar Refractivity: 47.14 cm3 
Molar Volume: 156.7 cm
Polarizability: 18.69×10-24 cm
Surface Tension: 37.5 dyne/cm 
Density: 1.04 g/cm3 
Flash Point: 126.7 °C 
Enthalpy of Vaporization: 55.45 kJ/mol 
Boiling Point: 285.9 °C at 760 mmHg
Melting Point: 110-112 °C
Vapour Pressure of 4-Isopropylbenzeneboronic acid (CAS NO.16152-51-5): 0.00127 mmHg at 25 °C

4-Isopropylbenzeneboronic acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant
HazardClass of 4-Isopropylbenzeneboronic acid (CAS NO.16152-51-5): IRRITANT

4-Isopropylbenzeneboronic acid Specification

  4-Isopropylbenzeneboronic acid (CAS NO.16152-51-5), its Synonyms are p-Isopropylphenylboronic acid ; 4-Cumylboronic acid ; 4-isopropylphenylboronic acid .

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