CAS No.24388-23-6,(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	24388-23-6
Name:	(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE
Article Data:	317
Cas Database

Formula:	C₁₂H₁₇BO₂
Molecular Weight:	204.077
Synonyms:	Benzeneboronicacid, cyclic tetramethylethylene ester (7CI,8CI);2,3-Butanediol,2,3-dimethyl-, cyclic benzeneboronate (8CI);(Pinacolboryl)benzene;2-Phenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Phenylboronic acid pinacolester;Pinacol phenylboronate;Phenylboronic acid pinacol ester;
Density:	0.99 g/cm³
Melting Point:	27-31 °C(lit.)
Boiling Point:	282.058 °C at 760 mmHg
Flash Point:	124.384 °C
Hazard Symbols:	Xi,Xn
Risk Codes:	22-36/37/38
Safety:	26-36
PSA:	18.46000
LogP:	1.98580

Synthetic route

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 71-43-2
benzene

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
[Ir(COD)(1,3-dicyclohexylimidazolidin-2-ylidene)2]CF3CO2 at 40℃; for 10h;	100%
(η4-1,5-cyclooctadiene)bis(1,3-dimethylimidazolin-2-ylidene)iridium(I) trifluoracetate In benzene (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(C3H2N2Me2)2(CF3CO2) in benzene; stirring and heating at 40°C for 12 h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;	100%
(η4-1,5-cyclooctadiene)(1,1'-dimethyl-3,3'-o-xylylene-diimidazolin-2,2'-diylidene)iridium(I) trifluoroacetate In benzene (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(1,1'-dimethyl-3,3'-o-xylylene-diimidazolin-2,2'-diylidene)2(CF3CO2) in benzene; stirring and heating at 40°C for 12 h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;	100%

: 108-86-1
bromobenzene

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 85℃; for 6h; Inert atmosphere;	100%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In methanol at 20℃; for 8h;	92%
Stage #1: bromobenzene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane With bis(trifluoromethane)sulfonimide lithium In tetrahydrofuran at 20℃; Electrochemical reaction; Stage #2: With sulfuric acid at 0℃; pH=5; Further stages.;	78%

: 73183-34-3
bis(pinacol)diborane

: 71-43-2
benzene

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
With [Ir(COD)(OMe)]2-Covalent organic framework (4-iPr) at 100℃; for 24h; Reagent/catalyst; Inert atmosphere;	100%
With iridium-1,5-cyclooctadiene complex immobilized 2,2'-bipyridine-functionalized organosilica nanotubes at 80℃; for 12h; Catalytic behavior; Kinetics; Reagent/catalyst; Inert atmosphere;	97%
With [Ir(OMe)(1,5-cyclooctadiene)]2 In benzene at 80℃; for 12h; Kinetics; Reagent/catalyst; Schlenk technique; Inert atmosphere;	94%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 98-80-6
phenylboronic acid

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
at 0℃; for 1h;	100%
In pentane at 0 - 20℃; for 3h;	100%
In tetrahydrofuran at 20℃; for 1h;	95%

: 108-90-7
chlorobenzene

: 73183-34-3
bis(pinacol)diborane

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(1,5-cyclooctadiene)nickel (0) In methanol at 20 - 50℃; Product distribution / selectivity; Inert atmosphere;	99%
With N-ethyl-N,N-diisopropylamine; triphenylphosphine; (1,5-cyclooctadiene)(cyclopentadienyl)nickel In methanol at 20 - 50℃; for 25h; Product distribution / selectivity; Inert atmosphere;	99%
With sodium acetate; bis(dibenzylideneacetone)-palladium(0); XPhos for 12h; Reagent/catalyst; Miyaura Borylation Reaction; Heating;	99%

: 108-86-1
bromobenzene

: 73183-34-3
bis(pinacol)diborane

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
With DPEPhos; sodium acetate; bis(dibenzylideneacetone)-palladium(0) for 12h; Reagent/catalyst; Miyaura Borylation Reaction; Heating;	99%
With Co(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)2Cl2; potassium methanolate In tert-butyl methyl ether at 50℃; for 8h;	95%
With C37H51ClFeNPPd; potassium acetate In 1,4-dioxane at 80℃; for 3h; Suzuki-Miyaura coupling; Inert atmosphere;	93%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: potassium phenyltrifluoborate

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
With chloro-trimethyl-silane; potassium carbonate In acetonitrile at 20℃; for 2h;	97%
With montmorillonite K10 In tetrahydrofuran at 25℃; Solvent; Reagent/catalyst; Molecular sieve;	97%
With 1H-imidazole; iron(III) chloride In water at 20℃; for 0.25h; Inert atmosphere;	65%

: iPr(PNP)*Rh(Ph)

: 73183-34-3
bis(pinacol)diborane

A: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

: C25H47BNO2P2Rh(1+)

Conditions

Conditions	Yield
In benzene-d6 at 150℃; for 4h; Sealed tube; Inert atmosphere;	A 97% B 93%

...Expand

: 591-50-4
iodobenzene

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
With (C2H5)3N; [Pd(2,6-bis(2,5-diphenylphospholyl-1-methyl)pyridine)Cl][BF4] In 1,4-dioxane (N2 or Ar); heated at 80°C for 48 h; evapd., Et2O added, filtered, washed (ether), evapd., chromd. (hexanes/Et3N-treated silica gel, hexanes);	96%
With triethylamine; bis(diphosphaferrocene)PdCl2 dimer In 1,4-dioxane at 80℃; for 144h;	95%
With triethylamine; ς4,λ5-phosphinine palladium In 1,4-dioxane; toluene at 80℃; for 15h; Myaura cross-coupling reaction;	95%

: 369-57-3
benzenediazonium tetrafluoroborate

: 73183-34-3
bis(pinacol)diborane

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

Conditions

Conditions	Yield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In methanol at 20 - 40℃; for 3h; Condensation;	96%
With 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; palladium diacetate In tetrahydrofuran at 20℃; for 1.5h;	87%
With zinc(II) perchlorate In methanol at 40℃; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;	80%

Raw Materials

100-59-4

185990-03-8

106-39-8

106-46-7

98-80-6

71-43-2

108-36-1

106-37-6

Downstream Products

92-52-4

20442-79-9

196212-27-8

602-55-1

92-66-0

99770-93-1

3073-05-0

92-06-8

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Specification

The 1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-phenyl-, with the CAS registry number 24388-23-6, is also known as 2-Phenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. This chemical's molecular formula is C₁₂H₁₇BO₂ and molecular weight is 204.07318. Its IUPAC name is called 4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane.

Physical properties of 1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-phenyl-: (1)#H bond acceptors: 2; (2)#Freely Rotating Bonds: 1; (3)Index of Refraction: 1.49; (4)Molar Refractivity: 59.45 cm³; (5)Molar Volume: 205.2 cm³; (6)Surface Tension: 30.3 dyne/cm; (7)Density: 0.99 g/cm³; (8)Flash Point: 124.4 °C; (9)Enthalpy of Vaporization: 50 kJ/mol; (10)Boiling Point: 282.1 °C at 760 mmHg; (11)Vapour Pressure: 0.00586 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2
(2)InChI: InChI=1S/C12H17BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
(3)InChIKey: KKLCYBZPQDOFQK-UHFFFAOYSA-N