Pinacolborane supplier | CasNO.25015-63-8

Name
Pinacolborane
EINECS -0
CAS No. 25015-63-8
Article Data44
CAS DataBase
Density 0.882 g/cm³
Solubility
Melting Point
Formula C₆H₁₃BO₂
Boiling Point 109.9 °C at 760 mmHg
Molecular Weight 127.979
Flash Point 20.2 °C
Transport Information UN 3398 4.3/PG 2
Appearance Clear colorless liquid
Safety 16-43-8-37/39-26-33-29
Risk Codes 11-15-36/37/38-19
Molecular Structure
Hazard Symbols F,Xi
Synonyms Pinacolatoborane;4,4,5,5-Tetramethyl-1,3,2-dioxaborolane;2,3-Butanediol,2,3-dimethyl-, cyclic ester with boronic acid (8CI);
PSA 18.46000
LogP 0.85690

Synthetic route

: 1008-89-5
2-phenylpyridine

: 73183-34-3
bis(pinacol)diborane

A: 1349171-28-3
2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine

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

Conditions

Conditions	Yield
With catalyst: [Rh(OH)((CHCHC2H4)2)]2/Silica-SMAP In tetrahydrofuran for 1 h at room temp.;	A 98% B n/a

...Expand

: (pentamethylcyclopentadienyl)Rh(H)(pinacolboryl)3

: 1076-43-3
benzene-d6

A: 680192-98-7
deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

C: 4,4,5,5-tetramethyl-2-d5-phenyl[1,3,2]dioxaborolane

Conditions

Conditions	Yield
In benzene-d6 (N2); heated at 55°C for 90 min; not isolated, detected by NMR;	A n/a B n/a C 95%

...Expand

: 637-92-3
Ethyl tert-butyl ether

: 73183-34-3
bis(pinacol)diborane

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

B: 255041-56-6
2-(2-tert-butoxyethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In neat (no solvent) for 24 h at 150°C;	A n/a B 91%
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In pentane at 25℃; under 1520 Torr; for 46h; Borylation; Irradiation;	A 26 % Spectr. B 75%
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In neat (no solvent) Irradiation (UV/VIS); 25°C, 46 h; chromy. (SiO2; pentane or pentane/Et2O);	A n/a B 75%
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In cyclohexane for 24 h at 150°C;	A n/a B 48%
bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)] In octane 150°C, 24 h;

...Expand

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

: 10325-39-0
dichloroborane

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

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane at 0 - 20℃; for 12h; pH=12; Solvent; pH-value; Reagent/catalyst; Concentration; Inert atmosphere;	91%

: 68654-52-4
2-(piperidin-1-yl)pyridine

: 73183-34-3
bis(pinacol)diborane

A: 1391930-84-9
2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidin-1-yl)pyridine

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

Conditions

Conditions	Yield
With methoxy(cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 80℃; for 15h; Inert atmosphere; Glovebox;	A 89% B n/a
With methoxy(cyclooctadiene)rhodium(I) dimer In hexane at 80℃; for 12h; Inert atmosphere; regioselective reaction;

...Expand

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

: 13292-87-0
dimethylsulfide borane complex

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

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol In dichloromethane at -10 - 0℃; Inert atmosphere;	88.8%
In dichloromethane at 0 - 20℃; for 13h; Inert atmosphere;	68%
In dichloromethane at 0 - 20℃; for 13h; Inert atmosphere;	68%

: 111-65-9
octane

: 73183-34-3
bis(pinacol)diborane

A: 66217-56-9
4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane

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

Conditions

Conditions	Yield
With catalyst: [Ir((CHCHC2H4)2)OCH3]2/(CH3)4C12H4N2 In neat (no solvent) for 24 h at 120°C;	A 88% B n/a
bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)] In octane 150°C, 48 h;	A 75% B n/a
[bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) In octane 150°C, 48 h;

...Expand

: 109-99-9
tetrahydrofuran

: 73183-34-3
bis(pinacol)diborane

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

B: 2-(Tetrahydrofuran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; potassium tert-butylate at 110℃; for 20h; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;	A n/a B 88%

...Expand

: 77117-48-7
perfluorooctyl-ethane

: 73183-34-3
bis(pinacol)diborane

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

B: 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In neat (no solvent) for 24 h at 150°C; various product yields for various conditions;	A n/a B 84%
bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)] In octane 150°C, 24 h;

...Expand

: 1333-74-0
hydrogen

: sodium triethylborohydride

: 73183-34-3
bis(pinacol)diborane

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

Conditions

Conditions	Yield
With (tBuPNN)CoCl2 In tetrahydrofuran; diethyl ether at 25℃; under 11251.1 Torr; for 9h; Solvent; Pressure; Autoclave;	82%

...Expand

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

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

Conditions

Conditions	Yield
With dimethylsulfide borane complex In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	81%
With dimethylsulfide borane complex In dichloromethane at 0 - 20℃; for 1.58333h; Inert atmosphere;	81%
Stage #1: 2,3-dimethyl-2,3-butane diol With borane-dimethyl sulfide complex In dichloromethane at 0℃; for 4h; Stage #2: In dichloromethane at 20℃;	81.7%

: 73183-34-3
bis(pinacol)diborane

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

Conditions

Conditions	Yield
With [(tBuPNN)FeCl2]; hydrogen; sodium t-butanolate In diethyl ether under 7500.75 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Autoclave;	76%
With palladium 10% on activated carbon; hydrogen In pentane at 20℃; under 750.075 Torr; for 20h; Pressure; Temperature; Time; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Autoclave;	47%

: 82166-21-0
methyl cyclohexane

: 73183-34-3
bis(pinacol)diborane

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

B: 2-(cyclohexylmethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In pentane at 25℃; under 1520 Torr; for 60h; Borylation; Irradiation;	A 27 % Spectr. B 75%
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In neat (no solvent) Irradiation (UV/VIS); 25°C, 60 h;

...Expand

: trans-η5-pentamethylcyclopentadienyl(dihydrido)(triethylsilyl-κSi)(4,5-dihydro-4,4,5,5-tetramethyl-1,3,2-dioxaborole-κB)rhodium(III)

: 1038-95-5
Tri(p-tolyl)phosphine

A: 26621-57-8
2,2'-(2,3-dimethyl-2,3-butanediyl-dioxy)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

B: RhH(C5(CH3)5)(Si(CH3)2C6H5)(P(C6H4CH3)3)

C: 815597-43-4
(pentamethylcyclopentadienyl)RhH(pinacolboryl)P(p-C6H4Me)3

D: 10221-56-4
bis(pinacolato)diborane

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

Conditions

Conditions	Yield
heating dihydrido(pentamethylcyclopentadienyl)(dimethylphenylsilyl)(pinacolatoboryl)rhodium at 100°C with 1 equiv. of P(p-tol)3;	A n/a B 75% C 5% D n/a E n/a

...Expand

: 2-hexanone pinacol acetal

: 73183-34-3
bis(pinacol)diborane

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

B: 817160-71-7
6-[2-(2,3-dimethyl-2,3-butanedioxy)hexyl]-4,4,5,5-methyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In neat (no solvent) for 24 h at 150°C; various product yields for various conditions;	A n/a B 70%

...Expand

: trans-η5-pentamethylcyclopentadienyl(dihydrido)(triethylsilyl-κSi)(4,5-dihydro-4,4,5,5-tetramethyl-1,3,2-dioxaborole-κB)rhodium(III)

: 1038-95-5
Tri(p-tolyl)phosphine

A: 26621-57-8
2,2'-(2,3-dimethyl-2,3-butanediyl-dioxy)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

B: RhH(C5(CH3)5)(Si(CH2CH3)3)(P(C6H4CH3)3)

C: 815597-43-4
(pentamethylcyclopentadienyl)RhH(pinacolboryl)P(p-C6H4Me)3

D: 10221-56-4
bis(pinacolato)diborane

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

Conditions

Conditions	Yield
byproducts: HSiEt3; heating dihydrido(pentamethylcyclopentadienyl)(triethylsilyl)(pinacolatoboryl)rhodium at 100°C with 1 equiv. of P(p-tol)3;	A n/a B 68% C 13% D n/a E n/a

...Expand

: 766-09-6
1-ethyl-piperidine

: 73183-34-3
bis(pinacol)diborane

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

B: 1-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl]piperidine

Conditions

Conditions	Yield
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In neat (no solvent) for 24 h at 150°C; various product yields for various conditions;	A n/a B 67%
bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)] In octane 150°C, 24 h;

...Expand

: 73183-34-3
bis(pinacol)diborane

: 109-66-0
pentane

A: 67562-21-4
4,4,5,5-tetramethyl-2-pentyl-1,3,2-dioxaborolane

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

Conditions

Conditions	Yield
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium at 25℃; under 1520 Torr; for 56h; Borylation; Irradiation;	A 65% B 32 % Spectr.
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In neat (no solvent) Irradiation (UV/VIS); 25°C, 56 h; chromy. (SiO2; pentane or pentane/Et2O);	A 65% B n/a

...Expand

: 7226-23-5
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

: 73183-34-3
bis(pinacol)diborane

A: 1391930-67-8
1-methyl-3-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)tetrahydropyrimidin-2(1H)-one

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

Conditions

Conditions	Yield
With methoxy(cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 70℃; for 6h; Inert atmosphere; Glovebox;	A 63% B n/a
With methoxy(cyclooctadiene)rhodium(I) dimer In hexane at 70℃; for 3h; Inert atmosphere; regioselective reaction;

...Expand

: 142-96-1
dibutyl ether

: 73183-34-3
bis(pinacol)diborane

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

B: 2-(4-butoxybutyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In pentane at 25℃; under 1520 Torr; for 45h; Borylation; Irradiation;	A 23 % Spectr. B 55%
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In neat (no solvent) Irradiation (UV/VIS); 25°C, 45 h; chromy. (SiO2; pentane or pentane/Et2O);	A n/a B 55%

...Expand

: 463-11-6
1-Fluoro-octane

: 73183-34-3
bis(pinacol)diborane

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

B: 2-(8-fluorooctyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In neat (no solvent) for 12-24 h at 140-150°C; various product yields for various conditions;	A n/a B 46%

...Expand

: 2294-76-0
2-pentylpyridine

: 73183-34-3
bis(pinacol)diborane

A: 1422450-70-1
2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentyl)pyridine

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

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer at 60℃; for 15h; Reagent/catalyst; Glovebox; Inert atmosphere;	A 42% B n/a

...Expand

: 102-82-9
tributyl-amine

: 73183-34-3
bis(pinacol)diborane

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

B: N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]dibutylamine

Conditions

Conditions	Yield
(η5-pentamethylcyclopentadienyl)(η6-hexamethylbenzene)rhodium(I) In neat (no solvent) for 24 h at 150°C; various product yields for various conditions;	A n/a B 33%
chloro(pentamethylcyclopentadienyl)ruthenium(II) tetramer In octane 150°C, 24 h;

...Expand

: 78-78-4
methylbutane

: 73183-34-3
bis(pinacol)diborane

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

B: 4,4,5,5-tetramethyl-2-(2-methyl-butyl)-[1,3,2]dioxaborolane

C: 4,4,5,5-tetramethyl-2-(3-methylbutyl)-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In pentane at 25℃; under 1520 Torr; for 55h; Borylation; Irradiation;	A 24 % Spectr. B n/a C n/a
With carbon monoxide; pentamethylcyclopentadienyltricarbonylrhenium In neat (no solvent) Irradiation (UV/VIS); 25°C, 55 h;

...Expand

: 73183-34-3
bis(pinacol)diborane

: 71-43-2
benzene

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

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

Conditions

Conditions	Yield
With carbon monoxide; [C5H4MeMn(CO)3] In pentane at 25℃; under 1520 Torr; for 36h; Borylation; Irradiation;	A 76 % Spectr. B 23 % Spectr.
With carbon monoxide; methylcyclopentadienyl manganese(I) tricarbonyl In neat (no solvent) Irradiation (UV/VIS); 25°C, 36 h;

...Expand

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

A: 26621-57-8
2,2'-(2,3-dimethyl-2,3-butanediyl-dioxy)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

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

Conditions

Conditions	Yield
With borane-ammonia complex In various solvent(s) at 20 - 25℃; for 0.5h;

: 590-35-2
2,2-dimethylpentane

: 73183-34-3
bis(pinacol)diborane

A: 2-(4,4-dimethyl-pentyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

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

Conditions

Conditions	Yield
bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)] In octane 150°C, 24 h;

...Expand

: 255831-64-2, 255041-57-7
[Re(CO)2(BO2C2(CH3)4)2(C5(CH3)5)]

: 109-66-0
pentane

A: 67562-21-4
4,4,5,5-tetramethyl-2-pentyl-1,3,2-dioxaborolane

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

Conditions

Conditions	Yield
In neat (no solvent) Irradiation (UV/VIS);

...Expand

: trans-η5-pentamethylcyclopentadienyl(dihydrido)(dimethylphenylsilyl-κSi)(4,5-dihydro-4,4,5,5-tetramethyl-1,3,2-dioxaborole-kappa.B)rhodium(III)

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

Conditions

Conditions	Yield
With P(CH2CH3)3 Kinetics; react. with excess of PEt3 at 100°C; half-life 2 h; NMR;

: trans-η5-pentamethylcyclopentadienyl(dihydrido)(triethylsilyl-κSi)(4,5-dihydro-4,4,5,5-tetramethyl-1,3,2-dioxaborole-κB)rhodium(III)

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

Conditions

Conditions	Yield
With P(CH2CH3)3 Kinetics; react. with excess of PEt3 at 100°C; half-life 4.5 h; NMR;

: 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%

: 536-74-3
phenylacetylene

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

: 83947-56-2
4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
With C39H22BF10OP In dichloromethane-d2 at 20℃; for 12h; Catalytic behavior; Reagent/catalyst;	100%
With tris(2,4,6-trifluorophenyl)borane triethylphosphine oxide In dichloromethane at 60℃; for 6h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;	99%
Stage #1: 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane With C32H41CuN2O2S In toluene at 20℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: phenylacetylene In toluene at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; stereoselective reaction;	98%

: 513-35-9
2-methyl-but-2-ene

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

: 2-(1,2-dimethylpropyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
With sodium triethylborohydride at 23℃; for 18h; Catalytic behavior; Inert atmosphere;	100%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In dichloromethane at 20℃; for 24h;	36%
With sodium triethylborohydride In tetrahydrofuran at 23℃; for 18h; Reagent/catalyst; Inert atmosphere; Glovebox;	100 %Spectr.

: 111-66-0
oct-1-ene

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

: 66217-56-9
4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
With sodium triethylborohydride at 23℃; for 3h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	100%
Wilkinson's catalyst In dichloromethane 25°C, 10 min;	99%
With chlorocarbonylbis(triphenylphosphine)rhodium(I) In dichloromethane at 0 - 20℃; for 1.83333h; Inert atmosphere;	99%

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

: 98-83-9
isopropenylbenzene

: 280559-30-0
2-(2-phenyl-2-methylethyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane

Conditions

Conditions	Yield
With sodium triethylborohydride at 23℃; Catalytic behavior; Inert atmosphere;	100%
With C39H48FeN2Si In benzene-d6 at 60℃; for 3h; Reagent/catalyst; Glovebox; Inert atmosphere; Schlenk technique;	98%
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,4-di(diphenylphosphino)-butane In tetrahydrofuran at 20 - 40℃; for 16h; Inert atmosphere;	96%

: C56H59BrN4O12(2-)*Zn(2+)

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

: (SP-4-2)-{5,15-bis[2,6-bis(4-ethoxy-4-oxobutoxy)phenyl]-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)porphyrinato(2-)-N21,N22,N23,N24}zinc(II)

Conditions

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride In 1,2-dichloro-ethane for 18h; Heating;	100%

: 108-86-1
bromobenzene

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

: 68716-49-4
p-bromophenylboronic acid pinacol ester

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 further solvent(s) byproducts: H2; (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(C3H2N2Me2)2CF3CO2 in bromobenzene; 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 further solvent(s) (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)2CF3CO2 in bromobenzene; stirring and heating at 40°C for 12h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;	100%

: 591-50-4
iodobenzene

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

: 73852-88-7
2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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 further solvent(s) byproducts: H2; (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(C3H2N2Me2)2CF3CO2 in IC6H5; 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 further solvent(s) (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)2CF3CO2 in iodobenzene; 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%

: 108-90-7
chlorobenzene

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

: 195062-61-4
4-chlorophenylboronic acid pinacol ester

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 chlorobenzene byproducts: H2; (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(C3H2N2Me2)2(CF3CO2) in chlorobenzene; 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 chlorobenzene (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 chlorobenzene; stirring and heating at 40°C for12 h; monitoring by GC-MS; removal of solvent under vac. at room temp.; chromy. over silica gel, eluting with CH2Cl2;	100%

: 108-88-3
toluene

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

: 195062-57-8
p-tolylboronic pinacol ester

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 toluene byproducts: H2; (N2); using Schlenk techniques; dissolving of 2 mmol pinacolborane and 1.5 mol% of Ir(COD)(C3H2N2Me2)2CF3CO2 in toluene; stirring and heating at40°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 toluene (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 toluene; 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%

: 353235-94-6
N-(t-butoxycarbonyl)-N-(2-(4-iodophenyl)ethyl)-N-(methylsulfonyl)amine

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

: 353235-95-7
N-(t-butoxycarbonyl)-N-(methylsulfonyl)-N-(2-(4-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl)ethyl)amine

Conditions

Conditions	Yield
With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In acetonitrile at 75℃; for 4h; Inert atmosphere;	100%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine In dichloromethane; acetonitrile at 70 - 74℃; for 8h;	81%
With triethylamine; 1,1'-bis(diphenylphosphino) ferrocene-dichloropalladium (II)-CH2Cl2 complex In acetonitrile at 70 - 74℃; for 8h;	60.3%

: 757977-94-9
[4-(1-benzenesulfonyl-3-iodo-1H-pyrrolo[2,3-b]pyridin-5-yl)-phenyl]-dimethyl-amine

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

: [4-(1-benzenesulfonyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-phenyl]-dimethyl-amine

Conditions

Conditions	Yield
With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 120℃; for 0.5h; Microwaves;	100%

: 153993-80-7
[3-(4-bromophenyl)propoxy](tert-butyl)dimethylsilane

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

: 936023-12-0
2-{4-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Conditions

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 16h;	100%

: 1015076-51-3
tert-butyl (((2S,3S,5R,6R)-2-ethynyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)methoxy)dimethylsilane

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

: 1015076-52-4
tert-butyl (((2S,3S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-3-((E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)-1,4-dioxan-2-yl)methoxy)dimethylsilane

Conditions

Conditions	Yield
at 100℃; for 24h;	100%
at 100 - 110℃;	100%

: 100-52-7
benzaldehyde

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

: 95843-98-4
2-(benzyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With C27H44AlN3 In neat (no solvent) at 20℃; for 0.333333h; Inert atmosphere; Glovebox;	100%
With C28H26FeN2S4 In benzene-d6 at 20℃; for 0.5h;	99%
With sodium hydroxide; 1,3,5-trimethyl-benzene In chloroform at 20℃; for 0.25h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;	99%

: 98-86-2
acetophenone

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

: 1143018-72-7
4,4,5,5-tetramethyl-2-(1-phenylethoxy)-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With Zr6(μ3-O)4(μ3-OMgMe)4(3'-nitro-[1,1':4',1'':4'',1'''-tetraphenyl]-4,4'''-dicarboxylate)6 In hexane at 23℃; for 24h; Catalytic behavior; Kinetics; Mechanism; Concentration; Solvent; Time; Inert atmosphere; Glovebox; Schlenk technique;	100%
With 6Zr(4+)8O(2-)6C26H15NO6(2-)4Mg(2+)4CH3(1-) In hexane at 23℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Glovebox;	100%
With Nd(Cp)3 In tetrahydrofuran at 20℃; for 1h; Reagent/catalyst; Inert atmosphere;	99%

: 1187734-91-3
[5,10-bis(3,5-di-tert-butylphenyl)-15,20-dibromoporphyrinato]zinc(II)

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

: 1187734-92-4
5,10-bis[3,5-di(tert-butyl)phenyl]-15,20-bis(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)porphyrinato-N(21),N(22),N(23),N(24)zinc(II)

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; water; triethylamine In 1,2-dichloro-ethane for 1.5h; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;	100%

: 215313-78-3
[5,15-dibromo-10,20-bis-(3,5-di-tert-butyphenyl)porphyrinato]zinc(II)

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

: 1039027-73-0
5,15-bis[3,5-di(tert-butyl)phenyl]-10,20-bis(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)porphyrinato-N(21),N(22),N(23),N(24)zinc(II)

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; water; triethylamine In 1,2-dichloro-ethane for 1.5h; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;	100%
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In tetrahydrofuran; toluene at 60℃; Inert atmosphere;	74%
With pyridine; triethylamine; bis-triphenylphosphine-palladium(II) chloride In toluene for 1h; Inert atmosphere; Reflux;

: 107-00-6
but-1-yne

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

: 1301680-12-5
2-[(1E)-but-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With zirconocene dichloride; lithium triethylborohydride; triethylamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	100%
Stage #1: but-1-yne; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With bis(pentamethylcyclopentadienyl)zirconium(IV) dichloride; lithium triethylborohydride; triethylamine In tetrahydrofuran at -78 - 20℃; for 20h;	65%
With bis(cyclohexanyl)borane In neat (no solvent) at -78 - 0℃; for 6h; Glovebox; Inert atmosphere; enantioselective reaction;

: 85807-84-7
tert-butyl(5-hexenyloxy)dimethylsilane

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

: 863208-10-0
tert-butyldimethyl ((6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexyl)oxy)silane

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane In dichloromethane at 20℃; for 6h;	96%

: 1458-98-6
2-methyl-3-bromo-1-propene

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

: 167773-10-6
4,4,5,5-tetramethyl-2-(2-methylallyl)-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran at 25℃; for 2.08333h; Inert atmosphere;	100%
With magnesium In tetrahydrofuran at 25℃; for 2.5h;	69%
With magnesium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Schlenk technique;	65%

: 1357587-50-8
N-[3-(4-bromo-1-isopropyl-3H-pyrazol-3-yl)-2-fluorophenyl]-2,5-difluoro-N-methoxymethylbenzenesulfonamide

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

: 1357587-72-4
2,5-difluoro-N-{2-fluoro-3-[1-isopropyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazol-3-yl]phenyl}-N-methoxymethylbenzenesulfonamide

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; triethylamine; bis(acetonitrile)palladium(II) dichloride In toluene at 90℃; for 1h; Microwave irradiation; Inert atmosphere;	100%

: C39H50Cl2CuN2

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

: (Z)-2-(3,3-dimethyl-1-phenylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
In benzene-d6 at 0℃; for 0.0166667h; Inert atmosphere;	100%

: 119-61-9
benzophenone

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

: 1373393-16-8
2-[(benzhydryl)oxy]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With C32H45F3N2O4SZn In tetrahydrofuran at 25℃; for 0.0833333h; Catalytic behavior; Reagent/catalyst; Inert atmosphere;	100%
With C37H76N6Si6Th In benzene-d6 at 25℃; for 0.166667h; Catalytic behavior; Glovebox; Sealed tube; Schlenk technique; chemoselective reaction;	100%
With C26H60AlLiN4 In benzene-d6 at 20℃; for 3h; Reagent/catalyst; Inert atmosphere;	99%

: 1378429-52-7
6-(N-(2-(benzyloxymethyl)allyl)-2-methylpropylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

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

: 1378429-53-8
6-(N-(3-(benzyloxy)-2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)propyl)-2-methylpropylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Conditions

Conditions	Yield
carbonylbis(triphenylphosphine)rhodium(1)chloride In tetrahydrofuran for 3h; Inert atmosphere;	100%

: 590-86-3
isovaleraldehyde

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

: 94845-30-4
2-(isopentyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With [HC(CMeN(2,6-(isopropyl)2C6H3)2)]Al(hydride)(triflate) In benzene-d6 at 20℃; for 1h; Inert atmosphere; Sealed tube;	100%
With catalyst:C4H9Mg(2,6-iPr2C6H3NCCH3)CH In benzene-d6 pinacolborane reacted with aldehyde in C6D6 at 25°C catalized by nBuMg(2,6-iPrC6H3NCCH3)2CH 0.1-0.5 mol% for <0.5 h;
With 2-H-1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole In [D3]acetonitrile at 20℃; for 9h; Catalytic behavior; Inert atmosphere; Sealed tube;	88 %Spectr.

: 1380090-10-7
tert-butyl (1-(4-bromo-3-methylisoxazol-5-yl)cyclopropyl)carbamate

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

: 1380090-11-8
tert-butyl (1-(3-methyl-4-(4,4,5,5-tetramethyl1,3,2-dioxaborolan-2-yl)isoxazol-5-yl)cyclopropyl)carbamate

Conditions

Conditions	Yield
With triethylamine; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dichloro bis(acetonitrile) palladium(II) In 1,4-dioxane at 100℃; for 1h; Inert atmosphere;	100%

: 134-84-9
4-Methylbenzophenone

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

: 1416718-99-4
2-(1-(4-methylphenyl)-1-phenylmethoxy)pinacolborane

Conditions

Conditions	Yield
With C37H76N6Si6Th In benzene-d6 at 25℃; for 0.166667h; Catalytic behavior; Glovebox; Sealed tube; Schlenk technique; chemoselective reaction;	100%
With titanocene bis(catecholborane) In toluene; pentane at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox;	69%
With tris[N,N-bis(trimethylsilyl)amide]lanthanum(III) In benzene-d6 at 25℃; for 0.25h;	> 99 %Spectr.
With C48H57HfN3 In benzene-d6 at 25℃; for 0.25h; Reagent/catalyst; Glovebox;	99 %Spectr.

: 1428881-45-1
7-bromo-3-cyclopropylbenzo[d]isoxazole

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

: 1428881-46-2
3-cyclopropyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]isoxazole

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dichloro bis(acetonitrile) palladium(II); triethylamine In 1,4-dioxane at 110℃; for 19h; Inert atmosphere; Sealed tube;	100%

Pinacolborane Specification

The Pinacolborane, with the CAS registry number Pinacolborane 25015-63-8, is also known as 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-. It belongs to the product categories of Boron Derivatives; Heterocycles. This chemical's molecular formula is C₆H₁₃BO₂ and molecular weight is 127.98. What's more, both its IUPAC name and systematic name are the same which is called 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane. It should be kept in a cold and dry place.

Physical properties about Pinacolborane are: (1)#H bond acceptors: 2; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 0; (4)Polar Surface Area: 18.46 Å²; (5)Flash Point: 20.2 °C; (6)Enthalpy of Vaporization: 33.41 kJ/mol; (7)Boiling Point: 109.9 °C at 760 mmHg; (8)Vapour Pressure: 28.6 mmHg at 25 °C.

Uses of Pinacolborane: (1) It is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence; (2) it is used to produce other chemicals. For example, it can react with 2-Iodo-thiophene to get 4,4,5,5-Tetramethyl-2-thiophen-2-yl-[1,3,2]dioxaborolane. The reaction occurs with reagent Et₃N and solvent dioxane at temperature of 80 °C. The reaction time is 144 hours. The yield is 96 %.

Pinacolborane can react with 2-Iodo-thiophene to get 4,4,5,5-Tetramethyl-2-thiophen-2-yl-[1,3,2]dioxaborolane.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. And it may catch fire in contact with air, only need brief contact with an ignition source and have a very low flash point or evolve highly flammable gases in contact with water. Therefore, you should wear suitable gloves and eye/face protection. What's more, you should keep away from sources of ignition and avoid contacting with skin and eyes. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O1BOC(C)(C)C1(C)C
(2) InChI: InChI=1S/C6H13BO2/c1-5(2)6(3,4)9-7-8-5/h7H,1-4H3
(3) InChIKey: UCFSYHMCKWNKAH-UHFFFAOYSA-N

Product Name

Pinacolborane

Synthetic route

Pinacolborane Specification

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