Pinacol vinylboronate supplier

Name
Pinacol vinylboronate
EINECS
CAS No. 75927-49-0
Article Data4
CAS DataBase
Density 0.89 g/cm³
Solubility
Melting Point
Formula C₈H₁₅BO₂
Boiling Point 131.598 °C at 760 mmHg
Molecular Weight 154.017
Flash Point 33.39 °C
Transport Information UN 3272
Appearance Clear colorless to amber liquid
Safety S16
Risk Codes R10
Molecular Structure
Hazard Symbols R10:;
Synonyms 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane;Vinylboronic acid pinacol ester;
PSA 18.46000
LogP 1.80380

Synthetic route

: 74-85-1
ethene

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

A: 82954-89-0
ethylboronic acid pinacol ester

B: 75927-49-0
pinacol vinylboronate

Conditions

Conditions	Yield
RuH2(H2)2(tricyclohexylphosphine)2 In toluene	A n/a B 23%
[Ru(H)((μ-H)2B(OC(CH3)2)2)(σ-HB(OC(CH3)2)2)(P(C6H11)3)2 In toluene

...Expand

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

: 4363-34-2
vinylboronic acid

: 75927-49-0
pinacol vinylboronate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 12h;

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

: 151293-63-9
vinylbis(diisopropylamino)borane

: 75927-49-0
pinacol vinylboronate

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol at 85 - 90℃; Reagent/catalyst; Inert atmosphere;	252 g

: 73183-34-3
bis(pinacol)diborane

A: 1361598-50-6
2,2',2''-(ethane-1,1,2-triyl)tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

B: 75927-49-0
pinacol vinylboronate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran / 2 h / -78 °C / Sealed tube; Inert atmosphere 2: tetrabutylammomium bromide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; potassium iodide / acetonitrile / 24 h / 20 °C / Inert atmosphere; Sealed tube; Irradiation View Scheme

: C14H27B2O4(1-)*BrMg(1+)

A: 1361598-50-6
2,2',2''-(ethane-1,1,2-triyl)tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

B: 75927-49-0
pinacol vinylboronate

Conditions

Conditions	Yield
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; tetrabutylammomium bromide; potassium iodide In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

: 1198166-34-5
4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-1-(4-iodo-3-methylphenoxy)-2-n-propylbenzene

: 75927-49-0
pinacol vinylboronate

: 1198166-35-6
4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-1-(3-methyl-4-vinylphenoxy)-2-propylbenzene

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 80℃; for 1h; Suzuki Coupling;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; N,N-dimethyl-formamide at 80℃; Suzuki-Miyaura Coupling; Microwave irradiation;	99%

: 1394235-81-4
9-bromo-N-(tert-butyl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

: 75927-49-0
pinacol vinylboronate

: 1394235-92-7
N-(tert-butyl)-3,4-dihydro-9-vinyl-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In ethanol; water; toluene for 1h; Suzuki coupling; Reflux;	100%

: 1430092-25-3
1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]piperidin-2-one

: 75927-49-0
pinacol vinylboronate

: 1430092-26-4
1-[5-(trifluoromethyl)-3-vinylpyridin-2-yl]piperidin-2-one

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In water; acetonitrile at 120℃; for 0.666667h;	100%

: 2-(5-(3,4-dichloroquinolin-6-yl)pyrimidin-2-yl)propan-2-ol

: 75927-49-0
pinacol vinylboronate

: 2-(5-(3-chloro-4-vinylquinolin-6-yl)pyrimidin-2-yl)propan-2-ol

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane at 90℃; for 20h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;	100%

: 580-13-2
2-bromonaphthalene

: 75927-49-0
pinacol vinylboronate

: naphthyl vinyl boronic acid pinacol ester

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; triethylamine In 1,4-dioxane at 80℃; for 24h; Sealed tube; Inert atmosphere;	100%

: ethyl 2-(2-(3-hydroxy-3-methylhex-5-en-1-yl)-1,3-dioxolan-2-yl)acetate

: 75927-49-0
pinacol vinylboronate

: (E)-ethyl 2-(2-(3-hydroxy-3-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-5-en-1-yl)-1,3-dioxolan-2-yl)acetate

Conditions

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 120℃; for 0.333333h; Inert atmosphere; Microwave irradiation;	100%

: 13959-02-9
3-bromoisonicotinic acid

: 75927-49-0
pinacol vinylboronate

: 3-vinyl-4-picolinic acid

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere;	100%

: isopropyl 6-(3-((benzyloxy)methyl)-4-ethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-2-chloro-5-fluoronicotinate

: 75927-49-0
pinacol vinylboronate

: isopropyl 6-(3-((benzyloxy)methyl)-4-ethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-5-fluoro-2-vinylnicotinate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere;	100%

: 2-bromo-5-methyl-N-[3-(trifluoromethyl)phenyl]pyridin-4-amine

: 75927-49-0
pinacol vinylboronate

: 5-methyl-N-[3-(trifluoromethyl)phenyl]-2-vinyl-pyridin-4-amine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 100℃; for 30h; Microwave irradiation;	99.9%

: methyl 6-bromo-3-[(tert-butoxycarbonyl)amino]thieno[3,2-b]pyridine-2-carboxylate

: 75927-49-0
pinacol vinylboronate

: methyl 3-[(tert-butoxycarbonyl)amino]-6-vinylthieno[3,2-b]pyridine-2-carboxylate

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); N-ethyl-N,N-diisopropylamine In 1,4-dioxane; water at 130℃; for 0.666667h; Suzuki Coupling;	99.6%

: (R)-tert-butyl 4-(2-(2-bromo-4-nitrophenoxy)ethyl)-2-methylpiperazine-1-carboxylate

: 75927-49-0
pinacol vinylboronate

: (2R)-tert-butyl 2-methyl-4-(2-(4-nitro-2-vinylphenoxy)ethyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane; water at 90℃; for 12h; Inert atmosphere;	99.6%

: 3-bromo-4-(cyclohexylamino)-N-methylbenzenesulfonamide

: 75927-49-0
pinacol vinylboronate

: 4-(cyclohexylamino)-N-methyl-3-vinylbenzenesulfonamide

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 100℃; for 0.5h; Microwave irradiation;	99.5%

: ethyl 2-(3-bromo-4-(2-fluoro-4-hydroxy-3-isopropylbenzyl)-5-methylphenoxy)acetate

: 75927-49-0
pinacol vinylboronate

: 2-(4-(2-fluoro-4-hydroxy-3-isopropylbenzyl)-3-methyl-5-vinylphenoxy)acetic acid

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 120℃; for 2h; Microwave irradiation;	99.4%

: 1206907-38-1
methyl 3-amino-6-bromothieno[3,2-b]pyridine-2-carboxylate

: 75927-49-0
pinacol vinylboronate

: methyl 3-amino-6-vinylthieno[3,2-b]pyridine-2-carboxylate

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); N-ethyl-N,N-diisopropylamine In 1,4-dioxane; water at 130℃; for 0.666667h; Suzuki Coupling;	99.3%

: 877400-00-5
trifluoro-methanesulfonic acid 2,6-dichloro-3,5-difluoro-phenyl ester

: 75927-49-0
pinacol vinylboronate

: 877400-02-7
C8H4Cl2F2

Conditions

Conditions	Yield
With caesium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,2-dimethoxyethane; water at 70℃; for 15h;	99%

: 919347-47-0
4-[(4-bromo-1,3-thiazol-2-yl)methyl]morpholine

: 75927-49-0
pinacol vinylboronate

: 1247003-29-7
(E)-4-((4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)thiazol-2-yl)methyl)morpholine

Conditions

Conditions	Yield
With triethylamine; bis(tri-t-butylphosphine)palladium(0) In N,N-dimethyl-formamide at 120℃; for 1h; Microwave irradiation;	99%

: 1373010-28-6
4-(4-bromophenoxy)-1-isopropylpiperidine

: 75927-49-0
pinacol vinylboronate

: 1373010-27-5
(E)-1-isopropyl-4-(4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenoxy)piperidine

Conditions

Conditions	Yield
With triethylamine; bis(tri-t-butylphosphine)palladium(0) In toluene at 80℃; for 2h; Inert atmosphere;	99%
With bis(tri-t-butylphosphine)palladium(0); triethylamine In toluene at 20 - 80℃; Inert atmosphere;	99%

: 4-(4-bromophenoxy)-1-methylpiperidine

: 75927-49-0
pinacol vinylboronate

: 1247003-32-2
(E)-1-methyl-4-(4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenoxy)piperidine

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); triethylamine In toluene at 20 - 80℃; Inert atmosphere;	99%

: 7-Bromo-4-methoxybenzoxazole

: 75927-49-0
pinacol vinylboronate

: 4-methoxy-7-vinylbenzo[d]oxazole

Conditions

Conditions	Yield
With potassium phosphate; palladium diacetate; CyJohnPhos In 1,4-dioxane; water Inert atmosphere; Reflux;	99%

: C16H24BrClF2OSi

: 75927-49-0
pinacol vinylboronate

: C18H27ClF2OSi

Conditions

Conditions	Yield
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 95℃; for 14h; Suzuki Coupling; Inert atmosphere;	99%
Stage #1: pinacol vinylboronate With potassium phosphate In toluene at 20℃; for 0.166667h; Stage #2: C16H24BrClF2OSi With palladium diacetate; triphenylphosphine In toluene at 95℃; for 14h; Inert atmosphere;	99%

: tert-butyl 2-chloro-4-(4-fluoro-2-(trifluoromethyl)phenoxy)-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxylate

: 75927-49-0
pinacol vinylboronate

: tert-butyl 4-(4-fluoro-2-(trifluoromethyl)phenoxy)-2-vinyl-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 2h; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 2h; Inert atmosphere;	99%

: 4-chloro-5-iodo-7-(1-methylcyclopropyl)-7H-pyrrolo[2,3-d]pyrimidine

: 75927-49-0
pinacol vinylboronate

: 4-chloro-7-(1-methylcyclopropyl)-5-vinyl-7H-pyrrolo[2,3-d]pyrimidine

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; for 3h; Inert atmosphere;	99%

: 75927-49-0
pinacol vinylboronate

: N-Benzyl-2-iodo-N-(2-methyl-allyl)-benzamide

A: (R)-4-allyl-2-benzyl-4-methyl-3,4-dihydroisoquinolin-1(2H)-one

B: 4-allyl-2-benzyl-4-methyl-3,4-dihydroisoquinolin-1(2H)-one

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; (R)-N-((S)-(3,5-di-tert-butyl-4-methoxyphenyl)(2-(dicyclohexylphosphanyl)phenyl)methyl)-N,2-dimethylpropane-2-sulfinamide; caesium carbonate In toluene at 60℃; for 60h; Inert atmosphere;	A 99% B n/a
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; (R)-N-((S)-(3,5-di-tert-butyl-4-methoxyphenyl)(2-(dicyclohexylphosphanyl)phenyl)methyl)-N,2-dimethylpropane-2-sulfinamide; caesium carbonate In toluene at 60℃; for 60h; Sealed tube; Inert atmosphere; Overall yield = 99 percent; Overall yield = 62.9 mg; enantioselective reaction;	A n/a B n/a

...Expand

: 50840-02-3
ethyl 2-chloro-4-methyl-3-pyridinecarboxylate

: 75927-49-0
pinacol vinylboronate

: ethyl 2-ethenyl-4-methylpyridine-3-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;	98.7%

: 624-31-7
4-tolyl iodide

: 75927-49-0
pinacol vinylboronate

: 149777-84-4
2-[(E)-2-p-tolylethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); triethylamine In toluene at 50℃; for 5h;	98%

Pinacol vinylboronate Specification

The Pinacol vinylboronate with the cas number 75927-49-0 is also called 1,3,2-Dioxaborolane,2-ethenyl-4,4,5,5-tetramethyl-. The IUPAC name is 2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. Its molecular formula is C₈H₁₅BO₂. This chemical belongs to the following product categories: (1)B (Classes of Boron Compounds); (2)Boronic Acids Esters; (3)CHIRAL CHEMICALS.

The properties of the chemical are: (1)#H bond acceptors: 2; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 1; (4)Polar Surface Area: 18.46Å²; (5)Index of Refraction: 1.42; (6)Molar Refractivity: 43.774 cm³; (7)Molar Volume: 173.075 cm³; (8)Polarizability: 17.354×10^-24cm³; (9)Surface Tension: 22.586 dyne/cm; (10)Enthalpy of Vaporization: 35.393 kJ/mol; (11)Vapour Pressure: 11.294 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: B1(OC(C(O1)(C)C)(C)C)C=C
(2)InChI: InChI=1/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3
(3)InChIKey: DPGSPRJLAZGUBQ-UHFFFAOYAV

Product Name

Pinacol vinylboronate

Synthetic route

Pinacol vinylboronate Specification

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