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Cas Database |
| Name |
1,3,2-Dioxaborolane,2,2'-[(1E)-1-phenyl-1,2-ethenediyl]bis[4,4,5,5-tetramethyl- |
EINECS | N/A |
| CAS No. | 173603-23-1 | Density | 1.03 g/cm3 |
| PSA | 36.92000 | LogP | 4.33280 |
| Solubility | N/A | Melting Point |
69-73 °C(lit.) |
| Formula | C20H30B2O4 | Boiling Point | 363.9 °C at 760 mmHg |
| Molecular Weight | 356.078 | Flash Point | 173.9 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
1,3,2-Dioxaborolane,2,2'-(1-phenyl-1,2-ethenediyl)bis[4,4,5,5-tetramethyl-, (E)-;2,2'-[(E)-1-phenylethene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane);(E)-Phenyl-1,2-ethylenediboronic acid bis(pinacol) ester; |
Article Data | 16 |
1,3,2-Dioxaborolane,2,2'-[(1E)-1-phenyl-1,2-ethenediyl]bis[4,4,5,5-tetramethyl- Synthetic route
- 536-74-3
phenylacetylene
- 73183-34-3
bis(pinacol)diborane
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
| Conditions | Yield |
|---|---|
| With gold In toluene at 100℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Solvent; Time; Concentration; Green chemistry; diastereoselective reaction; | 93% |
| With atomically dispersed Pt on beta-cyclodextrin-containing polymer In toluene at 100℃; for 2h; Reagent/catalyst; Temperature; Solvent; | 93% |
| With Pd(1,3,4,5-tetramethylimidazol-2-ylidene)2(diphenylacetylene) In benzene at 20℃; for 3h; stereoselective reaction; | 91% |
- 73183-34-3
bis(pinacol)diborane
- 159087-45-3
4,4,5,5-tetramethyl-2-phenylethynyl-[1,3,2]dioxaborolane
A
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
| Conditions | Yield |
|---|---|
| tetrakis(triphenylphosphine)platinum In toluene (N2); addn. of phenylethynylpinacolatoborane in react. mixt. of Pt(PPh3)4 and bis(pinacolato)diborane(4) in dry toluene; stirring overnight at 80°C; | A n/a B 0% |
- 536-74-3
phenylacetylene
- 73183-34-3
bis(pinacol)diborane
A
- 83947-56-2
4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane
B
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
| Conditions | Yield |
|---|---|
| With triphenylphosphine In toluene at 160℃; under 1125.11 Torr; for 1.5h; Inert atmosphere; stereoselective reaction; | |
| With Pt(075 wtpercent)/CeO2 In toluene at 160℃; under 1125.11 Torr; for 0.7h; Inert atmosphere; stereoselective reaction; |
- 536-74-3
phenylacetylene
A
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: HCl; (n-C4H9)Li / hexane; diethyl ether 2: tetrakis(triphenylphosphine)platinum / toluene View Scheme |
- 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
A
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: HCl; (n-C4H9)Li / hexane; diethyl ether 2: tetrakis(triphenylphosphine)platinum / toluene View Scheme |
- 536-74-3
phenylacetylene
- 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
A
- 143825-84-7
4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane
B
- 78782-27-1
4,4,5,5-tetramethyl-2-styryl-[1,3,2]dioxaborolane
C
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
| Conditions | Yield |
|---|---|
| With bis(1,5-cyclooctadiene)diiridium(I) dichloride; tert-butylisonitrile; carbon monoxide at 50℃; under 760.051 Torr; | A 26 %Spectr. B 15 %Spectr. C 51 %Spectr. |
- 591-50-4
iodobenzene
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
- 58-72-0
Triphenylethylene
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃; for 4h; Suzuki-Miyaura Coupling; | 100% |
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
- 1610462-62-8
(E)-2-(2-bromo-1-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
| Conditions | Yield |
|---|---|
| With copper(ll) bromide In tetrahydrofuran; water at 70℃; for 1h; | 98% |
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
- 1610462-60-6
(E)-2-(2-iodo-1-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
| Conditions | Yield |
|---|---|
| With iodine; sodium hydroxide In diethyl ether at 0℃; for 0.5h; | 95% |
- 67-56-1
methanol
- 201230-82-2
carbon monoxide
- 173603-23-1
(E)-2,2′-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
- 29576-99-6
dimethyl 2-(phenyl)maleate
| Conditions | Yield |
|---|---|
| With palladium diacetate; triphenylphosphine; p-benzoquinone at 20℃; under 760.051 Torr; for 24h; | 93% |
1,3,2-Dioxaborolane,2,2'-[(1E)-1-phenyl-1,2-ethenediyl]bis[4,4,5,5-tetramethyl- Specification
The 1,3,2-Dioxaborolane,2,2'-[(1E)-1-phenyl-1,2-ethenediyl]bis[4,4,5,5-tetramethyl-, with the CAS registry number 173603-23-1, has the systematic name of 2,2'-[(E)-1-phenylethene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane). And the molecular formula of the chemical is C20H30B2O4. What's more, while dealing with this chemical, you should avoid contacting with skin and eyes.
The characteristics of 1,3,2-Dioxaborolane,2,2'-[(1E)-1-phenyl-1,2-ethenediyl]bis[4,4,5,5-tetramethyl- are as followings: (1)#H bond acceptors: 4; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 3; (4)Polar Surface Area: 36.92 Å2; (5)Index of Refraction: 1.498; (6)Molar Refractivity: 101.11 cm3; (7)Molar Volume: 344.6 cm3; (8)Polarizability: 40.08×10-24cm3; (9)Surface Tension: 32.7 dyne/cm; (10)Density: 1.03 g/cm3; (11)Flash Point: 173.9 °C; (12)Enthalpy of Vaporization: 58.6 kJ/mol; (13)Boiling Point: 363.9 °C at 760 mmHg; (14)Vapour Pressure: 3.65E-05 mmHg at 25°C.
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O1B(OC(C)(C)C1(C)C)/C(c2ccccc2)=C\B3OC(C)(C)C(O3)(C)C
(2)InChI: InChI=1/C20H30B2O4/c1-17(2)18(3,4)24-21(23-17)14-16(15-12-10-9-11-13-15)22-25-19(5,6)20(7,8)26-22/h9-14H,1-8H3/b16-14-
(3)InChIKey: VQWACXAYGMFHOQ-PEZBUJJGBX
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