| Identification | Back Directory | [Name]
(E)-1-Ethoxyethene-2-ylboronic acid pinacol ester | [CAS]
1201905-61-4 | [Synonyms]
(E)-2-Ethoxyvinylboronic acid pinacol ester
trans-2-Ethoxyvinylboronic acid pinacol ester
E-2-Ethoxyethenyl-1-boronic acid pinacol ester
(E)-1-Ethoxyethene-2-boronic acid pinacol ester
(E)-2-(2-Ethoxy-vinyl)-boronic acid picol ester
(E)-1-Ethoxyethene-2-ylboronic acid pinacol ester
(E)-2-(2-Ethoxy-vinyl)-boronic acid pinacol ester
trans-2-Ethoxyvinylboronic acid pinacol ester 97%
(E)-(2-Ethoxyvinyl)boronic acid, pinacol ester 98%
trans-2-Ethoxyethenyl-1-boronicacidpinacolester,98%
trans-2-Ethoxyethenyl-1-boronic acid pinacol ester≥ 98%
2-(E)-2-Ethoxyvinyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
(E)-2-(2-Ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-[(E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-[(1E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-1,3,2-
dioxaborolane
1,3,2-Dioxaborolane, 2-[(1E)-2-ethoxyethenyl]- 4,4,5,5-tetraMethyl-
(E)-3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 2-ethoxyvinylboronate | [Molecular Formula]
C10H21BO4 | [MDL Number]
MFCD09998813 | [MOL File]
1201905-61-4.mol | [Molecular Weight]
216.082 |
| Questions And Answer | Back Directory | [Synthesis]
4,4,5,5-Tetramethyl-1,3,2-dioxaborhexacyclopentane (5.69 ml, 39.2 mmol, 1.1 equivalent) and di(cyclopentadienyl)zirconium(IV) chloride hydride (0.55 g, 2.14 mmol, 0.06 eq) were added to a stirred solution of ethoxyacetylene (2.5 g, 35.7 mmol, 1 equivalent) in DCM (60 ml). The reaction mixture was stirred at room temperature for 12 h. After the starting material was consumed, the reaction mixture was filtered through a neutral alumina pad topped with a diatomaceous earth layer and washed with DCM (50 ml). The resulting filtrate was evaporated under vacuum to obtain crude (E)-1-Ethoxyethene-2-ylboronic acid pinacol ester, which was a brown liquid (6.5 g). |
| Chemical Properties | Back Directory | [Boiling point ]
50℃/0.3mm | [density ]
0.935 g/mL at 25 °C | [Fp ]
86℃ | [refractive index ]
1.4460 | [storage temp. ]
2-8°C | [form ]
liquid | [color ]
Clear, colourless | [InChI]
InChI=1S/C10H19BO3/c1-6-12-8-7-11-13-9(2,3)10(4,5)14-11/h7-8H,6H2,1-5H3/b8-7+ | [InChIKey]
MRAYNLYCQPAZJN-BQYQJAHWSA-N | [SMILES]
O1C(C)(C)C(C)(C)OB1/C=C/OCC |
| Hazard Information | Back Directory | [Uses]
trans-2-Ethoxyvinylboronic acid pinacol ester is a boronic ester commonly used in Suzuki-Miyaura cross-coupling.
This reaction is a key step to synthesize:
- Azaindole and diazaindoles from chloroamino-N-heterocycles.
- Doryanine and its derivatives from 2-bromobenzoic acid.
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