Description
1-Ethoxyethene-2-boronic acid pinacol ester (CAS: 1201905-61-4) is a high-purity boronic ester derivative widely utilized in organic synthesis and cross-coupling reactions. With the molecular formula C10H19BO3, this compound features a stable pinacol boronate group coupled with an ethoxyethenyl moiety, making it an excellent reagent for Suzuki-Miyaura couplings and other transition-metal-catalyzed transformations. Its IUPAC name, 2-[(E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, reflects its precise structural configuration, ensuring reliable reactivity in complex synthetic pathways. Ideal for researchers in pharmaceuticals, materials science, and agrochemicals, this compound is rigorously tested for purity and consistency, supplied in sealed packaging under inert conditions to maintain stability.
Properties
- CAS Number: 1201905-61-4
- Complexity: 207
- IUPAC Name: 2-[(E)-2-ethoxyvinyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- 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+
- InChI Key: MRAYNLYCQPAZJN-BQYQJAHWSA-N
- Exact Mass: 198.1427246
- Molecular Formula: C10H19BO3
- Molecular Weight: 198.07
- SMILES: B1(OC(C(O1)(C)C)(C)C)/C=C/OCC
- Topological: 27.7
- Monoisotopic Mass: 198.1427246
- Synonyms: 1201905-61-4, 2-[(E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 1360111-87-0, 2-((E)-2-ethoxyethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 1-Ethoxyethene-2-boronic acid pinacol ester, 814-906-6, 849-492-6, (E)-2-(2-Ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, (E)-1-Ethoxyethene-2-boronic acid pinacol ester, 2-(2-Ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, trans-2-Ethoxyvinylboronic acid pinacol ester, 1,3,2-Dioxaborolane, 2-[(1E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-, 1,3,2-Dioxaborolane, 2-(2-ethoxyethenyl)- 4,4,5,5-tetramethyl-, MFCD09998813, 2-(2-ethoxyethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, MRAYNLYCQPAZJN-BQYQJAHWSA-N, (E)-1-Ethoxyethene-2-ylboronic acid pinacol ester, trans-2-Ethoxyethenyl-1-boronic acid pinacol ester, 2-[(E)-2-ethoxyvinyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, SCHEMBL1575302, AKOS006345740, GS-5771, WS-00147, DB-257130, (E)-2-Ethoxyvinylboronic acid pinacol ester, CS-0226512, E-2-Ethoxyethenyl-1-boronic acid pinacol ester, (E)-(2-Ethoxyvinyl)boronic acid pinacol ester, (E)-(2-Ethoxyvinyl)boronic acid, pinacol ester, EN300-1301388, EN300-1608655, trans-2-Ethoxyvinylboronic acid pinacol ester, 97%, 1-Ethoxyethene-2-boronic acid pinacol ester 2:1 E/Z, F0001-6535, Z1375683039, E-2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-((E)-2-ethoxy-vinyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, (E)-2-(2-Ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(E)-2-Ethoxyvinylboronic acid pinacol ester
Application
1-Ethoxyethene-2-boronic acid pinacol ester is a versatile building block in palladium-catalyzed cross-coupling reactions, enabling the synthesis of styrene derivatives and conjugated systems. It is particularly valuable in pharmaceutical research for constructing bioactive molecules with ethoxy-substituted olefins. The compound’s stability and reactivity also make it suitable for material science applications, such as polymer and OLED precursor synthesis.
Safety and Hazards
GHS Hazard Statements
- H227 (33.3%): Combustible liquid [Warning Flammable liquids]
- H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P210, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, and P501
Hazard Classes and Categories
- Flam. Liq. 4 (33.3%)
- Acute Tox. 4 (33.3%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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