E-2-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: E-2-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER
• CAS No.: 154820-99-2
• Molecular Formula: C₁₂H₂₃BO₂
• Molecular Weight: 210.124
• Hs Code.: 2931900090
• Mol file: 154820-99-2.mol

Synonyms:E-2-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER;TRANS-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER;TRANS-2-(3,3-DIMETHYLBUT-1-ENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;E-2-(3,3-Dimethylbutenyl)boronic acid pinacol ester, trans-2-(3,3-Dimethylbut-1-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;trans-(3,3-Dimethylbuten-1-yl)boronic acid pinacol ester;2-t-Butyl-E-vinylboronic acid,pinacol ester;trans-(3,3-Dimethylbuten-1-yl)boronic acid pinacol ester 97%

Chemical Property of E-2-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER

Chemical Property:

• Melting Point: 38-43 °C
• Boiling Point: 212.8±23.0 °C(Predicted)
• Flash Point: 83 °C
• PSA: 18.46000
• Density: 0.88±0.1 g/cm3(Predicted)
• LogP: 3.22010
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

2-t-Butyl-E-vinylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of E-2-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER

There total 25 articles about E-2-(3,3-DIMETHYLBUTENYL)BORONIC ACID PINACOL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

3,3-Dimethylbut-1-yne (917-92-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (E)-2-(3,3-dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (157945-83-0,154820-99-2)

Guidance literature:

With bis(cyclohexanyl)borane; at 20 ℃; for 2h;

DOI:10.1055/s-2004-829165

Reference yield: 95.0%

tert-Butyl iodide (558-17-8) + 2-ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (347389-74-6) → (Z)-2-(3,3-dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (154820-99-2)

Guidance literature:

With iron(II) triflate; trimethylsilyl iodide; zinc; In N,N-dimethyl acetamide; at 50 ℃; diastereoselective reaction; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03772

Reference yield: 94.0%

(iBu2Al)2(μ-CHCHCMe3)2 + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (E)-2-(3,3-dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (157945-83-0,154820-99-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In ⁽²⁾H₈-toluene; at 20 ℃; for 0.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/anie.201609690

upstream raw materials:

2-Bromo-3,3-dimethyl-1-butene

bis(pinacol)diborane

(Z)-3,3-dimethyl-1-iodo-1-butene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

2-(trans-2-tert-butylcyclopropyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

C₁₉H₂₁NO

C₂₁H₂₅NO

C₁₉H₂₁NO

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