4,4,5,5-Tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane
• CAS No.: 307531-75-5
• Molecular Formula: C₁₇H₃₂B₂O₄
• Molecular Weight: 322.061
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50378584
• Mol file: 307531-75-5.mol

Synonyms:4,4,5,5-tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane;CID 2773599;307531-75-5;SCHEMBL13030813;DTXSID50378584;FT-0604923;A820610;4,4,5,5-tetramethyl-2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-1-yl]-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-Tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 301-303
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 302.7 °C at 760 mmHg
• Flash Point: 136.8 °C
• PSA: 36.92000
• Density: 0.96 g/cm³
• LogP: 3.97570
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 322.2486698
• Heavy Atom Count: 23
• Complexity: 451

Purity/Quality:

98%min ^*data from raw suppliers

(E)-1-Pentene-1,2-diboronic acid bis(pinacol) ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C=C(B2OC(C(O2)(C)C)(C)C)CCC
• Uses: (E)-1-Pentene-1,2-diboronic acid bis(pinacol) ester can be used as a reactant in the stereoselective synthesis of γ-boryl substituted homoallylic alcohols by reacting with aromatic aldehydes via Ru-catalyzed double bond transposition reaction.

Technology Process of 4,4,5,5-Tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane

There total 1 articles about 4,4,5,5-Tetramethyl-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-1-en-2-yl]-1,3,2-dioxaborolane 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: 74.0%

1-Pentyne (627-19-0) + bis(pinacol)diborane (73183-34-3) → C17H32B2O4 (307531-75-5)

Guidance literature:

With methanol; potassium carbonate; In diethyl ether; at 40 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1007/s11426-018-9344-4

upstream raw materials:

1-Pentyne

bis(pinacol)diborane

Refernces

• 1、 Kuang, Zhijie,Gao, Guoliang,Song, Qiuling. "Base-catalyzed diborylation of alkynes: synthesis and applications of cis-1,2-bis(boryl)alkenes". . p. 62 - 66. Retrieved 2018/09/27.