2-(5-Chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(5-Chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 159087-42-0
• Molecular Formula: C11H18BClO2
• Molecular Weight: 228.52300
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10565574
• Nikkaji Number: J618.792G
• Wikidata: Q82450746
• Mol file: 159087-42-0.mol

Synonyms:159087-42-0;2-(5-Chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-Chloropent-1-ynylboronic acid, pinacol ester;5-Chloro-1-pentynyl-1-boronic acid pinacol ester;2-(5-chloropent-1-ynyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(5-Chloropent-1-ynyl)-4,4,5,5-tetramethyl-(1,3,2) dioxaborolane;C11H18BClO2;5-Chloropent-1-ynylboronic acid pinacol ester;5-Chloropent-1-ynylboronic acid,pinacol ester;2-(5-Chloropent-1-ynyl)boronic acid pinacol ester;DTXSID10565574;MFCD09038441;AKOS015999654;AT15902;BS-21594;CS-0175494;A883327;J-009559;5-Chloro-1-pentynyl-1-boronic acid pinacol ester, 97%;1,3,2-Dioxaborolane, 2-(5-chloro-1-pentyn-1-yl)-4,4,5,5-tetramethyl-

Chemical Property of 2-(5-Chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Refractive Index: n20/D 1.4719
• Flash Point: 110oC
• PSA: 18.46000
• Density: 1.0422 g/mL at 25oC
• LogP: 2.64020
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 228.1088377
• Heavy Atom Count: 15
• Complexity: 272

Purity/Quality:

97% ^*data from raw suppliers

5-Chloropent-1-ynylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C#CCCCCl

Technology Process of 2-(5-Chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about 2-(5-Chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-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: 99.0%

1-chloro-4-pentyne (14267-92-6) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(5-chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (159087-42-0)

Guidance literature:

With Cu⁽¹⁺⁾*CF₃O₃S^(1-)*C₂₂H₃₅N; triethylamine; In benzene; at 20 ℃; for 12h;

DOI:10.1039/c6sc02668k

Reference yield:

1-chloro-4-pentyne (14267-92-6) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(5-chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (159087-42-0)

Guidance literature:

1-chloro-4-pentyne; With n-butyllithium;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; at -78 - 20 ℃; for 16h;

DOI:10.1080/00304948.2019.1677998

Reference yield: 66.0%

2-(5-chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (159087-42-0) → 2-(5-chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (154820-95-8)

Guidance literature:

2-(5-chloropent-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With bis(cyclohexanyl)borane; In diethyl ether; at 20 ℃; for 0.5h;

With ethanolamine; acetic acid; In diethyl ether; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jo801191v

upstream raw materials:

1-chloro-4-pentyne

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

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

2-(5-chloropent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane