2-(3-Methoxyprop-1-YN-1-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3-Methoxyprop-1-YN-1-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 634196-63-7
• Molecular Formula: C10H17BO3
• Molecular Weight: 196.054
• Hs Code.: 2931900090
• European Community (EC) Number: 894-050-8
• DSSTox Substance ID: DTXSID70479183
• Nikkaji Number: J2.160.793B
• Wikidata: Q82313135
• Mol file: 634196-63-7.mol

Synonyms:634196-63-7;2-(3-METHOXYPROP-1-YN-1-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;3-Methoxy-1-propyn-1-ylboronic acid, pinacol ester;2-(3-methoxyprop-1-ynyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-Methoxy-1-propyn-1-ylboronic acid pinacol ester;2-(3-Methoxy-1-propyn-1-yl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane;3-Methoxy-1-propyn-1-ylboronic acid,pinacol ester;C10H17BO3;DTXSID70479183;BJDZPOHVHLSGDP-UHFFFAOYSA-N;MFCD08705273;ZB0263;1,3,2-Dioxaborolane, 2-(3-methoxy-1-propynyl)-4,4,5,5-tetramethyl-;AKOS025312415;MB06578;BS-23121;CS-0176228;A51243;EN300-7382129;A868149;3-Methoxy-1-propyn-1-ylboronic acid pinacol ester, 96%;Z1255391471

Chemical Property of 2-(3-Methoxyprop-1-YN-1-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Refractive Index: n20/D 1.45
• Flash Point: 170°C
• PSA: 27.69000
• Density: 0.982 g/mL at 25oC
• LogP: 1.26760
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 196.1270746
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

97% ^*data from raw suppliers

3-Methoxy-1-propyn-1-ylboronic acid pinacol ester ^*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#CCOC
• Uses: Alkynylboronates participate in a variety of regio- and stereoselective carbon-carbon bond forming processes including enyne cross-metathesis and the Alder ene reaction.1,2

Technology Process of 2-(3-Methoxyprop-1-YN-1-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about 2-(3-Methoxyprop-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:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + propargyl alcohol methyl ether (627-41-8) → 2-(3-methoxyprop-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (634196-63-7)

Guidance literature:

propargyl alcohol methyl ether; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1002/chem.200700337

Reference yield:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 3-methoxy-1-propyn-1-yllithium (73390-08-6) → 2-(3-methoxyprop-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (634196-63-7)

Guidance literature:

DOI:10.1021/ol050542r

Reference yield: 88.0%

tert-butyl vinyl ether (926-02-3) + 2-(3-methoxyprop-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (634196-63-7) → C22H36B2O6

Guidance literature:

tert-butyl vinyl ether; With η5-cyclopentadienylbis(ethene)cobalt; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

2-(3-methoxyprop-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -40 - 20 ℃; Inert atmosphere;

With iron(III) chloride hexahydrate; In acetonitrile; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201000486

upstream raw materials:

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

3-methoxy-1-propyn-1-yllithium

propargyl alcohol methyl ether

Downstream raw materials:

C₆H₅CH₂C₂N₃(CH₃OCH₂)BO₂C₆H₁₂

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