Glycidyl propargyl ether

Base Information

• Chemical Name: Glycidyl propargyl ether
• CAS No.: 18180-30-8
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29109000
• European Community (EC) Number: 629-009-3
• NSC Number: 134857
• Nikkaji Number: J1.865.468G
• Mol file: 18180-30-8.mol

Synonyms:Glycidyl propargyl ether;18180-30-8;2-[(Prop-2-ynyloxy)methyl]oxirane;2,3-Epoxypropyl propargyl ether;2-(prop-2-ynoxymethyl)oxirane;2-((prop-2-yn-1-yloxy)methyl)oxirane;2-[(prop-2-yn-1-yloxy)methyl]oxirane;MFCD00099300;2-((prop-2-ynyloxy)methyl)oxirane;NSC134857;Oxirane, 2-[(2-propyn-1-yloxy)methyl]-;Glycidyl 2-Propynyl Ether;SCHEMBL260698;BCP33462;AC9320;AKOS024015171;FS-5134;NSC-134857;SY051004;CS-0199006;FT-0637661;G0445;EN300-7059004;A880968;Glycidyl propargyl ether, technical, >=90% (GC);J-011633;Z1255438721

Chemical Property of Glycidyl propargyl ether

Chemical Property:

• Vapor Pressure: 0.00534mmHg at 25°C
• Refractive Index: n20/D 1.448
• Boiling Point: 168.5 °C at 760 mmHg
• Flash Point: 59.7 °C
• PSA: 21.76000
• Density: 1.067 g/cm³
• LogP: 0.03500
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 111

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-[(Prop-2-ynyloxy)methyl]oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-20-43
• Safety Statements: 53-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCOCC1CO1
• Uses: Glycidyl propargyl ether may be used in the synthesis of:propargyl-functional poly(carbonate)shyperbranched polyglycerol (hbPG)alkyne-functionalized polytetrahydrofuran (PTHF) diolsdextran-based cyclodextrin polymers

Technology Process of Glycidyl propargyl ether

There total 3 articles about Glycidyl propargyl ether 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: 93.0%

propargyl alcohol (107-19-7) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → prop-2-ynyloxymethyl-oxirane (18180-30-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; at 0 - 20 ℃;

DOI:10.1002/ejoc.201403695

Reference yield: 70.0%

1,2-Epoxy-3-<2,3-dibrom-propyloxy>-propan (55275-37-1) → prop-2-ynyloxymethyl-oxirane (18180-30-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0030-1260089

Reference yield:

4-(oxiranylmethyloxymethyl)-2,2-dimethyl-1,3-dioxalane (1607-37-0) + propargyl alcohol (107-19-7) → prop-2-ynyloxymethyl-oxirane (18180-30-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4020(96)00278-5

upstream raw materials:

4-(oxiranylmethyloxymethyl)-2,2-dimethyl-1,3-dioxalane

propargyl alcohol

epichlorohydrin

1,2-Epoxy-3-<2,3-dibrom-propyloxy>-propan

Downstream raw materials:

3-(3-bromo-phenyl)-5-prop-2-ynyloxymethyl-oxazolidin-2-one

3-(4-nitro-phenyl)-5-prop-2-ynyloxymethyl-oxazolidin-2-one

3-methyl-5-prop-2-ynyloxymethyl-oxazolidin-2-one

1-(3-chloro-anilino)-3-prop-2-ynyloxy-propan-2-ol

Refernces

• 1、 Chen, Yusheng,Wilson, James A.,Petersen, Shannon R.,Luong, Derek,Sallam, Sahar,Mao, Jialin,Wesdemiotis, Chrys,Becker, Matthew L.. "Ring-Opening Copolymerization of Maleic Anhydride with Functional Epoxides: Poly(propylene fumarate) Analogues Capable of Post-Polymerization Modification". . p. 12759 - 12764. Retrieved 2018.
• 2、 -. "NOVEL TETRATHIASPIRO COMPOUND, OPTICAL COMPOSITION CONTAINING THE SAME, AND METHOD FOR PRODUCING THE SAME". Paragraph 0089; 0090. . Retrieved 2019/03/06.