1,6-Hexanediol diglycidyl ether

Base Information

• Chemical Name: 1,6-Hexanediol diglycidyl ether
• CAS No.: 16096-31-4
• Molecular Formula: C12H22O4
• Molecular Weight: 230.304
• Hs Code.: 2910.90
• European Community (EC) Number: 240-260-4
• DSSTox Substance ID: DTXSID50275827,DTXSID60864660
• Nikkaji Number: J116.219E
• Wikipedia: 1,6-Hexanediol_diglycidyl_ether
• Mol file: 16096-31-4.mol

Synonyms:Hexane,1,6-bis(2,3-epoxypropoxy)- (6CI,8CI);1,6-Bis(glycidyloxy)hexane;1,6-Hexamethylenediol diglycidyl ether;Hexamethylene diglycidyl ether;Hexamethylene glycol diglycidyl ether;Hexanediol diglycidyl ether;NPEK 051;ZH 16;

Chemical Property of 1,6-Hexanediol diglycidyl ether

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 9.75E-09mmHg at 25°C
• Boiling Point: 328.7 °C at 760 mmHg
• Flash Point: 120 °C
• PSA: 43.52000
• Density: 1.076 g/cm³
• LogP: 1.37760
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

1,6-Bis(2,3-epoxypropoxy)hexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COCCCCCCOCC2CO2
• Uses: Its primary use is as a reactive diluent in epoxy resin systems to reduce viscosity and to allow higher filler loading.

Technology Process of 1,6-Hexanediol diglycidyl ether

There total 6 articles about 1,6-Hexanediol diglycidyl 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: 68.2%

1,6-hexanediol (629-11-8) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1,6-diglycidyloxy hexamethylene (16096-31-4)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydroxide; In water; at 40 ℃; for 2h;

DOI:10.1039/c0ob00879f

Reference yield: 44.0%

1,6-bis(allyloxy)hexane (81866-56-0) → 1,6-diglycidyloxy hexamethylene (16096-31-4) + C12H22O3 (1246463-46-6)

Guidance literature:

With dihydrogen peroxide; benzonitrile; triethylamine; In water; at 60 ℃; for 25h; Conversion of starting material;

Reference yield:

1-chloro-3-[6-(3-chloro-2-hydroxy-propoxy)-hexyloxy]-propan-2-ol (20387-39-7) → 1,6-diglycidyloxy hexamethylene (16096-31-4)

Guidance literature:

With sodium hydride; In hexane; toluene; at 20 ℃; for 0.0833333h;

DOI:10.1002/(SICI)1099-1344(200002)43:2<147::AID-JLCR301>3.0.CO;2-H

upstream raw materials:

1,6-hexanediol

epichlorohydrin

1,2-Epoxy-3-bromopropane

1-chloro-3-[6-(3-chloro-2-hydroxy-propoxy)-hexyloxy]-propan-2-ol

Downstream raw materials:

oxidized glutathione

Refernces

• 1、 Yi, Wen-Jing,Yu, Xing-Chi,Wang, Bing,Zhang, Ji,Yu, Qing-Ying,Zhou, Xue-Dong,Yu, Xiao-Qi. "TACN-based oligomers with aromatic backbones for efficient nucleic acid delivery". . p. 6454 - 6457. Retrieved 2014.
• 2、 Van Elburg,Ormskerk,De Kloe,Boogaard. "Synthesis of [14C]-Labelled glycidyl and glycerol ethers of aliphatic and aromatic alcohols.". . p. 147 - 167. Retrieved 2007/10/03.