Diethylene glycol bis(2-chloroethyl) ether

Base Information

• Chemical Name: Diethylene glycol bis(2-chloroethyl) ether
• CAS No.: 638-56-2
• Molecular Formula: C8H16Cl2O3
• Molecular Weight: 231.119
• Hs Code.: 2909199090
• European Community (EC) Number: 629-328-8
• NSC Number: 39639
• UNII: 17TO8M44MD
• DSSTox Substance ID: DTXSID90213248
• Nikkaji Number: J27.057A
• Wikidata: Q27251936
• Mol file: 638-56-2.mol

Synonyms:638-56-2;Diethylene glycol bis(2-chloroethyl) ether;1,11-Dichloro-3,6,9-trioxaundecane;Bis[2-(2-chloroethoxy)ethyl] ether;Tetraglycol dichloride;Tetraethylene glycol dichloride;1-Chloro-2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethane;1-(2-chloroethoxy)-2-[2-(2-chloroethoxy)ethoxy]ethane;Bis(2-(2-chloroethoxy)ethyl) ether;Bis[2-(2-chloroethoxy)ethyl]ether;NSC 39639;1,1'-Dichloro-3,6,9-trioxaundecane;1,1'-Oxybis(2-(2-chloroethoxy)ethane);Cl-PEG3-Cl;Ethane, 1,1'-oxybis(2-(2-chloroethoxy)-;Ethane, 1,1'-oxybis[2-(2-chloroethoxy)-;Ether, bis(2-(2-chloroethoxy)ethyl);BRN 1071710;UNII-17TO8M44MD;17TO8M44MD;NSC-39639;Ether, bis[2-(2-chloroethoxy)ethyl];1-Chloro-2-(2-(2-(2-chloroethoxy)-ethoxy)ethoxy)ethane;1-chloro-2-{2-[2-(2-chloroethoxy)ethoxy]ethoxy}ethane;1,1'-Oxybis[2-(2-chloroethoxy)ethane];C8H16Cl2O3;1,6,9-trioxaundecane;PEG-4 DICHLORIDE;chloroethoxy)ethyl] Ether;3,6,9-Trioxaundecane-1,11-diyl dichloride;WLN: G2O2O2O2G;SCHEMBL525705;ZCFRYTWBXNQVOW-UHFFFAOYSA-;C8-H16-Cl2-O3;DTXSID90213248;NSC39639;MFCD00054473;AKOS015850778;Ethane,1'-oxybis[2-(2-chloroethoxy)-;LS-67723;MS-20867;CS-0130432;D1784;D89926;ETHER, BIS(2-(2-CHLOROETHOXY)ETHYL)-;EN300-8150959;Bis[2-(2-chloroethoxy)ethyl] ether, >=99.0% (T);Q27251936;1-Chloro-2-(2-[2-(2-chloroethoxy)ethoxy]ethoxy)ethane #;.BETA.,.BETA.'-DI(.BETA.-CHLOROETHOXY)DIETHYL ETHER

Chemical Property of Diethylene glycol bis(2-chloroethyl) ether

Chemical Property:

• Vapor Pressure: 0.00234mmHg at 25°C
• Refractive Index: n20/D 1.464
• Boiling Point: 297.8 °C at 760 mmHg
• Flash Point: 108.7 °C
• PSA: 27.69000
• Density: 1.141 g/cm³
• LogP: 1.51380
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 230.0476498
• Heavy Atom Count: 13
• Complexity: 83.5

Purity/Quality:

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

Bis[2-(2-chloroethoxy)ethyl] ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 21-25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(COCCCl)OCCOCCCl
• Uses: Bis[2-(2-chloroethoxy)ethyl] ether was used in preparation of series of para-(1,1,3,3-tetramethylbutyl)-phenoxypoly(ethoxy)ethanols. It was used in the synthesis of 1-(4-pyridiniumaldoxime)-2-(((2-chloroethoxy)-2-ethoxy)ethoxy)ethane. High-boiling solvent and extractant for oils, fats, waxes, and greases; chemical intermediate.

Technology Process of Diethylene glycol bis(2-chloroethyl) ether

There total 9 articles about Diethylene glycol bis(2-chloroethyl) 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: 94.0%

Tetraethylene glycol (112-60-7) → 1,11-dichloro-3,6,9-trioxaundecane (638-56-2,27252-69-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide;

DOI:10.1016/j.reactfunctpolym.2011.06.004

Reference yield: 89.0%

→ 1,11-dichloro-3,6,9-trioxaundecane (638-56-2,27252-69-3)

Guidance literature:

With pyridine; thionyl chloride; In 1,4-dioxane; at 80 ℃;

Reference yield: 81.0%

2,5,8,11,14-pentaoxa-pentadecanedioyl chloride (42021-85-2) → 1,11-dichloro-3,6,9-trioxaundecane (638-56-2,27252-69-3)

Guidance literature:

With hexabutylguanidinium chloride; at 120 ℃; for 4h;

DOI:10.1081/SCC-100000525

upstream raw materials:

Tetraethylene glycol

1,4-dioxane

2-chloro-ethanol

ethene

Downstream raw materials:

1-chloro-11-phenoxy-3,6,9-trioxa-undecane

3-phenyl-2,4,8,11,14,17,20-heptaoxaspiro<5.15>heneicosane

1,13-bis(2-nitrophenyl)-1,4,7,10,13-pentaoxatridecane

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene

Refernces

• 1、 -. "Crown ether type ionic liquid based on imidazole, benzimidazole and their derivatives". Paragraph 0072; 0073; 0074-0079. . Retrieved 2019/06/30.
• 2、 Battaloglu, Rifat,Pekacar, A. Ihsan,Yildiz, Y. Kemal. "Synthesis and characterization of new vic-dioximes with benzo-15-crown-5 derivatives and their nickel(II), copper(II), cobalt(II) complexes". body text. p. 2377 - 2379. Retrieved 2012/08/27.