Triethylene Glycol Monobenzyl Ether

Base Information

• Chemical Name: Triethylene Glycol Monobenzyl Ether
• CAS No.: 55489-58-2
• Molecular Formula: C13H20O4
• Molecular Weight: 240.299
• Hs Code.: 2909499000
• European Community (EC) Number: 673-926-1
• DSSTox Substance ID: DTXSID00371989
• Nikkaji Number: J492.706K
• Wikidata: Q72510631
• Mol file: 55489-58-2.mol

Synonyms:55489-58-2;Triethylene Glycol Monobenzyl Ether;triethyleneglycolmonobenzyl ether;2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol;2-[2-(2-phenylmethoxyethoxy)ethoxy]ethanol;2-[2-(2-benzyloxyethoxy)ethoxy]ethanol;MFCD02093556;2-{2-[2-(Benzyloxy)ethoxy]ethoxy}ethan-1-ol;Triethyleneglykolmonobenzyl ether;Ethanol, 2-[2-[2-(phenylmethoxy)ethoxy]ethoxy]-;2-{2-[2-(benzyloxy)ethoxy]ethoxy}ethanol;2-[2-[2-(Benzyloxy)ethoxy]ethoxy]ethanol;Benzyl-PEG3-OH;Benzyl-PEG3-Hydroxy;triethyleneglycol monobenzyl ether;BnO-PEG3-OH;SCHEMBL599527;DTXSID00371989;KVPHZILZNXDCNH-UHFFFAOYSA-N;BBL102432;STL556234;AKOS015996742;HY-W044459;AS-19696;BP-13420;BP-24386;SY050638;CS-0037462;FT-0640313;T1996;EN300-317133;W13565;A830671;J-507680;Triethylene glycol monobenzyl ether

Chemical Property of Triethylene Glycol Monobenzyl Ether

Chemical Property:

• Vapor Pressure: 9.53E-06mmHg at 25°C
• Refractive Index: 1.505
• Boiling Point: 358 °C at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 170.3 °C
• PSA: 47.92000
• Density: 1.085 g/cm³
• LogP: 1.22870
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 240.13615911
• Heavy Atom Count: 17
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

Triethylene Glycol Monobenzyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCCOCCOCCO
• Description: Benzyl-PEG4-alcohol is a PEG linker with an acid labile, benzyl protecting group and a reactive primary alcohol. The primary alcohol can react and further derivatize the compound. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.
• Uses: Triethylene Glycol Monobenzyl Ether is used in the preparation of self-assembled monolayers with multiple binding sites and biocompatible imprinted cavities for biosensor application. Also used in the synthesis of novel ethoxylated inositol surfactants.

Technology Process of Triethylene Glycol Monobenzyl Ether

There total 12 articles about Triethylene Glycol Monobenzyl 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: 99.0%

benzyl chloride (100-44-7) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → triethylene glycol monobenzyl ether (55489-58-2,1201808-31-2)

Guidance literature:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol; With tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; mineral oil; for 0.333333h;

benzyl chloride; In tetrahydrofuran; mineral oil; for 24h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.200701188

Reference yield: 92.9%

benzyl bromide (100-39-0) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → triethylene glycol monobenzyl ether (55489-58-2,1201808-31-2)

Guidance literature:

With silver(l) oxide; In dichloromethane; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2012.06.035

Reference yield: 88.0%

benzyl bromide (100-39-0) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → triethylene glycol monobenzyl ether (55489-58-2,1201808-31-2) + C20H26O4

Guidance literature:

With silver(l) oxide; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(97)01328-2

upstream raw materials:

benzyl chloride

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

benzyl bromide

oxirane

Downstream raw materials:

triethylene glycol monobenzyl tosyl ether

(S)-2-benzyloxycarbonylamino-3-{2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy}propionic acid methyl ester

malonic acid bis-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethyl} ester

2-{2-[2-(2-{2-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-tetrahydro-pyran

Refernces

• 1、 Atochina-Vasserman, Elena N.,Billingsley, Margaret M.,Huang, Ning,Kim, Kyunghee,Liu, Matthew,Maurya, Devendra S.,Mitchell, Michael J.,Ni, Houping,Ona, Nathan,Percec, Virgil,Pochan, Darrin J.,Shahnawaz, Hamna,Weissman, Drew,Xiao, Qi,Zhang, Dapeng. "One-Component Multifunctional Sequence-Defined Ionizable Amphiphilic Janus Dendrimer Delivery Systems for mRNA". supporting information. p. 12315 - 12327. Retrieved 2021/08/20.
• 2、 -. "TRICYCLIC CRBN LIGANDS AND USES THEREOF". Paragraph 0696; 0710; 0711. . Retrieved 2020/01/24.