Hexaethylene Glycol Monobenzyl Ether

Base Information

• Chemical Name: Hexaethylene Glycol Monobenzyl Ether
• CAS No.: 24342-68-5
• Molecular Formula: C19H32 O7
• Molecular Weight: 372.459
• DSSTox Substance ID: DTXSID00457434
• Nikkaji Number: J2.601.950H
• Wikidata: Q72481683
• Mol file: 24342-68-5.mol

Synonyms:24342-68-5;Hexaethylene Glycol Monobenzyl Ether;1-Phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-ol;BnO-PEG6-OH;MFCD06797107;2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol;2-[2-[2-[2-[2-[2-(Benzyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol;2,5,8,11,14,17-Hexaoxanonadecan-19-ol, 1-phenyl-;SCHEMBL607698;AMY4492;DTXSID00457434;Hexaethylene glycol monobenzylether;hexaethyleneglycol monobenzyl ether;VVBQKDDPSXBMMZ-UHFFFAOYSA-N;ZB0925;AKOS015891364;HY-W042654;s10618;AS-66976;BP-22777;SY054832;CS-0035657;H1043;J-507639;1-Phenyl-2,5,8, 11,14,17-hexaoxanonadecan-19-ol;17-Phenylmethyloxy-3,6,9,12,15-pentaoxaheptadecan-1-ol

Chemical Property of Hexaethylene Glycol Monobenzyl Ether

Chemical Property:

• Vapor Pressure: 8.9E-10mmHg at 25°C
• Refractive Index: 1.4920 to 1.4960
• Boiling Point: 473.6oC at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 240.3oC
• PSA: 75.61000
• Density: 1.097g/cm3
• LogP: 1.27850
• Solubility.: Soluble in DMSO, DCM, DMF
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 19
• Exact Mass: 372.21480336
• Heavy Atom Count: 26
• Complexity: 273

Purity/Quality:

98% ^*data from raw suppliers

Hexaethylene Glycol Monobenzyl Ether >93.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCO
• Description: Benzyl-PEG7-alcohol is a PEG chain containing a benzyl protecing group and a primary alcohol group. The benzyl is an alcohol protecting group and can be removed via hydrogenolysis. The alcohol group can react to further derivatize the compound. The hydrophilic PEG chains increase the water solubility of the compound in aqueous media. Longer PEG chains have better water solubility properties relative to shorter PEG chains.

Technology Process of Hexaethylene Glycol Monobenzyl Ether

There total 10 articles about Hexaethylene 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%

1-(triphenylmethoxy)-17-(phenylmethyloxy)-3,6,9,12,15-pentaoxaheptadecane (868594-46-1) → 1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-ol (24342-68-5,1201808-31-2)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200701188

Reference yield: 83.0%

pentaethylene glycol (2615-15-8) + benzyl bromide (100-39-0) → 1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-ol (24342-68-5,1201808-31-2)

Guidance literature:

With potassium iodide; silver(l) oxide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo035042v

Reference yield: 72.0%

pentaethylene glycol (2615-15-8) + benzyl chloride (100-44-7) → 1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-ol (24342-68-5,1201808-31-2)

Guidance literature:

With sodium hydroxide; In water; for 24h; Heating;

upstream raw materials:

pentaethylene glycol

benzyl bromide

benzyl chloride

triethylene glycol monobenzyl tosyl ether

Downstream raw materials:

20-benzyloxy-3,6,9,12,15,18-hexaoxaeicosanoic acid

6-{2-[2-(2-{2-[2-(2-Benzyloxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic Acid Ethyl Ester

1-(triphenylmethyloxy)-26-(phenylmethyloxy)-3,6,9,12,15,18,21,24-octaoxahexaeicosane

tert-butyl 20-(tosyloxy)-3,6,9,12,15,18-hexaoxicosanoate

Refernces

• 1、 -. "Antibody drug conjugate, intermediate, preparation method, pharmaceutical composition and uses thereof". Page/Page column 161; 162; 164. . Retrieved 2019/11/11.
• 2、 Simeone, Luca,Mangiapia, Gaetano,Irace, Carlo,Di Pascale, Antonio,Colonna, Alfredo,Ortona, Ornella,De Napoli, Lorenzo,Montesarchio, Daniela,Paduano, Luigi. "Nucleolipid nanovectors as molecular carriers for potential applications in drug delivery". experimental part. p. 3075 - 3086. Retrieved 2012/08/08.