2-(2-Methoxyethoxy)ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-(2-Methoxyethoxy)ethyl 4-methylbenzenesulfonate
• CAS No.: 50586-80-6
• Molecular Formula: C12H18O5S
• Molecular Weight: 274.338
• European Community (EC) Number: 633-362-9
• Nikkaji Number: J141.737A
• Mol file: 50586-80-6.mol

Synonyms:50586-80-6;m-PEG3-Tos;m-PEG2-Tos;2-(2-METHOXYETHOXY)ETHYL 4-METHYLBENZENESULFONATE;2-(2-methoxyethoxy)ethyl 4-methylbenzene-1-sulfonate;m-PEG-Tos, MW 2,000;mPEG3-Tosylate;mPEG3-Tos;m-PEG2-Tosylate;2-methoxyethoxyethyl tosylate;1-tosyloxy-3,6-dioxaheptane;SCHEMBL361530;m-PEG-Tos, MW 1,000;m-PEG-Tos, MW 5,000;PBKGNJXLJQARIN-UHFFFAOYSA-N;2-(2-methoxyethoxy)ethyl tosylate;m-PEG-Tos, MW 10,000;m-PEG-Tos, MW 20,000;m-PEG-Tos, MW 30,000;MFCD13184964;AKOS030213495;AS-69959;BP-20982;BP-23797;BP-26091;BP-26092;BP-26093;BP-26094;BP-26095;BP-26096;HY-42745;2-(2-methoxyethoxy)ethyl p-toluenesulfonate;2-(2-methoxyethoxy)ethyl 4-toluenesulfonate;CS-0031175;2-(2-methoxy-ethoxy)ethyl 4-toluenesulfonate;(2-methoxyethoxy)ethyl 4-methylbenzenesulfonate;W13320;EN300-7114008;2-(2-methoxyethoxyl)ethyl 4-methylbenzenesulfonate;p-Toluenesulfonic acid 2-(2-methoxyethoxy)ethyl ester;Ethanol, 2-(2-methoxyethoxy)-, 4-methylbenzenesulfonate;toluene-4-sulfonic acid 2-(2-methoxy-ethoxy)-ethyl ester

Chemical Property of 2-(2-Methoxyethoxy)ethyl 4-methylbenzenesulfonate

Chemical Property:

• Boiling Point: 392.3±27.0 °C(Predicted)
• PSA: 101.44000
• Density: 1.179±0.06 g/cm3(Predicted)
• LogP: 1.96420
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 274.08749484
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

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

2-(2-methoxyethoxy)ethyl4-methylbenzenesulfonate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOC
• Description: m-PEG3-Tos is a PEG linker containing a tosyl group. The tosyl group is a very good leaving group for nucleophilic substitution reactions. The hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of 2-(2-Methoxyethoxy)ethyl 4-methylbenzenesulfonate

There total 6 articles about 2-(2-Methoxyethoxy)ethyl 4-methylbenzenesulfonate 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: 100.0%

2-(2-methoxyethoxy)ethyl alcohol (111-77-3,95507-80-5) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester (50586-80-6,58320-73-3)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 2h;

Reference yield: 99.0%

triethylene glucol monomethyl ether (112-35-6,95507-80-5) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester (50586-80-6,58320-73-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c1jm11288k

Reference yield: 84.0%

→ toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester (50586-80-6,58320-73-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h;

upstream raw materials:

{3'-Hydroxymethyl-2,2'-bis-[2-(2-methoxy-ethoxy)-ethoxy]-[1,1']binaphthalenyl-3-yl}-methanol

p-toluenesulfonyl chloride

2-(2-methoxyethoxy)ethyl alcohol

triethylene glucol monomethyl ether

Downstream raw materials:

2-Phenyl-5,5-bis(2,5,8-trioxanonyl)-1,3-dioxan

N,N bis(triethyleneglycol-monomethylether)tritylamine

2-Phenyl-5-(2,5,8-trioxanonyl)-1,3-dioxan

3,4-bis[2-(2-methoxyethoxy)ethoxy]-2,5-bis(ethoxycarbonyl)thiophene

Refernces

• 1、 Yang, Bing,Jiang, Xin,Guo, Qing,Lei, Tao,Zhang, Li-Ping,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu. "Self-assembled amphiphilic water oxidation catalysts: Control of O-O bond formation pathways by different aggregation patterns". . p. 6229 - 6234. Retrieved 2016.
• 2、 Guan, Rongting,Zhou, Ziqi,Zhang, Mingzhu,Liu, Hui,Du, Wei,Tian, Xiaohe,Zhang, Qiong,Zhou, Hongping,Wu, Jieying,Tian, Yupeng. "Organotin(IV) carboxylate complexes containing polyether oxygen chains with two-photon absorption in the near infrared region and their anticancer activity". . p. 428 - 437. Retrieved 2018.
• 3、 Guelzim, Abdelhalim,Khrifi, Saad,Baert, Francois,Saadioui, Mohamed,Asfari, Zouhair,Vicens, Jacques. "1,3-di(ethoxy-ethoxy-methoxy)calix[4]-arene". . p. 1958 - 1960. Retrieved 1997.
• 4、 Dong, Chuan,Fan, Li,Liang, Wenting,Shuang, Shaomin,Wang, Xiaodong,Wang, Yubin,Zhang, Caihong. "Visual monitoring of the lysosomal pH changes during autophagy with a red-emission fluorescent probe". . p. 1466 - 1471. Retrieved 2020.
• 5、 Lee, Dongil,Donkers, Robert L.,Wang, Gangli,Harper, Amanda S.,Murray, Royce W.. "Electrochemistry and Optical Absorbance and Luminescence of Molecule-like Au38 Nanoparticles". . p. 6193 - 6199. Retrieved 2004.
• 6、 Tokushige,Mihara,Koide. "Synthesis and mesomorphic properties of low molar mass phosphorus derivatives". . p. 27 - 38. Retrieved 2004.
• 7、 Jiang, Meiyu,Wu, Jiasheng,Liu, Weimin,Ren, Haohui,Zhang, Wenjun,Lee, Chun-Sing,Wang, Pengfei. "Self-assembly of Amphiphilic Porphyrins To Construct Nanoparticles for Highly Efficient Photodynamic Therapy". . p. 11195 - 11204. Retrieved 2021.
• 8、 -. "NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION". Page/Page column 34-35. . Retrieved 2021/08/13.
• 9、 Kannan, Ramya,Datta, Ayan,Prabakaran, Palani,Prasad, Edamana,Muthuvijayan, Vignesh. "Modular amphiphilic poly(aryl ether)-based supramolecular nanomicelles: An efficient endocytic drug carrier". supporting information. p. 12695 - 12698. Retrieved 2021/12/04.