2-Methoxyethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-Methoxyethyl 4-methylbenzenesulfonate
• CAS No.: 58320-73-3
• Deprecated CAS: 187250-61-9,188266-38-8
• Molecular Formula: C28H50O13S
• Molecular Weight: 230.28076
• Hs Code.: 39072090
• European Community (EC) Number: 688-184-4
• DSSTox Substance ID: DTXSID00884963
• Nikkaji Number: J141.675H
• Wikidata: Q82863601
• Mol file: 58320-73-3.mol

Synonyms:2-methoxyethyl 4-methylbenzenesulfonate;17178-10-8;2-Methoxyethyl p-Toluenesulfonate;p-Toluenesulfonic Acid 2-Methoxyethyl Ester;58320-73-3;2-methoxyethyl tosylate;m-PEG11-OTs;Ethanol, 2-methoxy-, 4-methylbenzenesulfonate;C10H14O4S;4-Methylbenzenesulfonic acid 2-methoxyethyl ester;Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate);MFCD00025910;mPEG-Tosylate;mPEG-Tos;2-methoxyethyltosylate;SCHEMBL85631;2-methoxyethyl-p-toluenesulfonate;DTXSID00884963;2-methoxyethyl p-toluenesulphonate;AC8517;ethylene glycol methyl ether tosylate;beta-methyloxyethyl p-toluenesulfonate;AKOS005111040;CS-W023070;DS-15286;p-toluenesulfonic acid-2-methoxyethylester;SY047023;2-methoxyethyl 4-methylbenzene-1-sulfonate;FT-0725657;p-toluene sulfonic acid 2-methoxyethyl ester;T1303;toluene-4-sulfonic acid 2-methoxy-ethyl ester;EN300-7203603;A811352;188266-38-8

Chemical Property of 2-Methoxyethyl 4-methylbenzenesulfonate

Chemical Property:

• Melting Point: 54 °C
• Flash Point: >110°C
• PSA: 144.05000
• LogP: 2.57690
• Water Solubility.: Soluble in water
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 230.06128010
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

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

Poly(ethyleneglycol)methylethertosylate,averageMn400 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCOC
• Description: m-PEG11-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-Methoxyethyl 4-methylbenzenesulfonate

There total 50 articles about 2-Methoxyethyl 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%

tetraethylene glycol monomethyl ether (23783-42-8,95507-80-5) + p-toluenesulfonyl chloride (98-59-9) → 2,5,8,11-tetraoxatridecan-13-ol tosylate (62921-76-0,58320-73-3)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In acetonitrile; at 0 - 20 ℃; for 3.5h;

DOI:10.1021/ol2020175

Reference yield: 100.0%

hexaethylene glycol monomethyl ether (23601-40-3,95507-80-5) + p-toluenesulfonyl chloride (98-59-9) → 2,5,8,11,14,17-hexaoxanonadecan-19-yl 4-methylbenzenesulfonate (155887-96-0,58320-73-3)

Guidance literature:

With potassium hydroxide; In dichloromethane; for 8h;

DOI:10.1002/cmdc.202000466

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;

upstream raw materials:

2-methoxy-ethanol

p-toluenesulfonyl chloride

oxirane

methyl p-toluene sulfonate

Downstream raw materials:

7-methoxymethyl-7-methyl-2,5,9-trioxadecane

5,5'-dimethyl-7,7'-bis-2,2'-biindazole

7-methoxymethyl-7-methyl-2,5,9,12-tetraoxatridecane

7-(2,5-dioxahexyl)-7-methyl-2,5,9,12-tetraoxatridecane

Refernces

• 1、 Dirin, Mehrdad,Urban, Ernst,Noe, Christian R.,Winkler, Johannes. "Fragment-based solid-phase assembly of oligonucleotide conjugates with peptide and polyethylene glycol ligands". . p. 132 - 142. Retrieved 2016.
• 2、 Sholto, Alan,Lee, Sangwan,Hoffman, Brian M.,Barrett, Anthony G. M.,Ehrenberg, Benjamin. "Spectroscopy, binding to liposomes and production of singlet oxygen by porphyrazines with modularly variable water solubility". . p. 764 - 773. Retrieved 2008.
• 3、 Imbert, Daniel,Baret, Paul,Gaude, Didier,Gautier-Luneau, Isabelle,Gellon, Gisele,Thomas, Fabrice,Serratrice, Guy,Pierre, Jean-Louis. "Hydrophilic and lipophilic iron chelators with the same complexing abilities". . p. 1091 - 1100. Retrieved 2002.
• 4、 -. "FLUORINATED AMINE OXIDE SURFACTANTS". . . Retrieved 2022/02/27.
• 5、 Herkert, Lorena,Selter, Philipp,Daniliuc, Constantin G.,B?umer, Nils,Palakkal, Jasnamol P.,Fernández, Gustavo,Hansen, Michael Ryan. "Tuning the Molecular Packing of Self-Assembled Amphiphilic PtII Complexes by Varying the Hydrophilic Side-Chain Length". supporting information. p. 4617 - 4626. Retrieved 2021/02/09.