2,5,8,11,14-Pentaoxahexadecan-16-YL 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2,5,8,11,14-Pentaoxahexadecan-16-YL 4-methylbenzenesulfonate
• CAS No.: 80755-67-5
• Molecular Formula: C18H30O8S
• Molecular Weight: 406.497
• Nikkaji Number: J304.320G
• Mol file: 80755-67-5.mol

Synonyms:80755-67-5;2,5,8,11,14-PENTAOXAHEXADECAN-16-YL 4-METHYLBENZENESULFONATE;m-PEG6-OTs;SCHEMBL12189193;MFCD31555344;AKOS040742035;HY-W042501;BP-23835;CS-0035504;Pentaethylene glycol mono methyl ether tosylate;W13671;2,5,8,11,14-PENTAOXAHEXADECAN-16-YL4-METHYLBENZENESULFONATE;4-Methylbenzenesulfonic acid 14-methoxy-3,6,9,12-tetraoxatetradecan-1-yl ester

Chemical Property of 2,5,8,11,14-Pentaoxahexadecan-16-YL 4-methylbenzenesulfonate

Chemical Property:

• Boiling Point: 502.7±50.0 °C(Predicted)
• PSA: 129.13000
• Density: 1.158±0.06 g/cm3(Predicted)
• LogP: 2.01400
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 17
• Exact Mass: 406.16613908
• Heavy Atom Count: 27
• Complexity: 429

Purity/Quality:

98.5% ^*data from raw suppliers

2,5,8,11,14-Pentaoxahexadecan-16-yl4-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)OCCOCCOCCOCCOCCOC
• Description: m-PEG6-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 2,5,8,11,14-Pentaoxahexadecan-16-YL 4-methylbenzenesulfonate

There total 10 articles about 2,5,8,11,14-Pentaoxahexadecan-16-YL 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%

3,6,9,12,15-pentaoxahexadecanol (23778-52-1,95507-80-5) + p-toluenesulfonyl chloride (98-59-9) → 3,6,9,12,15-pentaoxahexadecyl tosylate (80755-67-5,58320-73-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2.5h;

DOI:10.1016/j.ejmech.2016.05.001

Reference yield: 72.0%

→ 3,6,9,12,15-pentaoxahexadecyl tosylate (80755-67-5,58320-73-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

2-(2-{2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy}ethoxy)ethanol (57671-28-0,1201808-31-2) → 3,6,9,12,15-pentaoxahexadecyl tosylate (80755-67-5,58320-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH

2: 97 percent / H₂ / Pd

3: pyridine (py)

With pyridine; sodium hydroxide; hydrogen; palladium;

DOI:10.1039/c39900000911

upstream raw materials:

3,6,9,12,15-pentaoxahexadecanol

p-toluenesulfonyl chloride

Pentaethylene glycol

triethylene glucol monomethyl ether

Downstream raw materials:

C₁₈H₃₀O₈

Refernces

• 1、 Cui, Junjie,Park, Jung-Hwa,Kim, Dong Won,Choi, Min-Woo,Chung, Hae Yeon,Kwon, Oh Kyu,Kwon, Ji Eon,Park, Soo Young. "Designing Nonfullerene Acceptors with Oligo(Ethylene Glycol) Side Chains: Unraveling the Origin of Increased Open-Circuit Voltage and Balanced Charge Carrier Mobilities". supporting information. p. 2481 - 2488. Retrieved 2021/07/26.
• 2、 -. "OXAZINE-BASED WATER-SOLUBLE FLUOROPHORE COMPOUNDS FOR IN VIVO NERVE IMAGING". Page/Page column 63-64. . Retrieved 2021/07/10.