2-(4-methylphenyl)sulfonyloxyethanol

Base Information

• Chemical Name: 2-(4-methylphenyl)sulfonyloxyethanol
• CAS No.: 42772-85-0
• Molecular Formula: C9H12O4S
• Molecular Weight: 216.258
• Mol file: 42772-85-0.mol

Synonyms:ethylene glycol monotosylate;mono-tosyl ethylene glycol;2-hydroxyethyl 4-toluenesulfonate;2-hydroxyethyl p-toluenesulfonate;2-hydroxyethyl tosylate;2-(Hydroxyethyl)-p-toluolsulfonat;

Chemical Property of 2-(4-methylphenyl)sulfonyloxyethanol

Chemical Property:

• Vapor Pressure: 2.39E-06mmHg at 25°C
• Melting Point: 135-136 °C
• Boiling Point: 376.8°C at 760 mmHg
• PKA: 13.76±0.10(Predicted)
• Flash Point: 181.7°C
• PSA: 71.98000
• Density: 1.288g/cm³
• LogP: 1.77340

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxyethyl4-methylbenzenesulfonate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-methylphenyl)sulfonyloxyethanol

There total 10 articles about 2-(4-methylphenyl)sulfonyloxyethanol 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: 92.0%

ethylene glycol (107-21-1) + p-toluenesulfonyl chloride (98-59-9) → 2-hydroxyethyl 4-methylbenzenesulfonate (42772-85-0)

Guidance literature:

With triethylamine; at 25 - 40 ℃; for 1h;

DOI:10.3762/bjoc.10.142

Reference yield: 84.0%

toluene-4-sulfonic acid (104-15-4) + ethylene glycol (107-21-1) → 2-hydroxyethyl 4-methylbenzenesulfonate (42772-85-0)

Guidance literature:

Fe⁽³⁺⁾-exchanged montmorillonite clay; In 1,2-dichloro-ethane; at 80 ℃; for 5h;

DOI:10.1016/S0040-4020(00)00626-8

Reference yield: 64.0%

4-acetyl-5-methyl-1-phenylpyrazole (6123-63-3) + ethylene glycol (107-21-1) → 5-methyl-1-phenylpyrazole (6831-91-0) + 2-hydroxyethyl 4-methylbenzenesulfonate (42772-85-0) + Ethylenglycolacetattosylat (19859-09-7) + 2-(1,3-dithiolan-2-ylidenemethyl)-2-methyl-1,3-dithiolane (90433-97-9)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 48h; Heating;

DOI:10.1021/jo00189a002

upstream raw materials:

oxirane

tetrabutylammonium p-toluenesulfonate

[1,3]-dioxolan-2-one

p-toluenesulfonic acid monohydrate

Downstream raw materials:

2-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)ethyl 4-methylbenzenesulfonate

2-[tert-butyl(dimethyl)silyl]oxyethyl 4-methylbenzenesulfonate

4-(2-hydroxyethoxy)-styrene

2-(4-nitrophenoxy)ethanol

Refernces

• 1、 Zhang, Fangqing,Wu, Zhenwei,Chen, Pan,Zhang, Jian,Wang, Tao,Zhou, Jinpei,Zhang, Huibin. "Discovery of a new class of PROTAC BRD4 degraders based on a dihydroquinazolinone derivative and lenalidomide/pomalidomide". . . Retrieved 2019/12/24.
• 2、 Dong, Hai,Liu, Yu,Lv, Jian,Zhu, Jia-Jia. "Regioselective Sulfonylation/Acylation of Carbohydrates Catalyzed by FeCl3 Combined with Benzoyltrifluoroacetone and Its Mechanism Study". . p. 3307 - 3319. Retrieved 2020/03/25.