(2-Oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (2-Oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate
• CAS No.: 949895-84-5
• Molecular Formula: C₁₁H₁₂O₆S
• Molecular Weight: 272.279
• DSSTox Substance ID: DTXSID801186382
• Nikkaji Number: J2.779.476I
• Mol file: 949895-84-5.mol

Synonyms:949895-84-5;(2-oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate;(2-oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzene-1-sulfonate;MFCD30012619;1,3-Dioxolan-2-one, 4-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-;SCHEMBL9305032;DTXSID801186382;AKOS027470401;NS-04378;EN300-22025944;4-[[[(4-Methylphenyl)sulfonyl]oxy]methyl]-1,3-dioxolan-2-one

Chemical Property of (2-Oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 272.03545927
• Heavy Atom Count: 18
• Complexity: 390

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2COC(=O)O2

Technology Process of (2-Oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate

There total 2 articles about (2-Oxo-1,3-dioxolan-4-yl)methyl 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: 98.0%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + p-toluenesulfonyl chloride (98-59-9) → (2-oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate (949895-84-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1039/c2gc35678c

Reference yield: 52.0%

carbon dioxide (124-38-9,18923-20-1) + glycidyl p-toluenesulfonate (118712-54-2,6746-81-2) → (2-oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate (949895-84-5)

Guidance literature:

With C₂₅H₂₀AlCl₆NO₄; tetra-(n-butyl)ammonium iodide; In butanone; at 70 ℃; for 18h; under 7500.75 Torr; Autoclave;

DOI:10.1021/ja311053h

Reference yield: 97.0%

(2-oxo-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate (949895-84-5) + thiophenol (108-98-5) → 2-hydroxy-1,3-bis(phenylthio)propane (22910-07-2)

Guidance literature:

With KF/Al₂O₃; at 90 ℃; for 15h; Inert atmosphere; Green chemistry;

DOI:10.1007/s11164-015-2410-x

upstream raw materials:

4-hydroxymethyl-1,3-dioxolan-2-one

p-toluenesulfonyl chloride

carbon dioxide

glycidyl p-toluenesulfonate

Downstream raw materials:

4-(3-methoxyphenoxy)methyl-1,3-dioxolan-2-one

diallylcarbonate

allyl glycidyl carbonate

1,3-bis-benzylsulfanyl-propan-2-ol

Refernces

• 1、 -. "COMPOUNDS USEFUL IN THE TREATMENT OR PREVENTION OF A PRMT5-MEDIATED DISORDER". Paragraph 00141. . Retrieved 2018/10/19.
• 2、 Whiteoak, Christopher J.,Kielland, Nicola,Laserna, Victor,Escudero-Adán, Eduardo C.,Martin, Eddy,Kleij, Arjan W.. "A powerful aluminum catalyst for the synthesis of highly functional organic carbonates". supporting information. p. 1228 - 1231. Retrieved 2013/03/14.