2-Hydroxy-3-phenoxypropyl p-toluenesulphonate

Base Information

• Chemical Name: 2-Hydroxy-3-phenoxypropyl p-toluenesulphonate
• CAS No.: 68938-62-5
• Deprecated CAS: 127911-69-7
• Molecular Formula: C16H18 O5 S
• Molecular Weight: 322.382
• European Community (EC) Number: 273-134-2
• DSSTox Substance ID: DTXSID40887599
• Nikkaji Number: J332.769H
• Mol file: 68938-62-5.mol

Synonyms:68938-62-5;1,2-Propanediol, 3-phenoxy-, 1-(4-methylbenzenesulfonate);2-Hydroxy-3-phenoxypropyl p-toluenesulphonate;EINECS 273-134-2;4-Methylbenzenesulfonic acid, 3-phenoxypropyleneglycol ester;DTXSID40887599;C16-H18-O5-S;4-Methylbenzenesulfonic acid 2-hydroxy-3-phenoxypropyl ester

Chemical Property of 2-Hydroxy-3-phenoxypropyl p-toluenesulphonate

Chemical Property:

• Vapor Pressure: 1.37E-11mmHg at 25°C
• Boiling Point: 518.8°C at 760 mmHg
• Flash Point: 267.6°C
• PSA: 81.21000
• Density: 1.273g/cm³
• LogP: 3.22100
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 322.08749484
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC(COC2=CC=CC=C2)O

Technology Process of 2-Hydroxy-3-phenoxypropyl p-toluenesulphonate

There total 9 articles about 2-Hydroxy-3-phenoxypropyl p-toluenesulphonate 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: 87.0%

3-phenoxy-1,2-propanediol (538-43-2) + p-toluenesulfonyl chloride (98-59-9) → (RS)-3-phenoxy-1-(4-toluenesulfonyloxy)-2-propanol (68938-62-5)

Guidance literature:

With iron(III) chloride; 1-Phenyl-4,4,4-trifluorobutane-1,3-dione; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.joc.9b03128

Reference yield: 56.0%

Phenyl glycidyl ether (122-60-1,71031-02-2) + toluene-4-sulfonic acid (104-15-4) → (+-)-3-isopropyloxy-1-phenoxy-propanol-(2) (39144-30-4) + (RS)-3-phenoxy-1-(4-toluenesulfonyloxy)-2-propanol (68938-62-5)

Guidance literature:

With titanium(IV) isopropylate; In benzene; for 2h; Ambient temperature;

Reference yield: 18.0%

Phenyl glycidyl ether (122-60-1,71031-02-2) + toluene-4-sulfonic acid (104-15-4) → 3-phenoxy-1,2-propanediol (538-43-2) + (RS)-3-phenoxy-1-(4-toluenesulfonyloxy)-2-propanol (68938-62-5) + Toluene-4-sulfonic acid 1-hydroxymethyl-2-phenoxy-ethyl ester (111221-93-3)

Guidance literature:

In dichloromethane; at 0 - 5 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1055/s-1987-27918

upstream raw materials:

3-phenoxy-1,2-propanediol

Phenyl glycidyl ether

titanium(IV)isopropoxide

titanium(IV) tert-butoxide

Downstream raw materials:

Acetic acid (R)-1-phenoxymethyl-2-(toluene-4-sulfonyloxy)-ethyl ester

C₂₁H₂₆O₆S