Allyl p-toluenesulphonate

Base Information

• Chemical Name: Allyl p-toluenesulphonate
• CAS No.: 4873-09-0
• Molecular Formula: C10H12O3S
• Molecular Weight: 212.269
• European Community (EC) Number: 225-480-0
• UNII: 5XQB2N49MR
• DSSTox Substance ID: DTXSID40197600
• Nikkaji Number: J32.712C
• Wikidata: Q83070426
• Mol file: 4873-09-0.mol

Synonyms:4873-09-0;allyl 4-methylbenzenesulfonate;Allyl p-toluenesulphonate;ALLYL TOLUENE-4-SULFONATE;Allyl p-toluenesulfonate;prop-2-enyl 4-methylbenzenesulfonate;5XQB2N49MR;EINECS 225-480-0;MFCD00093777;prop-2-en-1-yl 4-methylbenzene-1-sulfonate;allyl-p-toluene sulphonate;allyl tosylate;allyl p-toluene sulfonate;UNII-5XQB2N49MR;allyl4-methylbenzenesulfonate;p-Toluenesulfonic acid allyl;SCHEMBL169846;DTXSID40197600;AKOS005259439;BS-16894;Allyl p-toluenesulfonate, >=95.0% (GC);CS-0137209;FT-0635466;D81780;EN300-2190612;Benzenesulfonic acid, 4-methyl-, 2-propenyl ester

Chemical Property of Allyl p-toluenesulphonate

Chemical Property:

• Vapor Pressure: 0.000644mmHg at 25°C
• Refractive Index: n20/D 1.523
• Boiling Point: 319.2 °C at 760 mmHg
• Flash Point: 146.8 °C
• PSA: 51.75000
• Density: 1.166 g/cm³
• LogP: 2.96710
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.05071541
• Heavy Atom Count: 14
• Complexity: 268

Purity/Quality:

99.9% ^*data from raw suppliers

Allyl4-Methylbenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Allyl p-toluenesulphonate

There total 12 articles about Allyl 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: 98.0%

allyl alcohol (107-18-6) + p-toluenesulfonyl chloride (98-59-9) → allyl tosylate (4873-09-0)

Guidance literature:

allyl alcohol; With sodium hydride; In diethyl ether; mineral oil; at 25 ℃; Inert atmosphere;

p-toluenesulfonyl chloride; In diethyl ether; mineral oil; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/ol200160p

Reference yield: 92.0%

toluene-4-sulfonic acid (104-15-4) + allyl bromide (106-95-6) → allyl tosylate (4873-09-0)

Guidance literature:

With silver(l) oxide; In acetonitrile; at 20 - 70 ℃; for 17h;

DOI:10.1002/chem.201303623

Reference yield: 88.0%

toluene-4-sulfonic acid (104-15-4) + allyl alcohol (107-18-6) → allyl tosylate (4873-09-0)

Guidance literature:

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

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

upstream raw materials:

allyl alcohol

p-toluenesulfonyl chloride

silver(I) 4-methylbenzenesulfonate

allyl bromide

Downstream raw materials:

butalbital

5-allyl-5-phenylbarbituric acid

diallyl(2,4-dimethylphenyl)amine

N,N-diallyl-3-nitroaniline

Refernces

• 1、 Tayama, Eiji,Sugawara, Takeshi. "Chiral tetraaryl-and tetraalkynylborates as chiral solvating agents for tetraalkylammonium salts". supporting information. p. 803 - 811. Retrieved 2019/01/18.
• 2、 Del Valle, David J.,Krische, Michael J.. "Total synthesis of (+)-trienomycins A and F via C-C bond-forming hydrogenation and transfer hydrogenation". supporting information. p. 10986 - 10989. Retrieved 2013/08/23.