But-2-yne-1,4-diyl bis(4-methylbenzenesulfonate)

Base Information

• Chemical Name: But-2-yne-1,4-diyl bis(4-methylbenzenesulfonate)
• CAS No.: 6337-59-3
• Molecular Formula: C18H18O6S2
• Molecular Weight: 394.469
• NSC Number: 99393,37518
• DSSTox Substance ID: DTXSID30284518
• Nikkaji Number: J1.490.738F
• Wikidata: Q82019502
• Mol file: 6337-59-3.mol

Synonyms:6337-59-3;but-2-yne-1,4-diyl bis(4-methylbenzenesulfonate);NSC37518;1,4-Bis(tosyloxy)but-2-yne;SCHEMBL7644858;DTXSID30284518;NSC99393;NSC-37518;NSC-99393;4-{[(4-methylphenyl)sulfonyl]oxy}-2-butynyl 4-methylbenzenesulfonate

Chemical Property of But-2-yne-1,4-diyl bis(4-methylbenzenesulfonate)

Chemical Property:

• Vapor Pressure: 1.14E-12mmHg at 25°C
• Boiling Point: 576°Cat760mmHg
• Flash Point: 302.2°C
• Density: 1.334g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 394.05448064
• Heavy Atom Count: 26
• Complexity: 641

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#CCOS(=O)(=O)C2=CC=C(C=C2)C

Technology Process of But-2-yne-1,4-diyl bis(4-methylbenzenesulfonate)

There total 3 articles about But-2-yne-1,4-diyl bis(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%

1,4-dihydroxybut-2-yne (110-65-6) + p-toluenesulfonyl chloride (98-59-9) → 2-butyne-1,4-ditosylate (6337-59-3)

Guidance literature:

With potassium hydroxide; In diethyl ether; at -15 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.chempr.2017.07.011

Reference yield: 56.0%

1,4-dihydroxybut-2-yne (110-65-6) + p-toluenesulfonylanhydride (4124-41-8) → 2-butyne-1,4-ditosylate (6337-59-3)

Guidance literature:

1,4-dihydroxybut-2-yne; With N-benzyl-trimethylammonium hydroxide; potassium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 0.166667h;

p-toluenesulfonylanhydride; In 1,4-dioxane; water; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.ejmech.2015.07.033

Reference yield:

1,4-dihydroxybut-2-yne (110-65-6) + p-toluenesulfonyl chloride (98-59-9) → 2-butyne-1,4-ditosylate (6337-59-3) + 4-hydroxybut-2-yn-1-yl 4-methylbenzenesulfonate (147743-69-9)

Guidance literature:

In isopropyl alcohol; at 40 ℃; for 3.5h;

upstream raw materials:

1,4-dihydroxybut-2-yne

p-toluenesulfonyl chloride

p-toluenesulfonylanhydride

Downstream raw materials:

2,3-diphenyl-1,3-butadiene

1,4-bis(benzylsulfanyl)but-2-yne

(2,3-dimethylenebutane-1,4-diyl)dibenzene

1,1'-(buta-1,3-diene-2,3-diylbis(4,1-phenylene))diethanone

Refernces

• 1、 -. "Preparation method of phenylacetic acid". Paragraph 0036-0037. . Retrieved 2021/02/20.
• 2、 Lutz, J. Patrick,Davydovich, Oleg,Hannigan, Matthew D.,Moore, Jeffrey S.,Zimmerman, Paul M.,McNeil, Anne J.. "Functionalized and Degradable Polyphthalaldehyde Derivatives". supporting information. p. 14544 - 14548. Retrieved 2019/10/02.