Ethynyl p-tolyl sulfone

Base Information

• Chemical Name: Ethynyl p-tolyl sulfone
• CAS No.: 13894-21-8
• Molecular Formula: C9H8 O2 S
• Molecular Weight: 180.227
• Hs Code.: 29041000
• European Community (EC) Number: 625-645-0
• ChEMBL ID: CHEMBL234895
• DSSTox Substance ID: DTXSID20403554
• Nikkaji Number: J471.571C
• Mol file: 13894-21-8.mol

Synonyms:Ethynyl p-tolyl sulfone;13894-21-8;1-(ethynylsulfonyl)-4-methylbenzene;Tosylacetylene;Benzene, 1-(ethynylsulfonyl)-4-methyl-;p-Toluenesulfonylacetylene;1-ethynylsulfonyl-4-methylbenzene;1-(ethynesulfonyl)-4-methylbenzene;MFCD00191647;Ethynylp-tolylsulfone;4-(Ethynylsulfonyl)toluene;CHEMBL234895;Ethynyl p-tolyl sulfone, 98%;SCHEMBL1721592;DTXSID20403554;FTHKWIMQNXVEHW-UHFFFAOYSA-N;1-ethynylsulfonyl-2-methyl-benzene;AKOS015840456;AS-63583;SY052661;CS-0134635;E0466;FT-0626366;EN300-114287;F21382;A807465;J-007202

Chemical Property of Ethynyl p-tolyl sulfone

Chemical Property:

• Vapor Pressure: 0.00233mmHg at 25°C
• Melting Point: 73-74 °C(lit.)
• Refractive Index: 1.552
• Boiling Point: 297.9°C at 760 mmHg
• Flash Point: 155.6°C
• PSA: 42.52000
• Density: 1.219g/cm³
• LogP: 2.44020
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: organic solvents: soluble(lit.)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.02450067
• Heavy Atom Count: 12
• Complexity: 280

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethynyl p-Tolyl Sulfone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)C#C
• Uses: Ethynyl p-tolyl sulfone (Tosylacetylene) may be used in the synthesis of 2-(4-methylphenylsulfonyl)ethenyl (tosvinyl, Tsv) protected derivatives. It may be used as starting reagent for the synthesis of optically active indan-2-ols.

Technology Process of Ethynyl p-tolyl sulfone

There total 22 articles about Ethynyl p-tolyl sulfone 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: 99.0%

trimethylsilyl p-tolylsulfonylacetylene (34452-56-7) → ethynyl p-tolyl sulfone (13894-21-8)

Guidance literature:

With sodium fluoride; In methanol; water; at 10 ℃; for 0.25h;

DOI:10.1002/(SICI)1099-0690(199809)1998:9<1997::AID-EJOC1997>3.0.CO;2-A

Reference yield: 88.0%

(E)-1-(phenylseleno)-1-(trimethylsilyl)-2-(p-tolylsulfonyl)ethene (86409-87-2) → diphenyl diselenide (1666-13-3) + ethynyl p-tolyl sulfone (13894-21-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 3h; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00166a030

Reference yield: 87.0%

ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate (125803-61-4) + sodium 4-methylbenzenesulfinate (824-79-3) → ethynyl p-tolyl sulfone (13894-21-8)

Guidance literature:

In dichloromethane; at 25 ℃; for 0.5h;

DOI:10.1021/jo00071a037

upstream raw materials:

1-ethynylsulfanyl-4-methyl-benzene

4-(toluene-4-sulfonyl)-isoxazol-5-ylamine

trimethylsilyl p-tolylsulfonylacetylene

ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate

Downstream raw materials:

1-Methyl-4-[((1E,4E)-octa-1,4-diene)-1-sulfonyl]-benzene

1-Methyl-4-[(E)-2-(2-methyl-cyclohex-2-enyl)-ethenesulfonyl]-benzene

1-Methyl-4-[(E)-2-(2-methylene-cyclohexyl)-ethenesulfonyl]-benzene

1-Methyl-4-((E)-3,3,4-trimethyl-penta-1,4-diene-1-sulfonyl)-benzene

Refernces

• 1、 Chen,Trudell. "A simplified method for the preparation of ethynyl P-tolyl sulfone and ethynyl phenyl sulfone". . p. 3149 - 3155. Retrieved 1994.
• 2、 Du Prez, Filip E.,Guerre, Marc,Maes, Diederick,Unal, Kamil,Van Herck, Niels,Winne, Johan M.. "Covalent Adaptable Networks with Tunable Exchange Rates Based on Reversible Thiol–yne Cross-Linking". supporting information. p. 3609 - 3617. Retrieved 2020/02/04.
• 3、 Furuyama, Taniyuki,Okujima, Tetsuo,Muramatsu, Kota,Takahashi, Yuichi,Mikami, Akihiro,Fukumura, Tomoteru,Mori, Shigeki,Nakae, Takahiro,Takase, Masayoshi,Uno, Hidemitsu,Kobayashi, Nagao. "Synthesis, Structural and Optical Properties of Tetrabenzoporphyrin Complexes Bearing Four or Eight Peripheral Phenyl Groups". supporting information. p. 3224 - 3235. Retrieved 2019/05/29.