3-Sulfolene

Base Information

• Chemical Name: 3-Sulfolene
• CAS No.: 77-79-2
• Molecular Formula: C4H6 O2 S
• Molecular Weight: 118.156
• Hs Code.: 2934 99 90
• European Community (EC) Number: 201-059-7
• NSC Number: 119477,56373,48532
• UNII: Z6003L44MN
• DSSTox Substance ID: DTXSID6021294
• Nikkaji Number: J1.479F
• Wikipedia: Sulfolene
• Wikidata: Q601018
• ChEMBL ID: CHEMBL3182104
• Mol file: 77-79-2.mol

Synonyms:3-Sulfolene;77-79-2;Butadiene sulfone;2,5-DIHYDROTHIOPHENE 1,1-DIOXIDE;Sulfolene;Thiophene, 2,5-dihydro-, 1,1-dioxide;beta-Sulfolene;2,5-Dihydrothiophene sulfone;2,5-Dihydrothiophene dioxide;NCI-C04557;2,5-dihydrothiophene-1,1-dioxide;sulpholene;.beta.-Sulfolene;Sulfol-3-ene;1-Thia-3-cyclopentene 1,1-dioxide;NSC 48532;3-Sulfolene-D6;CCRIS 569;HSDB 2903;EINECS 201-059-7;BRN 0107004;UNII-Z6003L44MN;AI3-23457;DTXSID6021294;2,5-dihydrothiophene s,s-dioxide;Z6003L44MN;Butadiene-2,2,5,5-D4 sulfone;NSC-48532;NSC-56373;2,5-Dihydro-1-thiophene-1,1-dione;2,5-dihydro-1??-thiophene-1,1-dione;WLN: T5SW CUTJ;5-17-01-00177 (Beilstein Handbook Reference);DTXCID801294;Thiophene,5-dihydro-, 1,1-dioxide;CAS-77-79-2;Butadiene sulfone, 98%;3-SULFOLENE [MI];SCHEMBL93157;CHEMBL3182104;2,5-dihydrothiophen-1,1-dioxid;2,5-Dihydrothiophene1,1-dioxide;CHEBI:194619;2,5-dihydrothiophen-1,1-dioxide;NSC48532;NSC56373;Tox21_201532;Tox21_302817;2,5-Dihydro-thiophene 1,1-dioxide;2,5-Dihydrothiophene, 1,1-dioxide;MFCD00005481;NSC119477;STK331115;AKOS000119153;LS-1715;NSC-119477;NCGC00249061-01;NCGC00256473-01;NCGC00259082-01;AS-60909;2,5-dihydro-1lambda6-thiophene-1,1-dione;D0557;FT-0616388;FT-0638069;EN300-18108;F74854;Q601018;Z57161872;F1294-0012

Chemical Property of 3-Sulfolene

Chemical Property:

• Appearance/Colour: white crystals
• Melting Point: 65 - 66 C
• Refractive Index: 1.4765 (estimate)
• Boiling Point: Decomposes
• Flash Point: 112 C
• PSA: 42.52000
• Density: 1.3
• LogP: 1.05180
• Storage Temp.: Store below +30°C.
• Solubility.: 130g/l
• Water Solubility.: Soluble in water, ethanol, benzene, ether.
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 118.00885060
• Heavy Atom Count: 7
• Complexity: 156

Purity/Quality:

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

Sulfolene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1C=CCS1(=O)=O
• Uses: 3-SULFOLENE was used in the isomerization of isoprene rubber. Sulfolene is also an analytical reagent used in the investigation of role of adducts in protein supercharging with sulfolane. It is a source of cisoid butadiene for Diels-Alder reactions. This chemical is also a convenient source of sulfur dioxide. It is a solvent used in the petrochemical industry for the extraction of aromatics from hydrocarbon streams.

Technology Process of 3-Sulfolene

There total 9 articles about 3-Sulfolene 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%

diallyl sulfone (16841-48-8) → 3-Sulfolene (77-79-2)

Guidance literature:

With C₃₄H₄₃Cl₂N₃O₂Ru; In dichloromethane; at 35 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.poly.2014.03.034

Reference yield: 88.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 3-Sulfolene (77-79-2)

Guidance literature:

With ferrocene; sulfur dioxide; at 100 ℃; for 1h; under 5250.53 - 20252 Torr; Product distribution / selectivity;

Reference yield: 26.0%

3-bromo-2,3-dihydro-thiophene-1,1-dioxide (53336-42-8) → 3-Sulfolene (77-79-2) + 4-vinyl-2-sulfolene (108919-88-6)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo00391a042

upstream raw materials:

2,5-dihydro-thiophene

buta-1,3-diene

3-bromo-2,3-dihydro-thiophene-1,1-dioxide

acetone

Downstream raw materials:

3-hydroxythiolane 1,1-dioxide

3-ethoxythiolane 1,1-dioxide

(E)-3-methyl-2-pentene

3-Methyl-cis-2-penten

Refernces

• 1、 Liu, Guiyan,Shao, Mingbo,Zhang, Huizhu,Wang, Jianhui. "Synthesis, structure and catalytic study of oxygen chelated ruthenium (II) carbene complex". . p. 51 - 54. Retrieved 2014/05/06.
• 2、 Zhang, Yiran,Shao, Mingbo,Zhang, Huizhu,Li, Yuqing,Liu, Dongyu,Cheng, Yu,Liu, Guiyan,Wang, Jianhui. "Synthesis and reactivity of oxygen chelated ruthenium carbene metathesis catalysts". . p. 1 - 9. Retrieved 2014/03/21.