Thiophene, 2,5-dihydro-3-(4-methyl-3-pentenyl)-, 1,1-dioxide

Base Information

• Chemical Name: Thiophene, 2,5-dihydro-3-(4-methyl-3-pentenyl)-, 1,1-dioxide
• CAS No.: 2083-32-1
• Molecular Formula: C10H16O2S
• Molecular Weight: 200.302
• Hs Code.: 2934999090
• European Community (EC) Number: 218-221-8
• DSSTox Substance ID: DTXSID2062167
• Nikkaji Number: J134.891D
• Mol file: 2083-32-1.mol

Synonyms:2083-32-1;3-(4-methylpent-3-enyl)-2,5-dihydrothiophene 1,1-dioxide;Thiophene, 2,5-dihydro-3-(4-methyl-3-pentenyl)-, 1,1-dioxide;Thiophene, 2,5-dihydro-3-(4-methyl-3-penten-1-yl)-, 1,1-dioxide;SCHEMBL9240486;DTXSID2062167;2,5-Dihydro-3-(4-methyl-3-penten-1-yl)thiophene 1,1-dioxide;EINECS 218-221-8;A815287;3-(4-Methyl-3-pentenyl)-2,5-dihydrothiophene 1,1-dioxide

Chemical Property of Thiophene, 2,5-dihydro-3-(4-methyl-3-pentenyl)-, 1,1-dioxide

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Boiling Point: 347.6°C at 760 mmHg
• Flash Point: 195°C
• PSA: 42.52000
• Density: 1.091g/cm³
• LogP: 3.16840
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 200.08710092
• Heavy Atom Count: 13
• Complexity: 324

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC1=CCS(=O)(=O)C1)C

Technology Process of Thiophene, 2,5-dihydro-3-(4-methyl-3-pentenyl)-, 1,1-dioxide

There total 1 articles about Thiophene, 2,5-dihydro-3-(4-methyl-3-pentenyl)-, 1,1-dioxide 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: 97.0%

7-methyl-3-methene-1,6-octadiene (123-35-3) → 3-(4-methylpent-3-en-1-yl)-2,5-dihydrothiophene-1,1-dioxide (2083-32-1)

Guidance literature:

7-methyl-3-methene-1,6-octadiene; With 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; In acetonitrile; at 20 ℃; Inert atmosphere; Sealed tube;

With boron trifluoride diethyl etherate; In acetonitrile; at 0 - 70 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0034-1380508

Reference yield: 77.0%

3-(4-methylpent-3-en-1-yl)-2,5-dihydrothiophene-1,1-dioxide (2083-32-1) + 4-(methylthio)phenyl trifluoromethanesulfonate (57728-76-4) → (Z)-methyl(4-(6-methyl-2-vinylhepta-1,5-dien-1-yl)phenyl)sulfane

Guidance literature:

3-(4-methylpent-3-en-1-yl)-2,5-dihydrothiophene-1,1-dioxide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h;

With o-phenylenebis(diphenylphosphine); palladium diacetate; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

4-(methylthio)phenyl trifluoromethanesulfonate; With potassium hydrogencarbonate; In tetrahydrofuran; at 20 - 80 ℃; stereoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2019.04.012

Reference yield:

3-(4-methylpent-3-en-1-yl)-2,5-dihydrothiophene-1,1-dioxide (2083-32-1) + hydroquinone (123-31-9,8027-02-9) → Acetic acid (E)-5-(1,1-dioxo-2,5-dihydro-1H-1λ6-thiophen-3-yl)-2-methyl-pent-2-enyl ester (144040-23-3) + 3-(4'-(4''-hydroxy-phenoxy)-4'-methyl-pentyl)-thia-3-cyclopentene-1,1-dioxide (144040-14-2) + 3-(3'E-5'-hydroxy-4'-methyl-3'-pentenyl)-thia-3-cyclopentene-1,1-dioxide (138194-74-8) + 3-(2'-hydroxy-4'-methyl-3'-pentenyl)-thia-3-cyclopentene-1,1-dioxide (144040-11-9)

Guidance literature:

at 27 ℃; for 47h; Absidia coerulea IFO 4011;

DOI:10.1016/S0040-4020(01)80013-2

upstream raw materials:

7-methyl-3-methene-1,6-octadiene

Downstream raw materials:

3-(4'-methyl-4'-pentenyl)-thia-3-cyclopentene-1,1-dioxide

3-(1'-hydroxy-4'-methyl-3'-pentenyl)-thia-3-cyclopentene-1,1-dioxide

Acetic acid (E)-5-(1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-yl)-2-methyl-pent-2-enyl ester

3-(4'-(4''-hydroxy-phenoxy)-4'-methyl-pentyl)-thia-3-cyclopentene-1,1-dioxide

Refernces

• 1、 Martial, Ludovic,Bischoff, Laurent. "Stoichiometric release of SO2 from adducts: Application to the direct synthesis of protected dienes". supporting information. p. 1225 - 1229. Retrieved 2015/06/02.