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[ CAS No. 6294-31-1 ] {[proInfo.proName]}

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Chemical Structure| 6294-31-1
Chemical Structure| 6294-31-1
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Product Details of [ 6294-31-1 ]

CAS No. :6294-31-1 MDL No. :MFCD00009528
Formula : C12H26S Boiling Point : -
Linear Structure Formula :- InChI Key :LHNRHYOMDUJLLM-UHFFFAOYSA-N
M.W : 202.40 Pubchem ID :80517
Synonyms :

Safety of [ 6294-31-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 6294-31-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 6294-31-1 ]

[ 6294-31-1 ] Synthesis Path-Downstream   1~49

  • 1
  • [ 592-41-6 ]
  • [ 111-31-9 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
With hydrogen sulfide; tetraethyllead(IV) im UV;
With hydrogen sulfide; tetraethyllead(IV) im UV-Licht;
With hydrogen sulfide; acetone im UV-Licht;
  • 2
  • [ 111-25-1 ]
  • [ 111-31-9 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
85% With lithium In tetrahydrofuran at -30 - 0℃; for 6h; Heating / reflux;
With ethanol; sodium ethanolate
  • 3
  • [ 111-25-1 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
99% With 18-crown-6 ether; bis(trimethyltin) sulfide; cesium fluoride In acetonitrile at 75℃; for 1h;
With potassium sulphide; ethanol
With sodium sulfide; ethanol
  • 4
  • [ 6294-31-1 ]
  • [ 2180-20-3 ]
YieldReaction ConditionsOperation in experiment
98% With sodium hydroxide; benzyltrimethylazanium tribroman-2-uide In dichloromethane; water for 1h; Ambient temperature;
98% With dihydrogen peroxide In methanol; water at 20℃; for 0.75h; Green chemistry; chemoselective reaction;
97% With cerium(III) sulfate; barium bromate In water; acetonitrile at 20℃; for 1h;
96% With Na2[Nb(O2)3(agr)]*2H2O; dihydrogen peroxide In water at 0℃; for 0.666667h; chemoselective reaction;
96% With dihydrogen peroxide In water at 20℃; for 0.133333h; 3.3 General procedure for catalytic oxidation of sulfides to sulfoxides General procedure: In a typical reaction, organic substrate (5 mmol) was added to a solution of catalyst [PAMo (3.44 mg) or PSMo (4.9 mg), containing 0.005 mmol of Mo] and 30% H2O2 (2.26 mL, 20 mmol) in 5 mL of water. The molar ratio of substrate: H2O2 and that of catalyst (Mo): substrate was maintained at 1: 4 and 1: 1000, respectively. The reaction was conducted at room temperature under magnetic stirring. The reaction progress was monitored by thin layer chromatography (TLC) and GC. After completion, the product and unreacted organic substrates were extracted with diethyl ether, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove excess solvent. The crude product obtained was purified by column chromatography on silica gel with ethyl acetate- hexane (1: 9 v/v) as the eluent.
96% With dihydrogen peroxide In acetonitrile at 20℃; for 0.5h; chemoselective reaction; 2.5 General procedure for the catalytic oxidation of sulfides to sulfoxides General procedure: In a representative procedure, the organic substrate MPS (5mmol) was added to the reaction mixture consisting of the catalyst (21.00mg, containing 0.005mmol of V) in 5mL of H2O. Then 30% H2O2 (2.82mL, 25mmol) was added to the reaction system, contained in a round bottom flask. The molar ratio of V:substrate and that of substrate:H2O2 was maintained at 1:1000 and 1:5, respectively. For the reaction conducted in acetonitrile, the V:substrate and the substrate:H2O2 ratios were adjusted to 1:1000 and 1:2, keeping the other reaction conditions identical to the reaction conducted in water. The reaction was conducted at ambient temperature under continuous magnetic stirring. The progress of the reaction was monitored by thin layer chromatography (TLC) and GC. After completion of the reaction, the catalyst was separated by filtration and washed with acetone. The product and the unreacted substrates were extracted with diethyl ether from the filtrate, dried over anhydrous sodium sulphate and distilled under reduced pressure to remove excess solvent. The obtained product was purified by column chromatography on silica gel using ethyl acetate-hexane (1:9) as the eluent. The product was characterized by IR, 1H NMR, 13C NMR and melting point determination for solid products [Text S1 (Supplementary Information)].
95% With dihydrogen peroxide In water at 20℃; for 0.166667h; Green chemistry; 2.5. General procedure for catalytic oxidation of sulfides to sulfoxides General procedure: In a typical procedure, the sulfide oxidation reaction was carried out by placing organic substrate (5 mmol), catalyst containing 0.005 mmol of Ti [PATi (1.40 mg) or PMATi (1.88 mg)], 30% H2O2 (2.26 mL, 20 mmol) in 5 mL of water in a round bottom flask. The molar ratio of Ti: substrate was maintained at 1:1000 and substrate: H2O2 at 1:4. Reaction was conducted at ambient temperature under magnetic stirring. The progress of the reaction was monitored by thin layer chromatography (TLC) and GC. After completion of the reaction, the oxidized product along with unreacted organic substrate were extracted with diethyl ether, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove excess diethyl ether. The product was then purified by column chromatography on silica gel with ethyl acetate-hexane (1: 9 v/v) as the eluent. The product obtained was characterized by IR, 1H NMR, 13C NMR spectroscopy and melting point determination (for solid products) [Text S1 (Supporting Information)].
92% With aluminum oxide; calcium hypochlorite In dichloromethane at 20℃; for 0.5h;
92% With tert.-butylhydroperoxide; Aminoiminomethanesulfinic acid In dodecane; dichloromethane at 20℃; for 3h; chemoselective reaction; General experimental procedure for TUD catalyzed oxidation of sulfides with TBHP: To the stirred mixture of sulfide (1 mmol), anhydrous TBHP in dodecane (1.5 mmol) in dichloromethane (3 ml) was added catalyst TUD (2 mol %). The resulting mixture was stirred at room temperature for the time reported in the Table 2. Progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with dichloromethane and washed with water (3 × 15 ml). The organic layer was separated, dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude product was purified with column chromatography (SiO2) using ethyl acetate/hexane (4:6) as eluent. The selectivity and conversion were determined by high resolution GC-MS analysis; however the identity of the products was confirmed by comparing their physical and spectral data with the known compounds.
90% With pyridine; methanol; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(II) sulfate at 65℃; for 72h; Schlenk technique; Green chemistry; chemoselective reaction; Procedures for the selective aerobic oxidation of sulfides to sulfoxides General procedure: TEMPO (3.1mg, 0.02mmol), Methanol (1mL), CuSO4 (4.0mg, 0.03mmol), pyridine (8.1µL, 0.1mmol), and sulfides (0.5mmol), were added into the Schlenk tube (100mL). The reaction mixture was stirred at 65 and under O2 conditions for the given time. After the completion of the reaction, the reaction mixture was cooled to the room temperature, ethyl acetate (10mL) was added. And some solid was precipitated. Then, the mixture was filtered, and the solid was washed with petroleum ether and dried which was used directly in recycle experiments. The filtrate was concentrated under reduced pressure. The crude product was purified by column chromatography (silica 300-400, petroleum ether/ethyl acetate mixture = 5/1 and 2/1) to afford the product.
89% With kaolin; sodium bromite In dichloromethane for 1h; Ambient temperature;
84% With aluminum oxide; sodium chlorite In acetone at 20℃; for 0.25h;
83% With C40H32CuN2O2S2; dihydrogen peroxide In water; acetonitrile at 20℃; for 5h; chemoselective reaction; A typical procedure General procedure: A 30% hydrogen peroxide solution (5 mmol) was added to a solution containing the sulfide 2 (2 mmol), complex 1 (0.5 mol%) and 2 mL CH3CN. The reaction mixture was stirred at room temperature until completion of reaction as monitored by TLC. After complete conversion of the reactant, the product was extracted with EtOAc and washed with water. The organic layer was dried over anhydrous Na2SO4. The solvent was removed under vacuum and the residue was purified by chromatography (eluting with 1:1 hexane/EtOAc). Nitrophenyl benzyl sulfoxide (3b).
83% With C40H32CuN2O2S2; dihydrogen peroxide In water; acetonitrile at 20℃; for 5h; chemoselective reaction; A typical procedure General procedure: A 30% hydrogen peroxide solution (5 mmol) was added to asolution containing the sulfide 2 (2 mmol), complex 1 (0.5 mol %) and 2 mLCH3CN. The reaction mixture was stirred at room temperature untilcompletion of reaction as monitored by TLC. After complete conversion ofthe reactant, the product was extracted with EtOAc and washed with water.The organic layer was dried over anhydrous Na2SO4. The solvent was removedunder vacuum and the residue was purified by chromatography (eluting with1:1 hexane/EtOAc).
76% With aluminum oxide; sodium chlorite; [N,N'-bis(salicylidene)-1,2-ethanediaminato]Mn(III) chloride In dichloromethane at 20℃; for 0.5h;
75% With sodium bromite; "wet" H(1+)-exchanged zeolite F-9 In dichloromethane for 1h; Ambient temperature;
71% With oxygen In water; acetonitrile at 20℃; for 2h; Irradiation; chemoselective reaction;
69% With dihydrogen peroxide; acetic acid for 12h; Ambient temperature;
With dihydrogen peroxide; acetone
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Heating;
With Triphenylphosphine selenide; oxygen In methanol; chloroform for 0.5h; Irradiation;
With hydrotrioxide of 2-propanol at -40℃; for 0.5h;
With dihydrogen peroxide
85 %Chromat. With dihydrogen peroxide In ethanol at 20℃; for 0.333333h; Green chemistry;

Reference: [1]Kajigaeshi; Murakawa; Fujisaki; Kakinami [Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 10, p. 3376 - 3377]
[2]Boruah, Jeena Jyoti; Das, Siva Prasad; Ankireddy, Seshadri Reddy; Gogoi, Sandhya Rani; Islam, Nashreen S. [Green Chemistry, 2013, vol. 15, # 10, p. 2944 - 2959]
[3]Shaabani, Ahmad; Lee, Donald G. [Synthetic Communications, 2003, vol. 33, # 11, p. 1845 - 1854]
[4]Gogoi, Sandhya Rani; Boruah, Jeena Jyoti; Sengupta, Gargi; Saikia, Gangutri; Ahmed, Kabirun; Bania, Kusum K.; Islam, Nashreen S. [Catalysis science and technology, 2015, vol. 5, # 1, p. 595 - 610]
[5]Boruah, Jeena Jyoti; Ahmed, Kabirun; Das, Srewashi; Gogoi, Sandhya Rani; Saikia, Gangutri; Sharma, Mitu; Islam, Nashreen S. [Journal of Molecular Catalysis A: Chemical, 2016, vol. 425, p. 21 - 30]
[6]Saikia, Gangutri; Ahmed, Kabirun; Gogoi, Sandhya Rani; Sharma, Mitu; Talukdar, Hiya; Islam, Nashreen S. [Polyhedron, 2019, vol. 159, p. 192 - 205]
[7]Ahmed, Kabirun; Saikia, Gangutri; Paul, Sivangi; Baruah, Satyajit Dey; Talukdar, Hiya; Sharma, Mitu; Islam, Nashreen S. [Tetrahedron, 2019, vol. 75, # 44]
[8]Hirano, Masao; Yakabe, Sigetaka; Itoh, Shikiko; Clark, James H.; Morimotoa, Takashi [Synthesis, 1997, # 10, p. 1161 - 1164]
[9]Location in patent: scheme or table Kumar, Subodh; Verma, Sanny; Jain, Suman L.; Sain, Bir [Tetrahedron Letters, 2011, vol. 52, # 26, p. 3393 - 3396]
[10]Ren, Cheng; Fang, Runxing; Yu, Xiaochun; Wang, Shun [Tetrahedron Letters, 2018, vol. 59, # 11, p. 982 - 986]
[11]Hirano, Masao; Kudo, Hiroyuki; Morimoto, Takashi [Bulletin of the Chemical Society of Japan, 1992, vol. 65, # 6, p. 1744 - 1746]
[12]Hirano, Masao; Yakabe, Shigetaka; Clark, James H.; Morimoto, Takashi [Journal of the Chemical Society. Perkin transactions I, 1996, # 22, p. 2693 - 2698]
[13]Gogoi, Prasanta; Kalita, Mukul; Bhattacharjee, Tirtha; Barman, Pranjit [Tetrahedron Letters, 2014, vol. 55, # 5, p. 1028 - 1030]
[14]Gogoi, Prasanta; Kalita, Mukul; Bhattacharjee, Tirtha; Barman, Pranjit [Tetrahedron Letters, 2014, vol. 55, # 5, p. 1028 - 1030]
[15]Hirano; Yakabe; Clark; Kudo; Morimoto [Synthetic Communications, 1996, vol. 26, # 10, p. 1875 - 1886]
[16]Hirano, Masao; Kudo, Hiroyuki; Morimoto, Takashi [Bulletin of the Chemical Society of Japan, 1994, vol. 67, # 5, p. 1492 - 1494]
[17]Jiang, Jun; Luo, Rongchang; Zhou, Xiantai; Chen, Yaju; Ji, Hongbing [Advanced Synthesis and Catalysis, 2018, vol. 360, # 22, p. 4402 - 4411]
[18]Maercker, Adalbert; Schuhmacher, Rudolf; Buchmeier, Willi; Lutz, Heinz Dieter [Chemische Berichte, 1991, vol. 124, # 11, p. 2489 - 2498]
[19]Ostrowski; Lesnianski [Roczniki Chemii, 1957, vol. 31, p. 1327][Chem.Abstr., 1958, p. 11732] Jerchel et al. [Chemische Berichte, 1954, vol. 87, p. 947,952]
[20]Ruiz, Jean-Michel; Carden, Brian M.; Lena, Louis J.Vincent, Emile-Jean; Escalier, Jean-Claude [Analytical Chemistry, 1982, vol. 54, # 4, p. 688 - 691]
[21]Bhardwaj, Raj K.; Davidson, R. Stephen [Tetrahedron, 1987, vol. 43, # 19, p. 4473 - 4480]
[22]Shereshovets, V. V.; Komissarov, V. D.; Shafikov, N. Ya.; Bachanova, L. A.; Kolosnitsin, V. S.; et al. [Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 207][Zhurnal Organicheskoi Khimii, 1983, vol. 19, # 1, p. 225]
[23]Egutkin, N. L.; Malaya, I. P.; Nikitin, Yu. E. [Russian Journal of Physical Chemistry, 1984, vol. 58, # 12, p. 1813 - 1815][Zhurnal Fizicheskoi Khimii, 1984, vol. 58, p. 2988 - 2990]
[24]Gogoi, Prasanta; Hazarika, Sukanya; Barman, Pranjit [RSC Advances, 2015, vol. 5, # 48, p. 38044 - 38047]
  • 5
  • [ 6294-31-1 ]
  • [ 16823-61-3 ]
YieldReaction ConditionsOperation in experiment
99% With Oxone; kaolin In dichloromethane for 5.5h; Ambient temperature;
99% With dihydrogen peroxide In water; acetonitrile at 20℃; for 1.91667h; Green chemistry; chemoselective reaction;
99% With phthalic anhydride; urea hydrogen peroxide adduct In ethyl acetate at 20℃; Green chemistry; Procedure B: General procedure: To a solution of sulfide 1 (200 mg, 1-2 mmol, 1 equiv) in EtOAc (5 mL) was added UHP (3 equiv) and phthalic anhydride (3equiv) and the solution was allowed to stir for 12-16 h at r.t. The reaction was quenched with sat. aq Na2SO3 (10 mL) and then diluted withEtOAc (5 mL). The organics were washed with 1 N aq NaOH (2 × 10mL), H2O (10 mL), and brine (10 mL). The organics were dried (Na2-SO4) and concentrated to give the desired, spectroscopically pure sulfoneproduct.
98% With dihydrogen peroxide In water at 80℃; for 1.41667h; Green chemistry; 2.6. General procedure for catalytic oxidation of sulfides to sulfones General procedure: To a stirred solution of 5 mmol sulfide in 5 mL water, 0.01 mmol of Ti containing catalyst [PATi (2.81 mg) or PMATi (3.77 mg)] was added, followed by addition of 50% H2O2 (1.36 mL, 20 mmol) in a round bottom flask. The Ti: substrate molar ratio was maintained at 1 : 500 and the substrate: H2O2 molar ratio at 1 : 4. The reaction was conducted at 80 °C temperature. The reaction was monitored by thin-layer chromatography (TLC) and GC. After completion of the reaction, the system was allowed to cool to room temperature. The sulfone obtained was then isolated, purified and characterized by following similar procedure as mentioned under above section.
97% With dihydrogen peroxide In water at 20℃; for 1.5h; Green chemistry; chemoselective reaction; 2.4. General procedure for oxidation of sulfides General procedure: The catalytic protocol for the oxidation of sulfides was as follows:catalyst (0.005 mmol of Nb) [Catalyst 1 (16.7 mg) or Catalyst 2 (13.9mg)] and 5 mmol of the substrate was placed in a 50 mL two-neckedround-bottomed flask. With constant magnetic stirring at room temperature,50% H2O2 (0.68 mL, 10 mmol) was added to the reactionmixture. The molar ratio of Nb:MPS:oxidant was fixed at 1:1000:2000.Thin-layer chromatography (TLC) and GC were used to monitor theprogress of the reaction. As the reaction was completed, the catalyst wasseparated from the mixture by filtering and repeatedly washed withacetone. The unreacted organic substrates, also the products of the reactionwere extracted using diethyl ether and dried with anhydrousNa2SO4 subsequently distilled under reduced pressure to remove theexcess of diethyl ether. Column chromatography was carried out topurify the products where ethyl acetate:hexane (1:9) was used as themobile phase. IR, NMR spectral analysis, and melting point determinationwere mainly applied for the characterization of the obtainedproducts.
96% With potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; wet-montmorillonite In dichloromethane for 4h; Heating;
93% With Na2[Nb(O2)3(nic)(H2O)]*H2O; dihydrogen peroxide In water at 20℃; for 1h; chemoselective reaction;
With dihydrogen peroxide; acetic acid
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Heating;

  • 6
  • [ 6294-31-1 ]
  • [ 127-65-1 ]
  • [ 69745-50-2 ]
YieldReaction ConditionsOperation in experiment
With cetyltributylphosphonium bromide
  • 7
  • [ 6294-31-1 ]
  • [ 355-42-0 ]
  • [ 307-59-5 ]
  • [ 1423-20-7 ]
  • [ 3892-60-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogen fluoride (electrolysis);
  • 8
  • [ 135074-98-5 ]
  • [ 106-24-1 ]
  • [ 6294-31-1 ]
  • methanesulfonate de geranyldihexylsulfonium [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% In dichloromethane
  • 9
  • [ 111-25-1 ]
  • [ 6294-31-1 ]
  • [ 10496-15-8 ]
YieldReaction ConditionsOperation in experiment
With 18-crown-6 ether; hexamethyldisilathiane; cesium fluoride In acetonitrile Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With benzyl triethyl ammonium tetrathiomolybdate for 0.0666667h; Microwave irradiation;
  • 10
  • [ 6294-31-1 ]
  • [ 2180-20-3 ]
  • [ 16823-61-3 ]
YieldReaction ConditionsOperation in experiment
With oxygen; titanium(IV) oxide In acetonitrile Irradiation;
1: 64 % Chromat. 2: 29 % Chromat. With tert.-butylhydroperoxide In chloroform for 120h;
  • 11
  • [ 2180-20-3 ]
  • [ 6294-31-1 ]
  • [ 10496-15-8 ]
  • [ 34005-03-3 ]
  • 1-hexenyl hexyl sulfide [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 25 % Chromat. 2: 12 % Chromat. 3: 6 % Chromat. 4: 55 % Chromat. With aluminum oxide; bis(acetylacetonate)nickel(II) In toluene at 200℃; for 12h; Further byproducts given;
  • 12
  • [ 16823-61-3 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
29% With lithium aluminium tetrahydride In tetrahydrofuran for 3h;
  • 13
  • [ 10490-43-4 ]
  • [ 100-99-2 ]
  • [ 6294-31-1 ]
  • [ 75937-66-5 ]
  • [ 75937-67-6 ]
YieldReaction ConditionsOperation in experiment
1: 45 % Chromat. 2: 54.5 % Chromat. 3: 0.5 % Chromat. In hexane at 80℃; for 2h;
  • 14
  • [ 4998-76-9 ]
  • Didodecyl-(3-methyl-2-butenyl)-sulfonium perchlorate [ No CAS ]
  • [ 6294-31-1 ]
  • (dimethyl-3,7 octadiene-2,6 yl-1) phosphate de bis (cyclohexylammonium) [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% With tetrabutylammonium dihydrogen phosphate In dichloromethane
  • 15
  • [ 2180-20-3 ]
  • [ 1165952-91-9 ]
  • [ 108-88-3 ]
  • [ 6294-31-1 ]
  • [ 10496-15-8 ]
  • [ 16823-61-3 ]
  • [ 1812-51-7 ]
  • [ 34005-03-3 ]
  • 1-hexenyl hexyl sulfide [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 34 % Chromat. 2: 34 % Chromat. 3: 5 % Chromat. 4: 17 % Chromat. 5: 4 % Chromat. 6: 6 % Chromat. With aluminum oxide; Ni(acac) at 200℃; for 12h; other dialkyl sulfoxides and 1,3-dienes; var. metal complexes and ligands; var. stoichiometry;
  • 16
  • [ 2180-20-3 ]
  • [ 108-88-3 ]
  • [ 6294-31-1 ]
  • [ 1812-51-7 ]
  • [ 34005-03-3 ]
  • 1-hexenyl hexyl sulfide [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 34 % Chromat. 2: 17 % Chromat. 3: 5 % Chromat. 4: 34 % Chromat. With aluminum oxide; bis(acetylacetonate)nickel(II) In toluene at 150℃; for 12h; Further byproducts given;
  • 17
  • [ 111-25-1 ]
  • [ 59-52-9 ]
  • [ 6294-31-1 ]
  • 2,3-Bis-hexylsulfanyl-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate 1) ethanol, water, rt, 1 h; 2) ethanol, water, reflux, 3 d; Yield given. Multistep reaction. Yields of byproduct given;
  • 18
  • [ 111-25-1 ]
  • [ 6294-31-1 ]
  • 2,3-Bis-hexylsulfanyl-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 2,3-dimercaptopropanol; sodium hydrogencarbonate 1) ethanol, water, rt, 1 h; 2) ethanol, water, reflux, 3 d; Yield given. Multistep reaction. Yields of byproduct given;
  • 19
  • [ 6294-31-1 ]
  • [ 111-31-9 ]
YieldReaction ConditionsOperation in experiment
With hydrogen In acetone at -78℃; other alkyl sulfides and alkyl substituted-benzyl sulfides, competition with various alkyl sulfides, rate of disappearance relative to various alkyl sulfides, microwave generation of H from H2, other reagent: atomic deuterium;
  • 20
  • [ 6294-31-1 ]
  • [ 110-54-3 ]
  • [ 111-31-9 ]
YieldReaction ConditionsOperation in experiment
1: 5 % Chromat. 2: 90 % Chromat. With sodium In various solvent(s) at 254℃; for 8h;
  • 21
  • [ 592-41-6 ]
  • [ 7783-06-4 ]
  • [ 78-00-2 ]
  • [ 111-31-9 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
Irradiation;
YieldReaction ConditionsOperation in experiment
Desulfurierung m. versch. Raney-Metallen, 220-230grad, 15 h, H2;
Rk. m. HF (Elektrolyse, 4.6 V, 10 A), -> Perfluor-hexan, Perfluorhexyl-schwefelpentafluorid, Bis-(perfluor-hexyl)-schwefeltetrafluorid, Perfluor-dodecan;
Farb-Rk. m. Tetracyanaethylen;
Radiolyse;
Rk. mit H2O2, Eg., Acetanhydrid;
Pyrolyse;
Ox. zu Dihexylsulfoxid;
Oxid. --> Dihexylsulfoxid;
With naphthalene at 250℃; var. hydrocarbon reagents; var. temps.;
With dodecane at 259.9℃; rate constant of desulfurization;

  • 24
  • [ 111-31-9 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
at 260℃; im Rohr;
  • 25
  • [ 592-41-6 ]
  • [ 111-31-9 ]
  • [ 110-05-4 ]
  • [ 6294-31-1 ]
  • [ 100528-58-3 ]
YieldReaction ConditionsOperation in experiment
at 130℃;
  • 26
  • hexane-1-thiol; tetrahexyl tetrathioorthostannate [ No CAS ]
  • [ 6294-31-1 ]
  • 27
  • hexane-1-thiol; tetrahexyl tetrathioorthostannate [ No CAS ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
at 200℃; im Hochwakuum;
  • 28
  • [ 2180-20-3 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
85% With titanium(IV) iodide In acetonitrile at 0℃; for 0.166667h;
18% With aluminum oxide; sodium tetrahydroborate; cobalt(II) chloride hexahydrate; water In hexane at 60℃; for 3h;
  • 29
  • [ 6294-31-1 ]
  • [ 556-82-1 ]
  • [ 76-05-1 ]
  • C17H35S(1+)*CF3CO2(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dichloromethane at 20℃; for 20h;
  • 30
  • [ 6294-31-1 ]
  • [ 106460-14-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetone; aqueous hydrogen peroxide 2: sulfuric acid; chloroform; hydrazoic acid
  • 32
  • sodium tetrachloropalladate(II) [ No CAS ]
  • [ 6294-31-1 ]
  • {PdCl3(dihexyl sulphide)}(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With lithium chloride In ethanol; water 25°C; not isolated; spectrophotometric monitoring;
  • 33
  • [ 6294-31-1 ]
  • silver nitrate [ No CAS ]
  • Ag(1+)*NO3(1-)*2C12H26S = AgNO3*2C12H26S [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; benzene shaking of soln. of AgNO3 in water with a soln. of hexyl sulfide in benzene;
In water; benzene shaking of soln. of AgNO3 in water with a soln. of hexyl sulfide in benzene;
  • 34
  • [ 6294-31-1 ]
  • [ 1423-20-7 ]
YieldReaction ConditionsOperation in experiment
4.6 V , 10 A , electrofluorination; purification by distillation and gas chromatography;
4.6 V , 10 A , electrofluorination; purification by distillation and gas chromatography;
  • 35
  • [ 6294-31-1 ]
  • [ 3892-60-2 ]
YieldReaction ConditionsOperation in experiment
electrofluorination;
electrofluorination;
  • 36
  • [ 6294-31-1 ]
  • [ 14977-61-8 ]
  • [ 108804-24-6 ]
YieldReaction ConditionsOperation in experiment
In tetrachloromethane dropwise addn. of CrO2Cl2 soln. to an ice-cold soln. of base, stirring (2 h); trituration with dry ether, filtration under dry N2, washing (dry Et2O), drying in vac., elem. anal.;
  • 37
  • [ 6294-31-1 ]
  • [ 516490-19-0 ]
  • [ 7647-01-0 ]
  • [Au(I)Cl(dihexyl sulfide)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water In further solvent(s) byproducts: (CH3CH2CH2CH2CH2CH2)2SO; in octyl alcohol, c(Au) > 5.1E-4 mol/l, 293 - 313 K; followed by UV spectroscopy;
With water In tetrachloromethane byproducts: (CH3CH2CH2CH2CH2CH2)2SO; c(Au) > 5.1E-4 mol/l, 293 - 313 K; followed by UV spectroscopy;
With water In toluene byproducts: (CH3CH2CH2CH2CH2CH2)2SO; c(Au) > 5.1E-4 mol/l, 293 - 313 K; followed by UV spectroscopy;
With water In n-heptane byproducts: (CH3CH2CH2CH2CH2CH2)2SO; c(Au) > 5.1E-4 mol/l, 293 - 313 K; followed by UV spectroscopy;
With water In chloroform byproducts: (CH3CH2CH2CH2CH2CH2)2SO; c(Au) > 5.1E-4 mol/l, 293 - 313 K; followed by UV spectroscopy;

  • 38
  • [ 6294-31-1 ]
  • [ 516490-19-0 ]
  • [Au(I)Cl(dihexyl sulfide)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrachloromethane; water byproducts: dihexyl sulfoxide; at 303 K, water conc. was varied; spectrophotometrical monitoring;
  • 39
  • [ 87331-70-2 ]
  • [ 6294-31-1 ]
  • [ 516490-19-0 ]
YieldReaction ConditionsOperation in experiment
In tetrachloromethane; water at 303 K, water conc. was varied; spectrophotometrical monitoring;
  • 40
  • [ 6294-31-1 ]
  • [ 161117-83-5 ]
  • tert-butyl (4-n-hexylthio-2-methoxy-3-pyridyl) carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
82.3% 4.48 g (20 mmol) of the compound obtained in the preceding step in solution in 100 ml of diethyl ether and 9.05 ml (60 mmol) of tetramethylethylene-diamine are placed in a reactor, protected from moisture, and under a nitrogen atmosphere. After having cooled the solution to -70 C., 37.5 ml (60 mmol) of n-butyllithium in hexane (1.6 M) are added dropwise.. The reaction medium is stirred for 2 hours at -10 C. and then 14.1 g (60 mmol) of dihexyl sulfide are added dropwise at -70 C. After stirring the solution for 12 hours at room temperature, the reaction medium is taken up in water and extracted with diethyl ether.. The organic phase is washed with hydrochloric acid (0.1 M) and then with water until a PH of the washings equal to 7 is obtained, and then finally dried over sodium sulfate.. After evaporation of the solvent, an oil is obtained which is chromatographed on a silica gel (eluent ethyl acetate-hexane: 1-5).. After evaporation of the solvent, 5.6 g of an oil is obtained which crystallizes, that is to say a yield of 82.3%.. Its melting point is between 72 and 74 C. TLC: (MERCK "Kieselgel 60" silica gel; AcOEt-hexane: 1-3); Rf=0.3 I.R.: upsilon NH=3171, CO=1720; NMR: (CDCl3): 0.85 (t, 3H); 1.3 (m, 4H); 1.45 (m, 11H); 1.7-1.8 (m, 2H); 3.0 (t, 2H); 4.25 (s, 3H); 6.7 (d, 1H, J=6.8 Hz); 7.85 (d, 1H, J=6.8 Hz).
  • 41
  • [ 6294-31-1 ]
  • None [ No CAS ]
  • None [ No CAS ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine
  • 42
  • [ 592-41-6 ]
  • [ 111-31-9 ]
  • [ 6294-31-1 ]
  • [ 10496-15-8 ]
YieldReaction ConditionsOperation in experiment
With tri(p-tolyl)amine; hydrogen sulfide Electrochemical reaction;
  • 43
  • [ 111-31-9 ]
  • [ 592-41-6 ]
  • [ 6294-31-1 ]
  • [ 10496-15-8 ]
YieldReaction ConditionsOperation in experiment
With hydrogen at 300℃; for 3h; Flow reactor; 2.2. Catalytic measurements General procedure: The general procedure for the catalytic reaction is described for the benzene thiol/acetic acid/1 system. A conventional ver-tical glass fixed-bed microreactor with a continuous gas-flow system was operated at atmospheric pressure [10]. In each experiment, a weighed supported sample of 1/SiO2(30.0 mg) waspacked in a borosilicate glass tube (3 mm i.d.) with the aid of quartz glass and placed in the center of an electric furnace.The supported cluster sample was initially heated from room temperature to a fixed temperature between 50 and 500° C in15 min in a hydrogen stream (300 mL/h), and then it was heldat that temperature for 45 min for activation. Then, the reactionwas initiated by feeding a mixture of benzenethiol (102 L/h,1.0 mmol/h) and acetic acid (114 L/h, 2.0 mmol/h) into the hydrogen stream without changing the temperature. The reaction was monitored every 30 min by sampling the reaction gas (1 mL) with a Conversion, six-way valve kept at 150C followed by analysis using an online gas-liquid chromatograph (GLC) with a methyl silicone column. The reactor effluent was collected in an ice trap containing tetrahydrofuran for subsequent analyses by GLC with a poly(ethyleneglycol) capillary column or a dimethylpolysiloxane capillary col-umn and gas chromatography-mass spectrometry (GC-MS) witha dimethylpolysiloxane capillary column. Catalytic reactions usingthe other thiols, alkylating reagents, and catalysts were performedin the same way. In this paper, conversion and selectivity aredefined as follows: conversion = products/(products + recoveredthiol) × 100 (%), and selectivity = product/(total amount of prod-ucts) × 100 (%) based on thiol.
  • 44
  • [ 111-31-9 ]
  • [ 64-19-7 ]
  • [ 592-41-6 ]
  • [ 6294-31-1 ]
  • [ 2307-12-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogen at 300℃; for 3h; Flow reactor; 2.2. Catalytic measurements General procedure: The general procedure for the catalytic reaction is described for the benzene thiol/acetic acid/1 system. A conventional ver-tical glass fixed-bed microreactor with a continuous gas-flow system was operated at atmospheric pressure [10]. In each experiment, a weighed supported sample of 1/SiO2(30.0 mg) waspacked in a borosilicate glass tube (3 mm i.d.) with the aid of quartz glass and placed in the center of an electric furnace.The supported cluster sample was initially heated from room temperature to a fixed temperature between 50 and 500° C in15 min in a hydrogen stream (300 mL/h), and then it was heldat that temperature for 45 min for activation. Then, the reactionwas initiated by feeding a mixture of benzenethiol (102 L/h,1.0 mmol/h) and acetic acid (114 L/h, 2.0 mmol/h) into the hydrogen stream without changing the temperature. The reaction was monitored every 30 min by sampling the reaction gas (1 mL) with a Conversion, six-way valve kept at 150C followed by analysis using an online gas-liquid chromatograph (GLC) with a methyl silicone column. The reactor effluent was collected in an ice trap containing tetrahydrofuran for subsequent analyses by GLC with a poly(ethyleneglycol) capillary column or a dimethylpolysiloxane capillary col-umn and gas chromatography-mass spectrometry (GC-MS) witha dimethylpolysiloxane capillary column. Catalytic reactions usingthe other thiols, alkylating reagents, and catalysts were performedin the same way. In this paper, conversion and selectivity aredefined as follows: conversion = products/(products + recoveredthiol) × 100 (%), and selectivity = product/(total amount of prod-ucts) × 100 (%) based on thiol.
  • 45
  • [ 592-41-6 ]
  • [ 109-79-5 ]
  • [ 1679-06-7 ]
  • [ 111-31-9 ]
  • [ 544-40-1 ]
  • [ 6294-31-1 ]
  • [ 16967-04-7 ]
  • 2-(hexylthio)hexane [ No CAS ]
  • sec-Butyl hexyl sulfide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogen In hexane at 110℃; Flow reactor; The catalytic reaction of thioetherification was carried out in afixed bed flow reactor system. This apparatus consists of a gas-feeding system controlled by a mass flow meter and a syringepump liquid feeding system. The reactor, with an internal diameterof 10 mm, was loaded with the 5 ml catalyst sample. The cata-lysts were in situ presulfurized with n-hexane contained 2 wt% CS2.Then, catalytic performance was tested by the mixture of 20 wt% 1-hexene, and 100 g/g 1-butanethiol in n-hexane over the sulfidedMo-Ni/Al2O3catalysts. The liquid feed and H2were input by thepump and the mass flow controller, respectively. Both reactantswere mixed before they entered the reactor. The gas and liquidproducts were collected in a storage tank after a condenser. A backpressure valve connected with the storage tank to control the pres-sure of the reactor system. The experiments were carried out underthe condition of the pressure 1 MPa, the volume ratio of H2and feed10, and the liquid hourly space velocity 4 h-1. The reaction temper-atures were in the range of 70-140C. After a stabilization periodof 10 h, reaction products were collected and analyzed per 4 h. Inthe experiment process, in order to improve the comparability ofresults of different reaction conditions, the catalysts were replacedand presulfurized under the same conditions when the experimen-tal conditions were adjusted. All quantitative data are an averagevalue of 5 continuous samples.
With hydrogen In hexane at 80℃; Flow reactor; The catalytic reaction of thioetherification was carried out in afixed bed flow reactor system. This apparatus consists of a gas-feeding system controlled by a mass flow meter and a syringepump liquid feeding system. The reactor, with an internal diameterof 10 mm, was loaded with the 5 ml catalyst sample. The cata-lysts were in situ presulfurized with n-hexane contained 2 wt% CS2.Then, catalytic performance was tested by the mixture of 20 wt% 1-hexene, and 100 g/g 1-butanethiol in n-hexane over the sulfidedMo-Ni/Al2O3catalysts. The liquid feed and H2were input by thepump and the mass flow controller, respectively. Both reactantswere mixed before they entered the reactor. The gas and liquidproducts were collected in a storage tank after a condenser. A backpressure valve connected with the storage tank to control the pres-sure of the reactor system. The experiments were carried out underthe condition of the pressure 1 MPa, the volume ratio of H2and feed10, and the liquid hourly space velocity 4 h-1. The reaction temper-atures were in the range of 70-140C. After a stabilization periodof 10 h, reaction products were collected and analyzed per 4 h. Inthe experiment process, in order to improve the comparability ofresults of different reaction conditions, the catalysts were replacedand presulfurized under the same conditions when the experimen-tal conditions were adjusted. All quantitative data are an averagevalue of 5 continuous samples.
  • 46
  • [ 638-45-9 ]
  • [ 6294-31-1 ]
  • [ 10496-15-8 ]
YieldReaction ConditionsOperation in experiment
1: 17 %Chromat. 2: 7 %Chromat. With sulfide ion In tetrahydrofuran; water at 20℃; for 12h; Inert atmosphere; Green chemistry;
  • 47
  • [ 6294-31-1 ]
  • [ 61650-22-4 ]
  • N-benzoyl 2-dihexylsulfimide [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With tris(triphenylphosphine)ruthenium(II) chloride; Benzohydroxamic acid; silver(I) acetate In methanol at 30℃; for 0.166667h; Schlenk technique;
88% With tris(triphenylphosphine)ruthenium(II) chloride; Benzohydroxamic acid; silver(I) acetate In methanol at 25℃; for 0.166667h; 12 General procedure: In an air atmosphere, N-(alkanoyloxy)amide and disubstituted sulfide are used as raw materials, ruthenium complexes are used as catalysts, and in the presence of silver salt additives and ligands, the reaction is carried out in the reaction solvent. After the reaction, the N-substituted sulfimide compound is obtained through recrystallization.
  • 48
  • [ 6294-31-1 ]
  • [ 65-85-0 ]
  • 1-(hexylthio)hexyl benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With tetrabutylammonium tetrafluoroborate In methanol; acetonitrile at 20℃; for 6h; Inert atmosphere; Electrochemical reaction;
  • 49
  • [ 111-31-9 ]
  • [ 6294-31-1 ]
YieldReaction ConditionsOperation in experiment
92% With cerium(III) bromide; dihydrogen peroxide In tetrahydrofuran; water at 20℃; for 0.1 - 1.5h; 7 Example 7 1 g (1 mmol, 118.2 mg) was dissolved in THF (1.5 ml), CeBr3 (0.02 mmol, 7.6 mg) and H2O2 aqueous solution (30 wt%, 0.6 mmol, 61.3 μl) were successively added to the mixture, and the mixture was stirred at room temperature. Reaction 0.1-1.5h. After completion of the reaction, the reaction was quenched with Na2S2O3 solution (0.1M, 1.5ml) and extracted with ethyl acetate (30ml). The organic phase was collected and the aqueous phase was extracted with ethyl acetate (3 x 10 ml). The organic phases were combined, washed with water in sequence, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain 2 g of the target product (yield: 92%).
Same Skeleton Products
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