Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20 - 24℃; for 20h; | 100% |
With benzylamine In acetonitrile at 25℃; for 0.525h; Rate constant; different amines, amine concentrations and reaction times; | |
With sodium hydroxide |
Conditions | Yield |
---|---|
With C4H9N2O9W In methanol; water at 20℃; for 4h; chemoselective reaction; | 99% |
With selenium(IV) oxide; dihydrogen peroxide In water; ethyl acetate chemoselective reaction; | 99% |
With dihydrogen peroxide In water at 80℃; for 7.33333h; Catalytic behavior; Reagent/catalyst; Green chemistry; | 98% |
Phenyl vinyl sulfoxide
PVS
Conditions | Yield |
---|---|
With dihydrogen peroxide; [(η5-C5Me5)Mo(CO)3Cl] In acetonitrile at -20 - 20℃; for 4h; | 98% |
With dihydrogen peroxide In water; acetic acid at 20℃; for 12h; | 97% |
With n-C4F9; perfluoro-cis-2,3-dialkyloxaziridine; n-C3F7 In chloroform; trichlorofluoromethane at -20℃; for 0.25h; | 90% |
With dihydrogen peroxide In acetic acid Ambient temperature; Yield given; |
2-(phenylsulfonyl)ethanol
PVS
Conditions | Yield |
---|---|
With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; for 6h; Dehydration; | 95% |
Multi-step reaction with 2 steps 1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; DMAP / CH2Cl2 / 12 h / 20 °C 2: aq. NaHCO3 / acetone / 12 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; DMAP / CH2Cl2 / 12 h / 20 °C 2: aq. NaHCO3 / acetone / 12 h / 20 °C View Scheme | |
With sulfuric acid Behandeln des Reaktionsgemisches mit Wasser und mit wss. Natronlauge; |
(1,2-dibromo-ethyl)-phenyl sulfone
PVS
Conditions | Yield |
---|---|
With triphenylphosphine In methanol at 25℃; | 92% |
With triphenylphosphine In methanol at 25℃; Rate constant; | 92% |
Conditions | Yield |
---|---|
With tri-n-butyl-tin hydride In dichloromethane for 0.0833333h; Ambient temperature; | 90% |
With PtCl2Styr2; diphenylsilane In chloroform for 4h; Heating; | 15% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 87% |
With n-butyllithium 1.) hexane, THF, 0 deg C, 0.5 h, 2.) hexane, THF, room temperature; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.25h; Cooling with ice; stereospecific reaction; | 85% |
A
PVS
B
phenyl 2-methoxyethyl sulfone
Conditions | Yield |
---|---|
With methanol; triphenylphosphine at 25℃; | A n/a B 82% |
With methanol; triphenylphosphine at 25℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.); | A n/a B 82% |
Conditions | Yield |
---|---|
With methanol; triphenylphosphine at 25℃; | A 80% B n/a |
With methanol; triphenylphosphine at 25℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.); | A 80% B n/a |
Conditions | Yield |
---|---|
With methanol; triphenylphosphine at 25℃; | A n/a B 78% |
With methanol; triphenylphosphine at 25℃; Rate constant; Thermodynamic data; other β-substituted α-bromosulfones; ΔH(excit.), ΔS(excit.); | A n/a B 78% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; for 24h; | 78% |
In N,N-dimethyl-formamide at 80℃; Inert atmosphere; | 50% |
In N,N-dimethyl-formamide at 80℃; Inert atmosphere; | 50% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; | 76% |
Conditions | Yield |
---|---|
With palladium dichloride In dimethyl sulfoxide at 50℃; for 8h; chemoselective reaction; | 71% |
Conditions | Yield |
---|---|
Stage #1: sodium benzenesulfonate; 2-bromoethanol In N,N-dimethyl-formamide at 80℃; Inert atmosphere; Stage #2: With methanesulfonyl chloride; triethylamine In dichloromethane at 20℃; Inert atmosphere; Schlenk technique; | 70% |
Conditions | Yield |
---|---|
With oxygen; copper(l) chloride; lithium bromide In dimethyl sulfoxide at 100℃; under 760.051 Torr; for 12h; Schlenk technique; stereoselective reaction; | 67% |
Conditions | Yield |
---|---|
With C36H27CuN8O2; dihydrogen peroxide In methanol; dichloromethane at 0℃; for 10h; | A 52% B 25% |
With dihydrogen peroxide; titanium(IV) isopropylate; L-Tartaric acid; silica gel In methanol; water at 25℃; for 24h; Title compound not separated from byproducts; | A 3% B 94 % Spectr. |
With dihydrogen peroxide; Mg-Al-LDH-WO4 at 20℃; for 3h; |
Conditions | Yield |
---|---|
With pyridine; thionyl chloride; sodium hydrogencarbonate In toluene | A n/a B 0.7% |
Conditions | Yield |
---|---|
With benzene |
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
thiophenolate
sodium ethanolate
A
cyanide(1-)
B
PVS
C
2-ethoxyethyl phenyl sulphone
D
(2-Isocyano-ethylsulfanyl)-benzene
Conditions | Yield |
---|---|
Rate constant; Product distribution; multistep reaction, 1.) ethanol, 25 deg C; 2.) ethanol; |
Conditions | Yield |
---|---|
With sodium hydroxide for 10h; Ambient temperature; other concentration of NaOH, reaction velocity; |
S-<2-(4-Ethoxycarbonylphenylsulfonyl)ethyl>cystein-methylester
A
L-Cysteine methyl ester
B
PVS
Conditions | Yield |
---|---|
With sodium hydroxide Ambient temperature; reaction times, various conc. of NaOH; |
N-Acetyl-S-<2-(4-ethoxycarbonylphenylsulfonyl)ethyl>cystein
A
N-acetylcystein
B
PVS
Conditions | Yield |
---|---|
With sodium hydroxide Ambient temperature; reaction times, various conc. of NaOH, add. of N-Acetyl-S-<2-(phenylsulfonyl)ethyl>-cystein; |
Conditions | Yield |
---|---|
With sodium hydroxide for 0.5h; Ambient temperature; other concentration of NaOH, reaction velocity; |
N-(Benzyloxycarbonyl)glycyl-S-<2-(phenylsulfonyl)ethyl>cystein-methylester
A
PVS
B
N-(Benzyloxycarbonyl)glycyl-cystein-methylester
Conditions | Yield |
---|---|
With sodium hydroxide for 1.75h; Ambient temperature; reaction velocity; |
Conditions | Yield |
---|---|
With triethylamine 1.) ethanol, reflux, 3 d; 2.) dichloromethane, ethanol, reflux; Yield given. Multistep reaction; |
A
PVS
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 1.75h; Product distribution; Ambient temperature; |
A
PVS
B
cysteine methyl ester hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide; triethylamine In methanol for 10h; Product distribution; Ambient temperature; |
Conditions | Yield |
---|---|
In acetonitrile for 2h; Ambient temperature; | 100% |
Stage #1: 1H-imidazole With o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride In toluene for 0.166667h; Michael Addition; Inert atmosphere; Stage #2: PVS In toluene at 22℃; for 3h; Michael Addition; Inert atmosphere; | 99% |
N-methylmaleimide
Cyclohexanone oxime
PVS
2,2-spiropentamethylene-3-(2'-phenylsulphonylethyl)-7-methyl-3,7-diaza-4-oxabicyclo<3.3.0>octane-6,8-dione
Conditions | Yield |
---|---|
In [D3]acetonitrile for 720h; Ambient temperature; | 100% |
PVS
1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione
2-(1-adamantyl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane
Conditions | Yield |
---|---|
In dichloromethane; benzene for 0.166667h; Mechanism; Ambient temperature; Irradiation; easy formation of a carbon-carbon bond by simply incorporating activated olefin into the system (further activated olefins gave similar products); | 100% |
In dichloromethane; benzene for 0.166667h; Ambient temperature; Irradiation; during work up excess monomer was destroyed by hydrazine; | 100% |
PVS
diacetone acrylamide oxime
2-(2-phenylsulphonylethyl)-1,8,8-trimethyl-6-oxo-2,7-diaza-3-oxabicyclo<4.3.0>nonane
Conditions | Yield |
---|---|
In xylene for 16h; Heating; | 100% |
In xylene at 140℃; Yield given; |
PVS
2-(1-adamantyl)-1-phenylsulphonyl-1-(pyridine-2-thiyl)ethane
Conditions | Yield |
---|---|
In dichloromethane; benzene at 20 - 25℃; for 0.166667h; Irradiation; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
In ethanol at 20℃; Cooling with ice; | 81% |
Conditions | Yield |
---|---|
With water; sodium chloride In acetonitrile pH=2; Electrochemical reaction; Green chemistry; | 100% |
With N-ethylpiperidine hypophosphite; triethyl borane; oxygen In 1,4-dioxane at 20℃; for 1h; | 98% |
With cetyltrimethylammonim bromide; 4,4'-dicyano-4,4'-azo-di-valeric acid; N-ethylpiperidinium hypophosphite In 1,4-dioxane; water at 100℃; for 0.5h; | 94% |
With (CH3)3N(+)(CH2)15CH3*H2PO2(-); 4,4'-dicyano-4,4'-azo-di-valeric acid In water at 100℃; for 1h; | 89% |
With tert-butylisonitrile; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; triethylamine; lithium chloride; palladium dichloride In benzene for 16h; Giese Free Radical Synthesis; Irradiation; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With hydrogenchloride; water; sodium chloride In acetonitrile for 20h; pH=2; Solvent; pH-value; Electrochemical reaction; Green chemistry; | 100% |
With 2,2'-azobis(isobutyronitrile); tert-butyl(2,6-dimethoxy-1-methylcyclohexa-2,5-dien-1-yl)dimethylsilane In hexane for 14h; Giese-type addition; Heating; | 89% |
With indium In methanol; water at 20℃; for 0.5h; | 86% |
Conditions | Yield |
---|---|
With quinidine 9-O-(9'-phenanthryl)ether In toluene at 20℃; for 36h; Michael addition; optical yield given as %ee; enantioselective reaction; | 100% |
PVS
3-methoxybenzenethiol
2-[(3-methoxyphenyl)sulfanyl]ethyl phenyl sulfone
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane at 20℃; for 20h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
PVS
N,N',N'-trimethylenediamine
N1,N1,N2-trimethyl-N2-[2-(phenylsulfonyl)ethyl]-1,2-ethanediamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
(R)-sec-butylamine
PVS
(R)-N-[2-(phenylsulfonyl)ethyl]butan-2-amine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
In ethanol at 0 - 20℃; | 99% |
PVS
propan-1-ol-3-amine
3-[(2-(phenylsulfonyl)ethyl)amino]propan-1-ol
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
1-methyl-piperazine
PVS
1-methyl-4-[2-(phenylsulfonyl)ethyl]piperazine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
PVS
N,N-dimethylethylenediamine
N1,N1-dimethyl-N2-[2-(phenylsulfonyl)ethyl]ethane-1,2-diamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 2h; Michael Addition; Green chemistry; | 99% |
triethylamine In tetrahydrofuran for 4.5h; Ambient temperature; | 96% |
With potassium carbonate In dichloromethane at 20℃; for 20h; Inert atmosphere; | 92% |
With 1,3-dicyclohexylimidazolium-2-carboxylate In tetrahydrofuran at 21℃; for 2h; Michael Addition; | 90% |
Conditions | Yield |
---|---|
Stage #1: aniline With potassium tert-butylate; bis[2-(diphenylphosphino)phenyl] ether; copper(l) chloride In toluene for 0.166667h; Michael Addition; Inert atmosphere; Stage #2: PVS In toluene at 22℃; for 3h; Reagent/catalyst; Michael Addition; Inert atmosphere; | 99% |
acetic acid at 200℃; for 0.333333h; Michael addition; microwave irradiation; | 96% |
With acetic acid at 200℃; for 0.333333h; Microwave irradiation; Sealed vessel tube; | 76% |
N-tert-Butylhydroxylamine
PVS
Conditions | Yield |
---|---|
In dichloromethane for 2h; Ambient temperature; | 99% |
PVS
1-methoxy-3-<(phenylthio)methyl>-1,3-butadiene
C20H22O3S2
Conditions | Yield |
---|---|
With hydroquinone In toluene at 110℃; for 48h; | 99% |
Conditions | Yield |
---|---|
With cyclohexa-1,4-diene In dichloromethane at 30℃; for 0.25h; Irradiation; | 99% |
With cyclohexa-1,4-diene In dichloromethane at 30℃; for 3h; Irradiation; | 93% |
PVS
3-Adamantan-1-yl-4-tert-butyl-thiophene 1,1-dioxide
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene for 27.5h; Heating; | 99% |
Phenyl vinyl sulfone(CAS NO.5535-48-8) is also named as (Vinylsulfonyl)benzene; (Vinylsulfonyl)benzol; Benzene, (ethenylsulfonyl)-; Ethenyl phenyl sulfone; Phenyl-vinylsulfon; Sulfone, phenyl vinyl; (Ethenylsulfonyl)benzene. Phenyl vinyl sulfone is off-white or tan powder. It has the Molecular Formula of C8H8O2S and Molecular Weight of 168.21292. It belongs to the Product Categories of Pharmaceutical material and intermeidates; Sulfur Compounds (for Synthesis); Synthetic Organic Chemistry; Naphthyridine,Quinoline; Organic Building Blocks; Sulfones.
Physical properties about Phenyl vinyl sulfone are: (1)ACD/LogP: 1.126; (2)ACD/LogD (pH 5.5): 1.13; (3)ACD/LogD (pH 7.4): 1.13; (4)ACD/BCF (pH 5.5):4.22; (5)ACD/BCF (pH 7.4): 4.22; (6)ACD/KOC (pH 5.5): 97.58; (7)ACD/KOC (pH 7.4): 97.58; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.537 ; (11)Molar Refractivity: 44.597 cm3; (12)Molar Volume: 142.811 cm3 ; (13)Polarizability: 17.68 10-24cm3; (14)Surface Tension: 37.1389999389648 dyne/cm; (15)Density: 1.178 g/cm3; (16)Flash Point: 178.621 °C; (17)Enthalpy of Vaporization: 53.339 kJ/mol; (18)Boiling Point: 314.371 °C at 760 mmHg; (19)Vapour Pressure: 0.00100000004749745 mmHg at 25°C
When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. Wear suitable protective clothing and gloves;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H8O2S/c1-2-11(9,10)8-6-4-3-5-7-8/h2-7H,1H2;
(2)InChIKey=UJTPZISIAWDGFF-UHFFFAOYSA-N;
(3)SmilesS(C=C)(=O)(=O)c1ccccc1
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