Phenylselenyl chloride
N,N,N'-tris(trimethylsilyl)benzamidine
A
diphenyl diselenide
B
C26H20N4Se2
Conditions | Yield |
---|---|
In dichloromethane at 23℃; for 3h; | A 100% B 55% |
iodoacetophenone
Benzeneselenol
A
diphenyl diselenide
B
acetophenone
Conditions | Yield |
---|---|
With potassium carbonate In ethanol for 0.25h; Product distribution; Ambient temperature; other iodomethyl ketones; | A 100% B 100% |
A
diphenyl diselenide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1.5h; Heating; | A 100% B 99% |
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1.5h; Heating; | A 99% B 98% |
Phenylselenyl chloride
Thallous Phenyl Selenide
A
diphenyl diselenide
Conditions | Yield |
---|---|
In diethyl ether for 0.00833333h; Ambient temperature; | A 100% B n/a |
Benzoyl bromide
Thallous Phenyl Selenide
A
diphenyl diselenide
B
phenyl selenobenzoate
Conditions | Yield |
---|---|
In diethyl ether for 1h; | A 1% B 99% |
Conditions | Yield |
---|---|
With GLUTATHIONE In methanol Product distribution; Mechanism; 0.1 M phosphate buffer, pH=6.9; UV spectra; | A 99% B 64% |
1-(naphthalen-2-yl)-2-(phenylselanyl)ethan-1-one
A
diphenyl diselenide
B
methyl 2-naphthyl ketone
Conditions | Yield |
---|---|
With GLUTATHIONE In methanol Product distribution; Mechanism; 0.1 M phosphate buffer, pH=6.9; | A 99% B 91% |
1-(4-nitrophenyl)-2-(phenylselanyl)ethan-1-one
A
diphenyl diselenide
B
(4-nitrophenyl)ethanone
Conditions | Yield |
---|---|
With GLUTATHIONE In methanol Product distribution; Mechanism; 0.1 M phosphate buffer, pH=6.9; differnt quantity of glutathione; relative reactivity to α-(phenylselenenyl)acetophenone; | A 99% B 87% |
A
diphenyl diselenide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1.5h; Heating; | A 99% B 98% |
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1.5h; Heating; | A 98% B 97% |
A
diphenyl diselenide
B
(Z)-ethyl 2-fluoro-5-phenylpent-2-enoate
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 83℃; for 0.166667h; | A 13% B 99% |
B
diphenyl diselenide
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 20℃; for 0.166667h; | A 99% B 31% |
Se-phenyl butaneselenoate
diphenyl diselenide
Conditions | Yield |
---|---|
With iodine In methanol at 20℃; for 4.5h; | 99% |
Conditions | Yield |
---|---|
at 60 - 70℃; for 0.5h; Reduction; oxidation; | A 5.4% B 98.6% |
at 100 - 120℃; for 5h; Reduction; oxidation; | A 92.5% B 95.6% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In ethanol at 0℃; for 0.3h; | 98% |
With dimethyl 2,3-dicyanofumarate In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; | 98% |
With sodium perborate In ethanol at 20℃; for 6h; | 97% |
Conditions | Yield |
---|---|
With selenium; potassium hydroxide In dimethyl sulfoxide at 90℃; for 4h; Time; Solvent; Concentration; | 98% |
With selenium; potassium hydroxide In water at 130℃; for 5h; Green chemistry; | 98% |
With selenium; copper(II) oxide; potassium hydroxide In dimethyl sulfoxide at 90℃; for 1h; Inert atmosphere; | 96% |
benzyl phenyl selenide
A
diphenyl diselenide
B
1,1'-(1,2-ethanediyl)bisbenzene
Conditions | Yield |
---|---|
at 600℃; under 20 Torr; | A 98% B 92% |
phenyl trimethylsilyl selenide
A
trimethylsilyl iodide
B
diphenyl diselenide
Conditions | Yield |
---|---|
With iodine | A 98% B 96% |
Conditions | Yield |
---|---|
In ethanol at 0℃; for 1h; | 98% |
benzoyl chloride
Thallous Phenyl Selenide
A
diphenyl diselenide
B
phenyl selenobenzoate
Conditions | Yield |
---|---|
In diethyl ether for 2.5h; | A 1% B 98% |
Thallous Phenyl Selenide
acetyl chloride
A
acetyl phenyl selenide
B
diphenyl diselenide
Conditions | Yield |
---|---|
In diethyl ether for 1h; | A 98% B 1% |
aniline
Se-phenyl 4-methylbenzenecarboselenothioate
A
diphenyl diselenide
B
4-methylthiobenzanilide
Conditions | Yield |
---|---|
In hexane for 24h; Heating; | A 98% B 68% |
2-phenylethanol
1,2-diphenyl-1-phenylseleno-2-ethanone
A
phenyl benzyl ketone
B
diphenyl diselenide
C
(2-phenyl-ethyl) phenyl selenide
Conditions | Yield |
---|---|
With tributylphosphine In benzene for 4h; Ambient temperature; | A 98% B 8% C 72% |
p-tolyl benzeneselenosulfonate
Triethylgerman
A
triethylgermyl p-toluenesulfonate
B
diphenyl diselenide
Conditions | Yield |
---|---|
With air; 2,2'-azobis(isobutyronitrile) In not given | A 93% B 98% |
piperidine
Se-phenyl 4-methylbenzenecarboselenothioate
A
diphenyl diselenide
B
piperidinium 4-methylbenzenecarbodithiolate
Conditions | Yield |
---|---|
In hexane at 20℃; for 0.5h; | A 97% B 31% |
Phenylselenyl chloride
phenyl trimethylsilyl selenide
A
chloro-trimethyl-silane
B
diphenyl diselenide
Conditions | Yield |
---|---|
In acetonitrile at 9℃; | A 97% B 93% |
Acetyl bromide
Thallous Phenyl Selenide
A
acetyl phenyl selenide
B
diphenyl diselenide
Conditions | Yield |
---|---|
In diethyl ether for 1h; | A 97% B 1% |
tert-butyl phenyl selenide
diphenyl diselenide
Conditions | Yield |
---|---|
sodium perchlorate In acetonitrile | 97% |
phenylselenium trichloride
diphenyl diselenide
Conditions | Yield |
---|---|
With sodium L-ascorbate In methanol; water for 24h; | 97% |
trans-2-<1-(Phenylseleno)benzyl>cyclohexanol
A
diphenyl diselenide
B
2-hydroxybenzylidenecyclohexane
Conditions | Yield |
---|---|
With N-chloro-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene 1.) 1h 0 deg C, 2.) 7h room temperature; | A 40% B 97% |
Thallous Phenyl Selenide
1-chloroacetophenone
A
α-(phenylseleno)acetophenone
B
diphenyl diselenide
Conditions | Yield |
---|---|
In diethyl ether for 10h; | A 97% B 1% |
Conditions | Yield |
---|---|
With RhCl(PPh3)3; hydrogen; triethylamine In tetrahydrofuran at 50℃; under 760 Torr; for 24h; | 100% |
With ruthenium trichloride; zinc In N,N-dimethyl-formamide at 100℃; for 1h; | 98% |
Stage #1: diphenyl diselenide With 1-butyl-3-methylimidazolium Tetrafluoroborate; zinc at 20℃; Inert atmosphere; Stage #2: benzyl chloride at 20℃; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With indium(III) bromide; zinc In N,N-dimethyl-formamide at 100℃; for 1h; | 100% |
With ruthenium trichloride; zinc In N,N-dimethyl-formamide at 100℃; for 1h; | 98% |
With RhCl(PPh3)3; hydrogen; triethylamine In tetrahydrofuran at 50℃; under 760 Torr; for 24h; | 97% |
pent-4-enoic acid
diphenyl diselenide
5-phenylselanylmethyl-dihydro-furan-2-one
Conditions | Yield |
---|---|
With copper(I) trifluoromethanesulfonate benzene; calcium carbonate In dichloromethane at 30℃; for 8h; | 100% |
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 30℃; | 95% |
With carbon tetrabromide In dichloromethane for 4h; Irradiation; | 95% |
Conditions | Yield |
---|---|
With 4-tert-butylpyridine; hydrogen sulfide; oxygen; iron(II) chloride In acetonitrile for 4h; Ambient temperature; | 100% |
With 4-tert-butylpyridine; 2-Picolinic acid; dihydrogen peroxide; triphenylphosphine; iron(II) chloride In acetonitrile at 0℃; | 99% |
With di-tert-butyl peroxide at 120℃; for 18h; Reagent/catalyst; | 96% |
(cyclopent-2-eneyl)acetic acid
diphenyl diselenide
(3aα,6a,6aα)-hexahydro-6-(phenylseleno)-2H-cyclopentafuran-2-one
Conditions | Yield |
---|---|
With copper(I) trifluoromethanesulfonate benzene; calcium carbonate In dichloromethane at 30℃; for 7.5h; other acids; | 100% |
With copper(I) trifluoromethanesulfonate benzene; calcium carbonate In dichloromethane at 30℃; for 7.5h; | 100% |
With iodine In acetonitrile at 20℃; for 16h; regioselective reaction; | 81% |
With iodosylbenzene In dichloromethane at 20℃; | 72% |
With ammonium persulfate In acetonitrile at 70℃; for 2h; | 70% |
diphenyl diselenide
phenylselenium trichloride
Phenylselenyl chloride
Conditions | Yield |
---|---|
In tetrachloromethane at 20℃; for 2h; | 100% |
diphenyl diselenide
trans-2-(2-phenylethynyl)-1-cyclohexanol
Conditions | Yield |
---|---|
With tributylphosphine In tetrahydrofuran | 100% |
diphenyl diselenide
6-benzyloxy-4-methyl-4Z-hexen-1-ol p-toluenesulfonate
(Z)-6-benzyloxy-4-methyl-1-phenylseleno-4-hexene
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 2h; Ambient temperature; | 100% |
diphenyl diselenide
C16H25ClHgO2
Conditions | Yield |
---|---|
In benzene for 0.216667h; Irradiation; | 100% |
diphenyl diselenide
C15H23ClHgO3
(1R,4aR,8aS)-5,5,8a-Trimethyl-2-oxo-6-phenylselanyl-decahydro-naphthalene-1-carboxylic acid methyl ester
Conditions | Yield |
---|---|
In benzene for 0.216667h; Irradiation; | 100% |
diphenyl diselenide
C17H27ClHgO4
(1'R,4'aS,8'aR)-5',5',8'a-Trimethyl-6'-phenylselanyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene]-1'-carboxylic acid methyl ester
Conditions | Yield |
---|---|
In benzene for 0.216667h; Irradiation; | 100% |
Conditions | Yield |
---|---|
In benzene for 0.216667h; Irradiation; | 100% |
diphenyl diselenide
Tellurobenzoic acid Te-(4-fluoro-phenyl) ester
phenyl selenobenzoate
Conditions | Yield |
---|---|
In benzene at 8℃; for 1.5h; Irradiation; | 100% |
In benzene at 8℃; for 1.5h; Mechanism; Irradiation; other acyl tellurides; other radical traps; other termolysis conditions; | 100% |
In benzene at 8℃; for 1.5h; Irradiation; | 93% |
diphenyl diselenide
(1S,2R,4R)-7,7-Dimethyl-1-phenylselanylmethyl-bicyclo[2.2.1]heptan-2-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol Heating; | 100% |
With sodium tetrahydroborate In ethanol for 6h; Heating; | 100% |
Conditions | Yield |
---|---|
With sodium dihydrogenphosphate; zinc In water; acetonitrile for 1h; | 100% |
With indium In tetrahydrofuran; water at 25℃; for 24h; | 98% |
Stage #1: diphenyl diselenide With zinc In acetonitrile at 65℃; for 1h; Stage #2: benzyl bromide In water; acetonitrile at 65℃; for 0.2h; | 98% |
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; zinc In water; acetonitrile for 1h; | 100% |
With dipotassium hydrogenphosphate; zinc In water; acetonitrile for 1h; Product distribution; Further Variations:; Reaction partners; Reagents; Solvents; | 100% |
With sodium tetrahydroborate In acetonitrile for 0.0833333h; pH=7; pH-value; | 100% |
diphenyl diselenide
chloroacetic acid ethyl ester
ethyl 2-(phenylselanyl)acetate
Conditions | Yield |
---|---|
Stage #1: diphenyl diselenide With sodium tetrahydroborate In ethanol at 0℃; for 0.166667h; Inert atmosphere; Stage #2: chloroacetic acid ethyl ester In ethanol for 1h; Inert atmosphere; | 100% |
Stage #1: diphenyl diselenide With sodium tetrahydroborate; ethanol at 0 - 25℃; for 1h; Stage #2: chloroacetic acid ethyl ester at 25℃; for 2h; | 98% |
Stage #1: diphenyl diselenide With sodium tetrahydroborate In ethanol for 0.166667h; Stage #2: chloroacetic acid ethyl ester In ethanol at 50 - 55℃; for 0.75h; | 94% |
diphenyl diselenide
1-phenyl-2-bromoethane
(2-phenyl-ethyl) phenyl selenide
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 2h; Ambient temperature; | 100% |
With zinc In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere; | 94% |
With indium iodide In dichloromethane at 20℃; for 1h; | 89% |
With sodium tetrahydroborate In ethanol; 1,2-dichloro-ethane at 20℃; Reduction; alkylation; | 79% |
With triphenylphosphine; 1-pentyl-3-methylimidazolium bromide at 75℃; for 5.5h; | 75% |
Conditions | Yield |
---|---|
With sodium dihydrogenphosphate; zinc In water; acetonitrile for 1h; | 100% |
With sodium tetrahydroborate; ethanol In tetrahydrofuran at 0℃; for 0.416667h; Inert atmosphere; | 98% |
Stage #1: diphenyl diselenide With indium iodide; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: allyl bromide at 20℃; | 97% |
diphenyl diselenide
1-chloro-2,4-dinitro-benzene
(2,4-dinitrophenyl)(phenyl)selane
Conditions | Yield |
---|---|
With borax; N-Acetylcysteine In methanol; water for 1h; Ambient temperature; | 100% |
With sodium hydroxide; cetyltrimethylammonim bromide; Aminoiminomethanesulfinic acid In tetrahydrofuran for 4h; Heating; | 87% |
With sodium hydroxide; Aminoiminomethanesulfinic acid; cetyltrimethylammonim bromide In tetrahydrofuran; water for 4h; Heating; | 87% |
Stage #1: diphenyl diselenide With sodium tetrahydroborate In ethanol Inert atmosphere; Stage #2: 1-chloro-2,4-dinitro-benzene In ethanol; dimethyl sulfoxide for 12h; Reflux; Inert atmosphere; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In 1,2-dimethoxyethane at 20℃; for 12h; Inert atmosphere; | 100% |
With indium iodide In dichloromethane at 20℃; for 1h; | 80% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide In tetrahydrofuran for 3h; Heating; | 78% |
With triphenylphosphine; 1-pentyl-3-methylimidazolium bromide at 75℃; for 6h; | 72% |
diphenyl diselenide
(1S,6R,8R,10S)-8-(3-Chloropropyl)-10-methoxy-3,3,9,9-tetramethyl-2,4,7-trioxabicyclo[4.4.0]decane
(1S,6R,8R,10S)-10-Methoxy-3,3,9,9-tetramethyl-8-(3-phenylselenylpropyl)-2,4,7-trioxabicyclo[4.4.0]decane
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 0.666667h; Substitution; Heating; | 100% |
Conditions | Yield |
---|---|
With zinc In acetonitrile for 0.0833333h; pH=14; Barbier Coupling Reaction; | 100% |
With zinc In dichloromethane at 20℃; for 5h; | 87% |
With indium iodide In dichloromethane at 20℃; for 0.416667h; | 85% |
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; zinc In water; acetonitrile for 1h; | 100% |
diphenyl diselenide
[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-6'-epoxy-2'-octenyl)benzyloxy]-tert-butyldimethylsilane
[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-7'-hydroxy-6'-phenylselenyl-2'-octenyl)benzyloxy]-tert-butyldimethylsilane
Conditions | Yield |
---|---|
With sodium tetrahydroborate | 100% |
Stage #1: diphenyl diselenide With sodium tetrahydroborate In ethanol at 0℃; for 0.4h; Stage #2: [4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-6'-epoxy-2'-octenyl)benzyloxy]-tert-butyldimethylsilane In ethanol at 0℃; for 48h; Further stages.; | 100% |
diphenyl diselenide
1-(5-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-4-ethoxy-1H-pyrimidin-2-one
Conditions | Yield |
---|---|
With lithium hexamethyldisilazane In tetrahydrofuran at -80℃; for 1h; | 100% |
Molecular Formula: C12H10Se2
Molar mass: 312.1278 g/mol
EINECS: 216-780-2
Flash Point: 182 °C
Boiling Point: 377.3 °C at 760 mmHg
Vapour Pressure: 1.48E-05 mmHg at 25°C
Product categories of Bis(phenylselenide) (1666-13-3): Pharmaceutical Intermediates;Classes of Metal Compounds;Aromatic Phenylacetic Acids and Derivatives;Semimetal Compounds
Structure of Bis(phenylselenide) (1666-13-3):
H-Bond Donor: 0
H-Bond Acceptor: 0
IUPAC Name: Phenyldiselanylbenzene
Canonical SMILES: C1=CC=C(C=C1)[Se][Se]C2=CC=CC=C2
InChI: InChI=1S/C12H10Se2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H
InChIKey: YWWZCHLUQSHMCL-UHFFFAOYSA-N
Bis(phenylselenide) (1666-13-3) has been used for the synthesis of Allyl alcohol , Allyl ether , Ethyl acetate , and α, β-Unsaturated carbonyl compounds .
1. | ivn-mus LD50:28 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#05657 . |
You can see actual entry in RTECS for complete information about Bis(phenylselenide) (1666-13-3).
Reported in EPA TSCA Iventory. Selenium and its compounds are on the Community Right-To-Know List.
Poison by intravenous route. See also SELENIUM COMPOUNDS. When heated to decomposition it emits toxic fumes of Se.
Hazard Codes: T,N
Risk Statements:
23: Toxic by inhalation
25: Toxic if swallowed
33: Danger of cumulative effects
50: Very Toxic to aquatic organisms
53: May cause long-term adverse effects in the aquatic environment
Safety Statements:
20: When using, do not eat or drink
21: When using, do not smoke
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28A After contact with skin, wash immediately with plenty of water.
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet
OSHA PEL: TWA 0.2 mg(Se)/m3
ACGIH TLV: TWA 0.2 mg(Se)/m3
DFG MAK: 0.1 mg(Se)/m3
Bis(phenylselenide) (1666-13-3) also can be called Diphenyl diselenide ; Phenyl diselenide (8CI) ; Diphenyldiselenide ; Diselenide, diphenyl ; Diselane, 1,2-diphenyl- .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid.Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, Bis(phenylselenide) (1666-13-3) is not compatible with incompatible materials,and you must not take it with reducing agents, halogens, and incompatible materials. And also prevent it to broken down into hazardous decomposition products: selenium/selenium oxides,carbon dioxide,carbon monoxide.
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