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Diphenyl diselenide
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  • Name Diphenyl diselenide
  • EINECS216-780-2
  • CAS No. 1666-13-3
  • Density1.5570
  • PSA0.00000
  • LogP0.96080
  • Solubilityinsoluble in water
  • Melting Point60 °C
  • FormulaC12H10Se2
  • Boiling Point377.343 °C at 760 mmHg
  • Molecular Weight312.131
  • Flash Point182.011 °C
  • Transport InformationUN 3283 6.1/PG 2
  • Appearanceyellow crystalline powder
  • Safety20/21-28-45-60-61-28A
  • Risk Codes23/25-33-50/53
  • Molecular Structure
    Molecular Structure of 1666-13-3 (Diphenyl diselenide)
  • Hazard SymbolsToxicT, DangerousN
  • SynonymsToxicT, DangerousN
  • Article Data348

Diphenyl diselenide Synthetic route

5707-04-0

Phenylselenyl chloride

24261-90-3

N,N,N'-tris(trimethylsilyl)benzamidine

A

1666-13-3

diphenyl diselenide

B

127666-88-0, 136276-66-9

C26H20N4Se2

Conditions
ConditionsYield
In dichloromethane at 23℃; for 3h;A 100%
B 55%
4636-16-2

iodoacetophenone

645-96-5

Benzeneselenol

A

1666-13-3

diphenyl diselenide

B

98-86-2

acetophenone

Conditions
ConditionsYield
With potassium carbonate In ethanol for 0.25h; Product distribution; Ambient temperature; other iodomethyl ketones;A 100%
B 100%

1-[1-Phenyl-2-((2S,5R)-5-phenylselanylmethyl-tetrahydro-furan-2-yl)-ethyl]-1H-benzotriazole

A

1666-13-3

diphenyl diselenide

1-[2-((2S,5S)-5-Methyl-tetrahydro-furan-2-yl)-1-phenyl-ethyl]-1H-benzotriazole

Conditions
ConditionsYield
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%
5707-04-0

Phenylselenyl chloride

72017-00-6

Thallous Phenyl Selenide

A

1666-13-3

diphenyl diselenide

B

thallous chloride

thallous chloride

Conditions
ConditionsYield
In diethyl ether for 0.00833333h; Ambient temperature;A 100%
B n/a
618-32-6

Benzoyl bromide

72017-00-6

Thallous Phenyl Selenide

A

1666-13-3

diphenyl diselenide

B

38447-68-6

phenyl selenobenzoate

Conditions
ConditionsYield
In diethyl ether for 1h;A 1%
B 99%
35050-01-2

α-(phenylseleno)acetophenone

A

1666-13-3

diphenyl diselenide

B

98-86-2

acetophenone

Conditions
ConditionsYield
With GLUTATHIONE In methanol Product distribution; Mechanism; 0.1 M phosphate buffer, pH=6.9; UV spectra;A 99%
B 64%
104755-33-1

1-(naphthalen-2-yl)-2-(phenylselanyl)ethan-1-one

A

1666-13-3

diphenyl diselenide

B

93-08-3

methyl 2-naphthyl ketone

Conditions
ConditionsYield
With GLUTATHIONE In methanol Product distribution; Mechanism; 0.1 M phosphate buffer, pH=6.9;A 99%
B 91%
104755-32-0

1-(4-nitrophenyl)-2-(phenylselanyl)ethan-1-one

A

1666-13-3

diphenyl diselenide

B

100-19-6

(4-nitrophenyl)ethanone

Conditions
ConditionsYield
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%

1-[1-Phenyl-2-((2S,5S)-5-phenylselanylmethyl-tetrahydro-furan-2-yl)-ethyl]-1H-benzotriazole

A

1666-13-3

diphenyl diselenide

1-[2-((2S,5R)-5-Methyl-tetrahydro-furan-2-yl)-1-phenyl-ethyl]-1H-benzotriazole

Conditions
ConditionsYield
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%

(2S,3R)-2-Fluoro-3-hydroxy-5-phenyl-2-phenylselanyl-pentanoic acid ethyl ester

A

1666-13-3

diphenyl diselenide

B

211614-09-4

(Z)-ethyl 2-fluoro-5-phenylpent-2-enoate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 83℃; for 0.166667h;A 13%
B 99%

Diphenyl diselenide Chemical Properties

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

Diphenyl diselenide Uses

 Bis(phenylselenide) (1666-13-3) has been used for the synthesis of Allyl alcohol , Allyl ether , Ethyl acetate , and α, β-Unsaturated carbonyl compounds .

Diphenyl diselenide Toxicity Data With Reference

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).

Diphenyl diselenide Consensus Reports

Reported in EPA TSCA Iventory. Selenium and its compounds are on the Community Right-To-Know List.

Diphenyl diselenide Safety Profile

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

Diphenyl diselenide Standards and Recommendations

OSHA PEL: TWA 0.2 mg(Se)/m3
ACGIH TLV: TWA 0.2 mg(Se)/m3
DFG MAK: 0.1 mg(Se)/m3

Diphenyl diselenide Specification

 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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