Diphenyl selenide

Base Information

• Chemical Name: Diphenyl selenide
• CAS No.: 1132-39-4
• Molecular Formula: C12H10 Se
• Molecular Weight: 233.171
• Hs Code.: 2931900090
• European Community (EC) Number: 214-474-3
• NSC Number: 49758
• UNII: K6MKC9X9CZ
• DSSTox Substance ID: DTXSID8061551
• Nikkaji Number: J13.767G
• Wikidata: Q81989534
• Mol file: 1132-39-4.mol

Synonyms:Diphenyl selenide;1132-39-4;Diphenylselenium;PHENYL SELENIDE;Selenide, phenyl;Biphenyl selenide;Biphenyl selenium;phenylselanylbenzene;Diphenyl selenium;1,1'-Selenobisbenzene;Benzene, 1,1'-selenobis-;Difenylselenium;diphenylselane;phenylselenide;Difenylselenium [Czech];diphenylselenide;NSC 49758;EINECS 214-474-3;NSC-49758;bisphenylseleno;Biphenylselenium;Selenium diphenyl;MFCD00014067;1,1'-Slnobisbenzne;(Phenylselenyl)benzene;Benzene,1'-selenobis-;Diphenyl selenide, 96%;K6MKC9X9CZ;WLN: R-SE-R;C12H10Se;C12-H10-Se;DTXSID8061551;NSC49758;AKOS025212301;LS-105884;CS-0368225;FT-0633388;F87451;J-002926;5-[(4-Methyl-1H-pyrazol-1-yl)methyl]isoxazole-3-carboxylicacid

Chemical Property of Diphenyl selenide

Chemical Property:

• Vapor Pressure: 0.00188mmHg at 25°C
• Melting Point: 3oC
• Refractive Index: n20/D 1.6465(lit.)
• Boiling Point: 301.5°Cat760mmHg
• Flash Point: 136.1°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 1.34160
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Immiscible with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 233.99477
• Heavy Atom Count: 13
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diphenyl selenide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Se]C2=CC=CC=C2
• Uses: Diphenyl selenide is used for anti-selective Michael addition of thiols and their analogs to nitro-olefins.

Technology Process of Diphenyl selenide

There total 275 articles about Diphenyl selenide 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: 100.0%

phenyllithium (591-51-5) + diphenyl(phenylethynyl)selenium trifluoromethanesulfonate → 1,4-diphenyl-1,3-butadiyne (886-66-8) + diphenylselenide (1132-39-4) + 2-(phenylethynyl)-1,1'-biphenyl (10271-65-5) + phenylacetylene (536-74-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; cyclohexane; at 20 ℃; for 3h; Further byproducts given;

DOI:10.1016/S0040-4020(99)01090-X

Reference yield: 98.0%

N-phenylsulphonyl-Se,Se-diphenylselenimide (52867-18-2) + thiophenol (108-98-5) → benzenesulfonamide (98-10-2) + diphenylselenide (1132-39-4) + diphenyldisulfane (882-33-7)

Guidance literature:

In chloroform; for 0.25h; Product distribution; Ambient temperature;

Reference yield: 97.0%

diphenyl-N-(p-toluenesulfonyl)selenimide (52867-19-3) + thiophenol (108-98-5) → diphenylselenide (1132-39-4) + toluene-4-sulfonamide (70-55-3) + diphenyldisulfane (882-33-7)

Guidance literature:

In chloroform; for 0.25h; Product distribution; Ambient temperature;

upstream raw materials:

ethanol

diphenylselenium dibromide

sodium ethanolate

diphenylselenium dichloride

Downstream raw materials:

diphenyl selenone

butyl phenyl selenide

Benzeneselenol

phenyllithium

Refernces

• 1、 Sadhasivam, Velu,Balasaravanan, Rajendiran,Chithiraikumar, Chinnadurai,Siva, Ayyanar. "Palladium Nanoparticles Supported on Nitrogen-rich Containing Melamine-based Microporous Covalent Triazine Polymers as Efficient Heterogeneous Catalyst for C?Se Coupling Reactions". . p. 3833 - 3844. Retrieved 2018.
• 2、 Khurana, Jitender M.,Lumb, Anshika. "Facile deoxygenation of telluroxides, tellurones and selenones with nickel boride at ambient temperature". . p. 96 - 101. Retrieved 2012.
• 3、 Loskutov,Balina,Russkikh,Shelkovnikov. "Synthesis of 9-oxoselenoxanthenium and triarylselenonium hexafluorophosphates". . p. 1093 - 1097. Retrieved 2015.
• 4、 Zade, Sanjio S.,Panda, Snigdha,Singh, Harkesh B.,Wolmersh?user, Gotthelf. "Synthesis of diaryl selenides using the in situ reagent SeCl2". . p. 665 - 669. Retrieved 2005.
• 5、 Uneyama, Kenji,Tokunaga, Yukio. "REACTION OF PERFLUOROALKYL PHENYL SELENONES AND SELENOXIDES WITH NUCLEOPHILES". . p. 234. Retrieved 1991.
• 6、 Yaqoob Bhat, Mohammad,Kumar, Atul,Naveed Ahmed, Qazi. "Selenium dioxide promoted dinitrogen extrusion/direct selenation of arylhydrazines and anilines". . . Retrieved 2020.
• 7、 Zhang, Yongmin. "SRN1 reaction of haloarenes with benzenethiolate, benzeneselenolate, and benzenetellurolate ions promoted by Sml2". . p. 539 - 541. Retrieved 2001.
• 8、 Ogawa,Sato,Furukawa. "Kinetic studies on the ligand coupling reactions of tetraphenyl sulfurane, selenurane, and tellurane. Thermal stability for hypervalent chalcogen compounds with four carbon-chalcogen bonds". . p. 7925 - 7928. Retrieved 1992.
• 9、 Kumar, A. Vijay,Reddy, V. Prakash,Reddy, C. Suresh,Rao, K. Rama. "Potassium selenocyanate as an efficient selenium source in C-Se cross-coupling catalyzed by copper iodide in water". . p. 3978 - 3981. Retrieved 2011.
• 10、 McCullough,Barsh. "-". . p. 3029. Retrieved 1949.