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

Synthesis and biological studies of inducible DNA cross-linking agents

10.1002/anie.200700844

The study investigates the synthesis and biological effects of phenyl selenide compounds (1–3) designed to induce DNA cross-linking. These compounds are potential antitumor agents that can form covalent bonds with DNA, disrupting replication and transcription, and leading to cell death. The researchers synthesized these compounds through a series of chemical reactions involving protection, bromination, substitution, and deprotection steps. The DNA cross-linking abilities of these compounds were tested using linearized plasmid DNA and denaturing alkaline agarose gel electrophoresis. Compound 2 was found to be particularly efficient, producing nearly 80% DNA cross-linking at a concentration as low as 10 mM. The study also explored the site specificity of DNA cross-linking using oligonucleotides and determined the cross-linking sites through various analytical methods. The findings suggest that the structural conformation and configuration of these compounds play crucial roles in their DNA cross-linking properties, with compound 2 showing potential for use in photodynamic therapy.