Dibenzyl diselenide

Base Information

• Chemical Name: Dibenzyl diselenide
• CAS No.: 1482-82-2
• Molecular Formula: C14H14Se2
• Molecular Weight: 340.185
• Hs Code.: 29310099
• European Community (EC) Number: 623-250-8
• NSC Number: 49764,44641
• DSSTox Substance ID: DTXSID70163934
• Nikkaji Number: J118.050I
• Wikidata: Q72463604
• ChEMBL ID: CHEMBL1806807
• Mol file: 1482-82-2.mol

Synonyms:Benzyldiselenide (6CI,7CI,8CI);Bis(phenylmethyl)diselenide;Dibenzyl diselenide;Dibenzyldiselenium;NSC 44641;NSC 49764;

Chemical Property of Dibenzyl diselenide

Chemical Property:

• Appearance/Colour: Yellow fine crystalline powder
• Vapor Pressure: 4.13E-07mmHg at 25°C
• Melting Point: 91-93 °C(lit.)
• Boiling Point: 427.3 °C at 760 mmHg
• Flash Point: 212.2 °C
• PSA: 0.00000
• LogP: 3.24300
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: almost transparency in hot Toluene
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 341.94259
• Heavy Atom Count: 16
• Complexity: 150

Purity/Quality:

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

Dibenzyl Diselenide ^*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

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C[Se][Se]CC2=CC=CC=C2
• Uses: Dibenzyl diselenide is used as a source of the PhSe unit in organic synthesis. It is also used to introduce PhSe groups by reaction with a variety of nucleophilic, including enolates, enol silyl ethers, Grignard reagents, organolithium reagents, alkenes and amines.

Technology Process of Dibenzyl diselenide

There total 84 articles about Dibenzyl diselenide 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%

benzyl chloride (100-44-7) → dibenzyl diselenide (1482-82-2)

Guidance literature:

With selenium; sodium tetrahydroborate; In ethanol; N,N-dimethyl-formamide; for 1h;

DOI:10.1055/s-2005-864814

Reference yield: 100.0%

benzyl bromide (100-39-0) → dibenzyl diselenide (1482-82-2)

Guidance literature:

With selenium; sodium tetrahydroborate; In ethanol; N,N-dimethyl-formamide; for 1h;

DOI:10.1055/s-2005-864814

Reference yield: 98.0%

benzylidene phenylamine (538-51-2) → dibenzyl diselenide (1482-82-2)

Guidance literature:

With selenium; carbon monoxide; water; In tetrahydrofuran; triethylamine; at 100 ℃; for 3h; under 22501.8 Torr;

DOI:10.1002/adsc.200404380

upstream raw materials:

methanol

benzyl selenocyanate

benzyl selenol

benzyl chloride

Downstream raw materials:

5-benzylselenopentan-2-one

5-(benzylseleno)pentanoic acid

7-(benzylseleno)heptanoic acid

5-Benzylseleno-2-ethylpentanoic acid

Refernces

• 1、 Gladysz,J.A. et al.. "-". . p. 1204 - 1208. Retrieved 1978.
• 2、 Lewicki,J.W. et al.. "-". . p. 2672 - 2676. Retrieved 1978.
• 3、 Oliveira, Alfredo Ricardo Marques De,Piovan, Leandro,Simonelli, Fabio,Barison, Anderson,Santos, Maria De Fatima C.,De Mello, Murilo Belini Marcondes. "A77Se NMR study of elemental selenium reduction using NaBH4". . p. 54 - 59. Retrieved 2016.
• 4、 Chen, Yahong,Tian, Fengshou,Song, Maoping,Lu, Shiwei. "Improved method for the synthesis of organic diselenides from organic halides under atmospheric pressure". . p. 2687 - 2692. Retrieved 2007.
• 5、 Ming-De, Ruan,Hua-Rong, Zhao,Wei-Qiang, Fan,Xun-Jun, Zhou. "First example of selenium transfer reaction of primary selenoamides and selenourea. Novel synthesis of dialkyl diselenides from alkyl halides". . p. 19 - 24. Retrieved 1995.
• 6、 Sathyamurthy, Rajashree,Brumaghim, Julia L.,Vanderveer, Donald G.. "Structure of "bis(methoxymagnesium)diselenide": A reagent for the introduction of selenium into organic molecules". . p. 109 - 117. Retrieved 2007.
• 7、 Li,Bao,Lue,Zhou. "A convenient method for the preparation of dialkylditellurides and dialkyldiselenides". . p. 799 - 806. Retrieved 1991.
• 8、 Movassagh, Barahman,Moradi, Mona. "Highly efficient one-step conversion of selenol esters into symmetrical diselenides in the presence of elemental iodine in methanolic solution". . p. 154 - 157. Retrieved 2010.
• 9、 Rogers,Campbell. "-". . p. 2039. Retrieved 1947.
• 10、 -. "Aqueous phase preparation method of dialkyl diselenide ether compound". Paragraph 0062-0066. . Retrieved 2021/11/21.