5819-01-2

Basic information

• Product Name: Dodecane,1,1'-selenobis-
• Synonyms: 1,1'-selenobis-dodecan;1,1'-selenobis-Dodecane;Dodecane,1,1'-selenobis-;Dodecyl selenium;1-dodecylselanyldodecane;Dodecyl selenide;Einecs 227-391-2
• CAS NO: 5819-01-2
• Molecular Formula: C₂₄H₅₀Se
• Molecular Weight: 417.62
• EINECS: 227-391-2
• Product Categories: Organometallics
• Mol File: 5819-01-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 643.7°C at 760 mmHg
• Flash Point: 343.1°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 1.84E-16mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: Dodecane,1,1'-selenobis-(CAS DataBase Reference)
• NIST Chemistry Reference: Dodecane,1,1'-selenobis-(5819-01-2)
• EPA Substance Registry System: Dodecane,1,1'-selenobis-(5819-01-2)

Safety Data

• Hazardous Substances Data: 5819-01-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C25H28N4S/c1-16-11-18(17(2)29(16)20-7-6-10-27-15-20)14-28-24-22(13-26)21-9-8-19(25(3,4)5)12-23(21)30-24/h6-7,10-11,14-15,19H,8-9,12H2,1-5H3

Upstream product

• 112-52-7 1-chlorododecane 
• 10564-87-1 di-(dodecane)diselenide 
• 201230-82-2 carbon monoxide 
• 45293-47-8 di(n-dodecyl) selenoxide 
• 143-15-7 1-dodecylbromide 

Relevant articles and documents

Self-assembled monolayers of alkaneselenolates on (111) gold and silver

Self-assembled monolayers (SAMs) formed from didodecyl diselenide (C12SeSeC12) and didodecyl selenide (C12SeC12) on (111) Au and Ag substrates were extensively characterized by several complementary techniques. C12SeSeC12 was found to form contamination-free, densely packed, and well-ordered C12Se SAMs on both substrates, whereas the adsorption of C12SeC12 occurred only on Au and resulted in the formation of a SAM-like C12SeC12 film with a low packing density and a conformational disorder. The properties of the C12Se SAMs were compared with those of dodecanethiolate (C12S) SAMs. The packing density, orientational order, and molecular inclination in C12Se/Au and C12S/Au were found to be very similar. In contrast, C12Se/Ag exhibited significantly lower packing density, a lower degree of the conformational and orientational order, and a larger molecular inclination than C12S/Ag. The results suggest a sp 3 bonding configuration for the selenium atom on Au and Ag and indicate a larger corrugation of the headgroup-substrate binding energy surface in C12Se/Ag than in C12S/Ag.

Deoxygenation of sulfoxides and selenoxides with nickel boride

The deoxygenations of a variety of acyclic sulfoxides and selenoxides have been reported with nickel boride in THF at 0-5°C in nearly quantitative yields. The deoxygenations are proposed to proceed by an oxidative-addition and reductive-elimination mechanism.

A new route to seleno and telluro esters by Co2(CO)8-mediated and -catalyzed carbonylation of diaryl diselenides and ditellurides with carbon monoxide

Diaryl Diselenides react with CO(5-100 atm) at 100-200°C during 1-4 h in the presence of Co2(CO)8 to give the corresponding aryl selenocarboxylic acid esters in 21-96% yields. Similar treatment of diphenyl ditelluride gives the telluro analogues in lower yields. Didodecyl diselenide also gives the corresponding seleno ester, while esters were not produced from dibenzyl diselenide and didodecyl ditelluride. Under milder conditions (10 atm CO/125°C/1 h) the reactivity of (PhM)2 (M S, Se, Te) for the corresponding esters was found to be in the order Te > Se > S. The carbonylation of diaryl diselenides proceeds catalytically in Co2(CO)8 in the presence of triphenylphosphine. It was shown unambiguously that benzoylcobalt tetracarbonyl, which is one of the possible intermediates when aryl is phenyl, reacts smoothly with diphenyl diselenide or ditellutide to give the corresponding ester, phenyl selenobenzoate or tellurobenzoate, respectively, in a good yield.