129053-33-4

Basic information

• Product Name: Benzene, [[(1E)-2-fluoro-1-propyl-1-pentenyl]seleno]-
• CAS NO: 129053-33-4
• Molecular Formula: C14H19FSe
• Molecular Weight: 285.263
• Mol File: 129053-33-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzene, [[(1E)-2-fluoro-1-propyl-1-pentenyl]seleno]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[(1E)-2-fluoro-1-propyl-1-pentenyl]seleno]-(129053-33-4)
• EPA Substance Registry System: Benzene, [[(1E)-2-fluoro-1-propyl-1-pentenyl]seleno]-(129053-33-4)

Safety Data

• Hazardous Substances Data: 129053-33-4(Hazardous Substances Data)

Upstream product

• 13709-36-9 xenon difluoride 
• 1942-45-6 4-Octyne 
• 61501-51-7 (trimethyl)(phenylseleno)germane 
• 4848-71-9 trimethylstannyl phenyl selenide 
• 66166-06-1 phenylselenotrimethylplumbane 
• 34837-55-3 Phenylselenyl bromide 
• 1666-13-3 diphenyl diselenide 
• 76773-18-7 phenylselenyl trifluoride 
• 72726-46-6 tert-butyl(dimethyl)(phenylseleno)silane 
• 33861-17-5 phenyl trimethylsilyl selenide 
• 129803-02-7 benzeneselenyl fluoride 
• 71098-88-9 N-phenylselanylphthalimide 

Downstream Products

• 129053-43-6 C₁₄H₁₉FOSe 

Relevant articles and documents

First detection of a selenenyl fluoride ArSe-F by NMR spectroscopy: The nature of Ar2Se2/XeF2 and ArSe-SiMe 3/XeF2 reagents

Arylselenenyl fluorides ArSeF are obtained from diselenides Ar 2Se2 or arylselenotrimethylsilanes ArSe-SiMe3, and XeF2. They are detected by low-temperature 19F and 77Se NMR spectroscopy. Substitution in the ortho position of the aromatic ring to provide electronic or steric protection is a requirement for their formation. ArSe-F compounds decompose according to 3 ArSe-F → [ArSe-SeF2Ar] + ArSe-F- → ArSeF3 + Ar 2Se2. Reaction energies for this disproportionation as well as that of the sulfur and tellurium homologues have been calculated with MP2, CCSD(T,) and B3 LYP methods. They were found to be increasingly exothermic in the sequence S 77Se and 19F chemical shifts have been calculated by GIAO-MP2 and GIAO-B3LYP methods and are in good agreement with experimental values.

PhSeOTf-Et3N·3HF and PhSeSbF6-Et3N·3HF as new PhSe-F equivalents in the fluoroselenenylation of actylenes

The novel reagents PhSeOTf-Et3N·3HF and PhSeSbF6-Et3N·3HF act as PhSe-F equivalents in the fluoroselenenylation of alkynes. Oct-4-yne, cycloundecyne and cyclododecyne, as well as the unsymmetrical alkynes Ph-C≡C-Me and Bu-C≡C-R (R = Me, Et, iPr and tBu) give the corresponding (E)-fluoro(phenylseleno)alkenes in preparative yields. The reagent PhSeOTf-Et3N·3HF gives a similar product composition of regioisomers to Ph2Se2-XeF2 in addition reactions to Bu-C≡C-R. This is indicative of a similar reaction mechanism of the reagents. Probably a selenirenium ion acts as an intermediate. X-Ray single crystal structure analysis of (E)-1-fluoro-2-phenylselenocycloundecene confirms the trans-addition of [PhSe-F] to cycloundecyne.

13C, 19F and 77Se NMR study of vicinal (E)-fluoro(organylseleno)olefins and [(E)-fluoroalkenyl]diorganylselenonium salts

13C, 19F and 77Se NMR spectra of the (E)-fluoro(organylseleno)olefins R1(F)Cα=CβR2(SeR3) and the [(E)-fluoroalkenyl]diorganylselenonium salts R1(F)Cα/