83311-03-9

Basic information

• Product Name: 1-Nonanol, 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-, acetate
• CAS NO: 83311-03-9
• Molecular Formula: C11H9F13O2
• Molecular Weight: 420.17
• Mol File: 83311-03-9.mol

Chemical Properties

• CAS DataBase Reference: 1-Nonanol, 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Nonanol, 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-, acetate(83311-03-9)
• EPA Substance Registry System: 1-Nonanol, 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-, acetate(83311-03-9)

Safety Data

• Hazardous Substances Data: 83311-03-9(Hazardous Substances Data)

Upstream product

• 80806-68-4 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol 
• 591-87-7 Allyl acetate 
• 102061-83-6 sodium 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfinate 

Downstream Products

• 89889-20-3 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-9-iodononane 
• 80806-68-4 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol 

Relevant articles and documents

Reaction of Perfluoroalkanesulfinates with Allyl and Propargyl Halides. A Convenient Synthesis of 3-(Perfluoroalkyl)prop-1-enes and 3-(Perfluoroalkyl)allenes

The reaction of perfluoroalkanesulfinates, RfCF2SO2Na, with allyl and propargyl halides, in the presence of (NH4)2S2O8, gave 3-(perfluoroalkyl)prop-1-enes (RfCH2CH=CH2) and 3-(perfluoroalkyl)allenes (RfCH=C=CH2), respectively, in good yield.Evidence is presented for a radical addition-elimination mechanism for the reaction.The reaction represents a synthetically viable and convenient route to such compounds.

Effect of a Perfluoroalkyl Group on the Elimination and Substitution Reactions of Two Homologous Series of Perfluoroalkyl-Substituted Iodoalkanes

Substitution and elimination reactions of two homologous series of compounds, induced by strong bases, were studied in aqueous alcohol and anhydrous methanol solution.Series I compounds, RF(CH2)nI having n = 2 (RF = a perfluoroalkyl group, also named an F-alkyl group), gave only RFCH=CH2 under all conditions.By contrast, RF(CH2)3Igave 4-10 times as much substitution as elimination products.Isomerization of RFCH2CH=CH2 (6) to RFCH=CHCH3 (7) occurred; this result may account, in part, for the extremely high 7/6 alkene ratios (37-81/1) obtained from elimination reactions of RFCH2CHICH3.All series II compounds, RFCH2CHI(CH2) nCH3 (n = 0-5), gave entirely elimination, and principally toward the RF group.E/Z isomer ratios varied from 2.65 to 5.These results were compared to those obtained from 1- and 2-iodooctane under the same conditions.A practical synthesis of CF3(CF2)5CH2CH2CH2I is described; the isomeric (F-alkyl)propenes 6 and 7 were also separately prepared.Rates of reactions under standard conditions for both series I and II compounds were measured.Kinetically, only second-order processes were observed, but a sharp break occurred in rate as the RF group was separated more than two carbons from the departing iodine atom, in series I compounds.Series II compounds reacted about one-tenth as fast as series I compounds.These results are discussed in the context of previous work with F-alkyl-substituted compounds.