26902-66-9

Basic information

• Product Name: 1,1,1-trifluorononan-2-one
• Synonyms: 2-nonanone, 1,1,1-trifluoro-
• CAS NO: 26902-66-9
• Molecular Formula: C₉H₁₅F₃O
• Molecular Weight: 196.21
• Mol File: 26902-66-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 177.8°C at 760 mmHg
• Flash Point: 90.1°C
• Density: 1.029g/cm³
• Vapor Pressure: 1.02mmHg at 25°C
• Refractive Index: 1.38
• CAS DataBase Reference: 1,1,1-trifluorononan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-trifluorononan-2-one(26902-66-9)
• EPA Substance Registry System: 1,1,1-trifluorononan-2-one(26902-66-9)

Safety Data

• Hazardous Substances Data: 26902-66-9(Hazardous Substances Data)

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 78827-66-4 Heptyl-triphenyl-phosphonium 
• 13125-66-1 n-heptylmagnesium bromide 
• 124-07-2 Octanoic acid 
• 111-64-8 n-octanoic acid chloride 
• 106-32-1 octanoic acid ethyl ester 
• 76-05-1 trifluoroacetic acid 
• 186001-39-8 4-((E)-1-Trifluoromethyl-oct-1-enyl)-morpholine 
• 2923-17-3 lithium trifluoroacetate 
• 122977-63-3 trifluoro-1,1,1 trimethylsilyloxy-2 nonene-2 
• 200886-71-1 N-methoxy-N-methyloctanamide 
• 55367-56-1 n-heptylidene triphenylphosphorane 

Downstream Products

• 26902-80-7 1,1,1-trifluoro-2-nonanol 
• 175655-85-3 (R)-(+)-(1-trifluoromethyl)octanol 
• 147991-84-2 (S)-(-)-(1-trifluoromethyl)octanol 
• 220956-02-5 (S)-1,1,1-Trifluoro-2-{[(E)-(S)-2-(methoxy-diphenyl-methyl)-pyrrolidin-1-ylimino]-methyl}-nonan-2-ol 
• 1601477-04-6 4-methyl-N'-(1,1,1-trifluorononan-2-ylidene)benzenesulfonohydrazide 
• 220956-09-2 [(S)-2-Benzyloxy-2-trifluoromethyl-non-(E)-ylidene]-[(S)-2-(methoxy-diphenyl-methyl)-pyrrolidin-1-yl]-amine 
• 220956-17-2 (2S,2'S)-1-[2'-methoxy-2'-(trifluoromethyl)nonyleneamino]-2-(1''-methoxy-1'',1''-diphenyl)pyrrolidine 

Relevant articles and documents

Efficient Asymmetric Biomimetic Aldol Reaction of Glycinates and Trifluoromethyl Ketones by Carbonyl Catalysis

The direct asymmetric aldol reaction of glycinates represents an intriguing and straightforward strategy to make biologically significant chiral β-hydroxy-α-amino-acid derivatives. But it is not easy to realize the transformation due to the disruption of the reactive NH2 group of glycinates. Inspired by the enzymatic aldol reaction of glycine, we successfully developed an asymmetric aldol reaction of glycinate 5 and trifluoromethyl ketones 4 with 0.1–0.0033 mol % of chiral N-methyl pyridoxal 7 a as the catalyst, producing chiral β-trifluoromethyl-β-hydroxy-α-amino-acid esters 6 in 55–82 % yields (for the syn-diastereomers) with up to >20:1 dr and 99 % ee under very mild conditions. The reaction proceeds via a catalytic cycle similar to the enzymatic aldol reaction of glycine. Pyridoxal catalyst 7 a activates both reactants at the same time and brings them together in a specific spatial orientation, accounting for the high efficiency as well as excellent diastereo- and enantioselectivities.

A Weinreb amide approach to the synthesis of trifluoromethylketones

A novel route to access trifluoromethylketones (TFMKs) from Weinreb amides is reported. This represents the first documented case of the Ruppert-Prakash reagent (TMS-CF3) reacting in a constructive manner with an amide and enables synthesis of TMFKs without risk of over-trifluoromethylation.

Study for the determination of the absolute configuration of fluoromethylated secondary alcohols by the modified Mosher method

Application of the modified Mosher method using high-field FT 1H NMR to the 2-methoxy-2-phenyl-2-trifluoromethyl acetic acid (MTPA) derivatives of fluorinated secondary alcohols indicates that this method may be generally used to determine the absolute configurations of these materials.