1976
DOI: 10.1002/ange.19760882411
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Trifluoracetylierung von Aminen mit N‐Trifluoracetyl‐Nylon 66

Abstract: Die Umwandlung von Aminen in Trifluoracetamide (1) gelingt mit N‐Trifluoracetyl‐Nylon 66, das bei der Reaktion in Nylon 66 übergeht. Nylon 66 läßt sich einfach abfiltrieren.

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Cited by 39 publications
(16 citation statements)
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“…These a,v-dienes were obtained from 1 and different chain length diamines (3a-3d; Figure 1). The strong organic bases 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo [5.4.0]-undec-7-ene (DBU), and TBD were tested as catalyst at three different temperatures (25,75, and 100 8C) and different amounts (1, 2.5, 5, 7.5, and 10 mol-%) for the solvent-free amide synthesis revealing that TBD at 75 8C and 7.5 mol-% was best suited for this reaction, since these conditions provided the highest conversions of methyl 10-undecenoate to the corresponding monomers 4a-4d as observed by GC, IR, and 1 H NMR investigations. A larger quantity of TBD and/or higher temperature did not improve the observed yields.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…These a,v-dienes were obtained from 1 and different chain length diamines (3a-3d; Figure 1). The strong organic bases 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo [5.4.0]-undec-7-ene (DBU), and TBD were tested as catalyst at three different temperatures (25,75, and 100 8C) and different amounts (1, 2.5, 5, 7.5, and 10 mol-%) for the solvent-free amide synthesis revealing that TBD at 75 8C and 7.5 mol-% was best suited for this reaction, since these conditions provided the highest conversions of methyl 10-undecenoate to the corresponding monomers 4a-4d as observed by GC, IR, and 1 H NMR investigations. A larger quantity of TBD and/or higher temperature did not improve the observed yields.…”
Section: Resultsmentioning
confidence: 99%
“…All determinations of molar mass were performed relative to linear poly(methyl methacrylate) standards (Polymer Standards Service, M p ¼ 102-981.000 Da). Polyamide samples had to be derivatized for gel permeation chromatographic (GPC) analysis according to the following modified literature procedure: [24,25] small amounts of sample (10-20 mg) were weighed into GPC vials. 50 mL of dichloromethane and 50 mL of TFAA were then added to the vial and the sample was sealed and kept until the polymer dissolved.…”
mentioning
confidence: 99%
“…It was then converted to trifluoroacetate 3 with freshly prepared N-trifluoroacetyl piperidine after dehalogenation with butyllithium. [19] Ketone 3 was used as the starting material for the synthesis of the desired diazirine. This is normally obtained after the conversion of a ketone into a diaziridine intermediate [13b,19,20] followed by oxidation.…”
Section: Synthesis Of Hydroxy-functionalized Photolabels 7 Andmentioning
confidence: 99%
“…To determine the absorption maxima and the decomposition time, sample solutions were prepared by the dissolution of the photolabile compounds in doubly distilled H 2 O or MeOH at concentrations of 0.1 m (12 and 14), 0.25 m (16) and 0.75 m (19). Photolysis experiments were carried out with UV light at wavelengths Ն320 nm (total sample volume 5.0 mL).…”
Section: Irradiation Experiments Evaluation Of the Decomposition Timementioning
confidence: 99%
“…The molecular mass evaluation of aliphatic polyamides as well as the determination of their molecular mass distribution are relevant problems which only very recently have been satisfactorily solved (22)(23)(24)(25). The aforementioned N-trif1uoroacety1ation reaction runs as fol 1ows:…”
Section: Molecular Mass Distributionmentioning
confidence: 99%