Was man mit Trichloroisocyanuric Acid so alles anstellen kann:

http://www.erowid.org/archive/rhodium/pdf/trichloroisocyanuric.pdf

und

http://www.sciencemadness.org/talk/files.php?pid=94971&aid=3046

Daraus

a) Conversion of alcohols into alkyl chlorides using Trichloroisocyanuric Acid with Triphenylphosphine
http://www.tandfonline.com/doi/abs/10.1081/SCC-120006034

b) Chlorine Substitution Reactions using Trichloroisocyanuric Acid with Triphenylphosphine
http://www.tandfonline.com/doi/abs/10.1080/00397919908086119

c) Preparation of Alkyl Nitrates, Nitrites, and Thiocyanates from Alcohols Utilizing Trichloroisocyanuric Acid with Triphenylphosphine
http://www.tandfonline.com/doi/pdf/10.1081/SCC-200025580


Da wird eine ganze Palette-Grundstoffe zugänglich......

BJ68

Sehr interessant

Das ist auch noch gut:



Direct Oxidative Conversion of Alcohols, Amines, Aldehydes, and Benzyl Halides into the Corresponding Nitriles with Trichloroisocyanuric Acid in Aqueous Ammonia
https://www.thieme-connect.com/ejournals/html/synthesis/doi/10.1055/s-0029-1218827

aus http://www.organic-chemistry.org/chemicals/oxidations/trichloroisocyanuric-acid.shtm


Bj68

Ist nur immer wieder ärgerlich, dass das alles 'Spielerein' sind die fürs Hobbylab eher ungeeignet sind, wenn z.b. Katalysatoren wie TEMPO (2,2,6,6-Tetramethyl-1-piperidinyloxy) genutzt werden bei denen sich die Preisspanne pro Gramm bei 16-45€ (Sigma-Aldrich) bewegt
Zumal die Konvertierung von aliphatischen Aminen zu den entsprechenden Nitrilen - aus dem letzten Link - ne ziemlich elegante Sache ist.

Geht aber auch so ohne TEMPO:

Nitriles 5 from Benzyl Halides 4; General Procedure

To a mixture of alkyl halide (1 mmol) and aq NH3 (3.0 mL, 45 mmol) in round bottomed flask was added TCCA (1 mmol) slowly and very carefully in several small portions at r.t.. The obtained mixture was stirred at 60 ˚C. When the reaction was complete (TLC hexane-acetone, 6:1), it was quenched at this temperature with H2O (10 mL) and it was then was extracted with Et2O (3 × 15 mL). The combined organic layers were washed with brine and dried (MgSO4) to give 5 in good yield. If necessary, the product was purified by column chromatography (silica gel, hexane-EtOAc, 4:1).

Nitriles from Amines 1, Alcohols 2, and Aldehydes 3; General Procedure

To a mixture of amine, alcohol or aldehyde (1 mmol) and aq NH3 (3.0 mL, 45 mmol) in a round-bottomed flask was added TCCA (0.75 mmol) slowly and very carefully in several small portions at r.t. The obtained mixture was stirred at 60 ˚C. When the reaction was complete (TLC hexane-acetone, 6:1), it was quenched at this temperature with H2O (10 mL), and it was then was extracted with Et2O (3 × 15 mL). The combined organic layers were washed with brine and dried (MgSO4) to give 5 in good yield. If necessary, the product was purified by column chromatography (silica gel, hexane-EtOAc, 4:1).


aus "Direct Oxidative Conversion of Alcohols, Amines, Aldehydes, and Benzyl Halides into the Corresponding Nitriles with Trichloroisocyanuric Acid in Aqueous Ammonia"

Btw. mit ein wenig suchen lässt sich TEMPO auch billig finden:
http://www.carbosynth.com/carbosynth/website.nsf/(w-productdisplay)/D84DDD49D56B09A7802570B30059CE7F


Btw. netter TEMPO-Thread: http://www.sciencemadness.org/talk/viewthread.php?fid=10&tid=3960&action=printable

BJ68

So groß ist aber der finanzielle Unterschied bei 25g/50g/100g auch nicht mehr,... ^^

Edit hat noch was gefunden:

Trichloroisocyanuric Acid/KBr as a Catalytic System for the Chemoselective Oxidation of Benzylic and Secondary Alcohols
https://www.thieme-connect.com/ejournals/html/synthesis/doi/10.1055/s-2006-942396



Oxidation of 4-Bromobenzyl Alcohol to 4-Bromobenzaldehyde: Typical Procedure
KBr (0.0142 g, 0.12 mmol) was added to a solution of 4-bromobenzyl alcohol (0.187 g, 1 mmol) and wet SiO2 (0.2 g) in CH2Cl2 (10 mL), followed by addition of trichloroisocyanuric acid (0.093 g, 0.4 mmol). The resulting reaction mixture was stirred at r.t. for 75 min (the progress of the reaction was monitored by TLC) and then filtered. The residue was washed with CH2Cl2 (20 mL). Anhyd Na2SO4 (1 g) was added to the filtrate and filtered off after 20 min. CH2Cl2 was removed. The yield was 0.173 g (94%).

[/i]


Ferner:
[...]When a mixture of cyclohexanol and n-octanol was allowed to react under the described conditions, the former oxidized to cyclohexanone in 100% conversion and the latter gave n-octanal in trace conversion. A similar result was obtained in the oxidation of 1-indanol and 2-phenyl ethanol, affording 1-indanone and 2-phenyl ethanal in 100% and trace conversions, respectively. These studies clearly reveal that this method can be applied for the chemoselective oxidation of secondary alcohols in the presence of primary hydroxy groups.
[...]


Damit wäre es möglich aus 2-Butanol MEK herzustellen.....

Bj68