Aldimorph

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of aldimorph
Basic structural formula (stereocenters are marked with an * )
General
Surname Aldimorph
other names
  • 4-dodecyl-2,6-dimethylmorpholine
  • Aldimorp
Molecular formula C 18 H 37 NO
Brief description

colorless liquid

External identifiers / databases
CAS number
  • 1704-28-5
  • 106788-55-0 ( meso configuration)
  • 86594-17-4 ( S, S configuration)
PubChem 3014032
Wikidata Q18589473
properties
Molar mass 283.49 g mol −1
Physical state

liquid

Melting point

-27 to -19 ° C

boiling point

110-140 ° C (10 Pa )

safety instructions
GHS hazard labeling
no classification available
Toxicological data

3500 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Aldimorph is a chemical compound from the group of morpholines . It was brought onto the market by Fahlberg-List in 1980 as a fungicide and is no longer approved.

Stereoisomers

The active ingredient contains two similarly substituted stereocenters on the heterocyclic ring, consequently there are three stereoisomers:

  • (2 R , 6 R ) -4-dodecyl-2,6-dimethylmorpholine,
  • (2 S , 6 S ) -4-dodecyl-2,6-dimethylmorpholine and
  • meso -4-dodecyl-2,6-dimethylmorpholine.
Aldimorph
(R, R) -aldimorph
(2 R , 6 R ) isomer
(S, S) -aldimorph
(2 S , 6 S ) isomer
(R, S) -fluvalinate
meso shape

composition

In addition to the main component, aldimorph consists of various 4- N -alkyl-2,6-dimethylmorpholines.

use

Under the trade name Falimorph , it was used against powdery mildew in grain cultivation.

effect

Straight-chain N- alkyl-2,6-dimethylmorphine have a high fungicidal toxicity with chain lengths of C 10 to C 14 . Although they are less effective than the branched compounds, they are more phytotoxic.

Admission

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

  1. a b c d e f Entry on Aldimorph. In: Römpp Online . Georg Thieme Verlag, accessed on November 20, 2014.
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. H. Dobe, K. Sieber, A. Jumar: Studies on the metabolism of aldimorph in seedlings of Hordeum distichon. In: Biochemistry and Physiology of Plants. 181, 1986, pp. 91-102, doi : 10.1016 / S0015-3796 (86) 80077-4 .
  4. General Directorate Health and Food Safety of the European Commission: Entry on aldimorph in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.