Dinosèbe

Dinosèbe
Image illustrative de l’article Dinosèbe
Identification
Synonymes

sec-Butyle-2 dinitro-4,6 phénol
2-(1-Méthylpropyl)-4,6-dinitrophénol

No CAS 88-85-7
No ECHA 100.001.692
No CE 201-861-7
PubChem 6950
SMILES
InChI
Apparence cristaux orange, d'odeur âcre[1].
Propriétés chimiques
Formule C10H12N2O5  [Isomères]
Masse molaire[2] 240,212 7 ± 0,010 7 g/mol
C 50 %, H 5,04 %, N 11,66 %, O 33,3 %,
Propriétés physiques
fusion 38 à 42 °C[1]
Solubilité dans l'eau : nulle à 20 °C ([1]
Masse volumique 1,3 g·cm-3 à 30 °C[1]
Point d’éclair 100 °C
Pression de vapeur saturante à 20 °C : 0,007 Pa[1]
Précautions
SGH[3]
SGH06 : ToxiqueSGH08 : Sensibilisant, mutagène, cancérogène, reprotoxiqueSGH09 : Danger pour le milieu aquatique
Danger
H301, H311, H319, H360Df, H410 et EUH044
Transport
-
   2779   

Unités du SI et CNTP, sauf indication contraire.

Le dinosèbe, ou 2,4-dinitro-6-(1-méthyl-propyl)phénol, est un composé chimique de la famille des dinitrophénols. Comme les autres dinitrophénols, il a une large activité biocide et peut être utilisé comme insecticide, acaricide, herbicide et fongicide. Cette même activité biocide les a rendus obsolètes en tant qu'insecticides.

Les substances de cette famille sont classées selon leur mode d'action dans la classe M de la classification HRAC des herbicides. Ces substance provoquent un découplage du processus de phosphorylation oxydative causant la rupture presque immédiate de la membrane cellulaire, entraînant une nécrose[4].

Les sels de triéthanolamine ont été utilisés en pulvérisation pendant la période de dormance pour lutter contre les insectes des arbres fruitiers à feuilles caduques.

Stéréochimie

Dinosèbe
(2 stéréoisomères)
(S)-Dinoseb
(S)-configuration
(R)-Dinoseb
(R)-configuration

Références

  1. a b c d et e DINOSEBE, Fiches internationales de sécurité chimique
  2. Masse molaire calculée d’après « Atomic weights of the elements 2007 », sur www.chem.qmul.ac.uk.
  3. Numéro index 609-025-00-7 dans le tableau 3.1 de l'annexe VI du règlement CE N° 1272/2008 (16 décembre 2008)
  4. (en) « Summary of Herbicide Mechanism of Action According to the Herbicide Resistance Action Committee (HRAC) and Weed Science Society of America (WSSA) Classification », Weed Science Society of America (WSSA), (consulté le ).

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