1,8-Diazabicyclo(5.4.0)undéc-7-ène

Titre correct : « 1,8-Diazabicyclo[5.4.0]undéc-7-ène ».

En raison de limitations techniques, la typographie souhaitable du titre n’a pu être restituée correctement.

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1,8-Diazabicyclo[5.4.0]undéc-7-ène
Image illustrative de l’article 1,8-Diazabicyclo(5.4.0)undéc-7-ène
Identification
Nom UICPA 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azépine
Synonymes

DBU
1,5-diazabicyclo[5.4.0]undéc-5-ène

No CAS 6674-22-2
No ECHA 100.027.013
No CE 229-713-7
PubChem 81184
SMILES
InChI
Apparence liquide incolore à légèrement jaune avec une odeur d'amine désagréable[1]
Propriétés chimiques
Formule C9H16N2  [Isomères]
Masse molaire[3] 152,236 7 ± 0,008 7 g/mol
C 71,01 %, H 10,59 %, N 18,4 %,
pKa 12 (protoné)[2]
12,8, cc = 10 g/l, t = 20 °C[1]
Propriétés physiques
T° fusion −70 °C[1]
T° ébullition 261 °C à 1,013 hPa[1]
115 °C à 11 mmHg[4],[5]
80-83 °C à 0,6 mmHg[4]
Solubilité 4,92 g·l-1 dans l'eau à 25 °C[6]
Masse volumique 1,02 g·cm-3 à 20 °C[1]
1,019 g·cm-3 à 25 °C[4]
T° d'auto-inflammation 260 °C[1]
Point d’éclair 116 °C[4]
Limites d’explosivité dans l’air 1,1% - 6,5%V[1]
Pression de vapeur saturante 0,055 mmHg à 25 °C[6]
5,3 mmHg à 37,7 °C[4]
Viscosité dynamique 11,76 mPa s à 20 °C[1]
Propriétés optiques
Indice de réfraction = 1,523[4]
Précautions
SGH[1],[4]
SGH05 : CorrosifSGH06 : Toxique
H290, H301, H314, H412, P273, P280, P310, P301+P310 et P305+P351+P338
Transport[4]
-
   3267   
Écotoxicologie
LogP 1,38 (octanol/eau)[1]
Unités du SI et CNTP, sauf indication contraire.
modifier 

Le 1,8-diazabicyclo[5.4.0]undéc-7-ène ou plus communément DBU est un composé organique bicyclique portant une fonction amidine et de formule brute C9H16N2. C'est une base utilisée en synthèse organique comme catalyseur ou comme ligand et comme base non nucléophile.

Notes et références

  1. ↑ a b c d e f g h i j et k [PDF] fiche 1,8-diazabicyclo [5.4.0]undec-7-ene chez Merck, consulté le 24/03/2011.
  2. ↑ Table de pKa sur diederich.chem.ethz.ch.
  3. ↑ Masse molaire calculée d’après « Atomic weights of the elements 2007 », sur www.chem.qmul.ac.uk.
  4. ↑ a b c d e f g h et i a) Fiche Sigma-Aldrich du composé 1,8-diazabicyclo [5.4.0]undec-7-ene 98%, consultée le 13/04/2010.
    b) Fiche Sigma-Aldrich du composé 1,8-diazabicyclo [5.4.0]undec-7-ene puriss., ≥99.0%, consultée le 13/04/2010.
  5. ↑ (en) « 1,8-diazabicyclo [5.4.0]undec-7-ene », sur NIST/WebBook
  6. ↑ a et b (en) « 1,8-Diazabicyclo(5.4.0)undéc-7-ène », sur ChemIDplus.

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