Chemistry:1,3-Diphenyltriazene

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1,3-Diphenyltriazene
1,3-Diphenyl-1-triazene.svg
Names
Preferred IUPAC name
(1E)-1,3-Diphenyl-1-triazene
Other names
Diazoaminobenzene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 205-240-1
UNII
Properties
C12H11N3
Molar mass 197.241 g·mol−1
Appearance Pale yellow solid
Density 1.29 g/cm3
Melting point 95–96[1] °C (203–205 °F; 368–369 K)
Boiling point 180 °C (356 °F; 453 K) decomposes[2]
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H302, H312, H315, H319, H332, H335
P261, P264, P270, P271, P280, P301+312, P302+352, P304+312, P304+340, P305+351+338, P312, P321, P322, P330, P332+313, P337+313, P362, P363, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,3-Diphenyltriazene is the organic compound with the formula PhN=N-N(H)Ph (Ph = C6H5). It is a prototypical triazene, i.e. a compound with the functional group RN=N-NR2. It is a pale yellow solid, prepared by the reaction of phenyldiazonium salts with aniline.[3] It is a planar molecule. The N-N distances are 1.287 and 1.337 Å.[4]

References

  1. William B. Smith, Oliver Chenpu Ho (April 1990). "Application of the isoamyl nitrite-diiodomethane route to aryl iodides" (in en). The Journal of Organic Chemistry 55 (8): 2543–2545. doi:10.1021/jo00295a056. ISSN 0022-3263. https://pubs.acs.org/doi/abs/10.1021/jo00295a056. Retrieved 2021-05-27. 
  2. Shimura, Eiji. Preparation of electrophotographic toners using a foaming agent and an insulating substance. 1988. JP 63050863 A.
  3. Hartman, W. W.; Dickey, J. B. (1934). "Diazoaminobenzene". Organic Syntheses 14: 24. doi:10.15227/orgsyn.014.0024. 
  4. Lego, Christian; Neumüller, Bernhard (2011). "Reaktionen von 1,3-Diphenyltriazenid mit Cu+ und Tl+". Zeitschrift für anorganische und allgemeine Chemie 637 (12): 1784–1789. doi:10.1002/zaac.201100227.