1,3-Diphenylurea

1,3-Diphenylurea is a phenylurea-type compound with the formula (PhNH)2CO (Ph = C6H5). It is a colorless solid that is prepared by transamidation of urea with aniline.

1,3-Diphenylurea
Names
Preferred IUPAC name
N,N-Diphenylurea
Other names
1,3-Diphenylurea; Diphenylurea; carbanilide
Identifiers
3D model (JSmol)
782650
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.731
EC Number
  • 203-003-7
143821
UNII
  • InChI=1S/C13H12N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16)
    Key: GWEHVDNNLFDJLR-UHFFFAOYSA-N
  • c1ccc(cc1)N/C(=N\c2ccccc2)/O
Properties
C13H12N2O
Molar mass 212.252 g·mol−1
Melting point 239–241 °C (462–466 °F; 512–514 K)
Boiling point 262 °C (504 °F; 535 K)
-127.5·10−6 cm3/mol
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H312, H332
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

DPU is a cytokinin, a type of plant hormone that induces flower development. It occurs in coconut milk.[1] The cytokinin effect of DPU is relatively low, but other more potent phenylurea-type cytokinins have been reported.[2]

References

  1. Shantz, E. M.; Steward, F. C. (1955). "The Identification of Compound A from Coconut Milk as 1,3-Diphenylurea". Journal of the American Chemical Society. 77 (23): 6351. doi:10.1021/ja01628a079.
  2. Effect of cytokinin-active phenylurea derivatives on shoot multiplication. T. Genkov and I. Ivanova, Bulg. J. Plant Physiol., 1995, 21(1), pages 73–83 (link to article at researchgate)


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.