Cannabaceae

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Benzimidazolinone
Names
IUPAC name
2-Benzimidazolinone
Other names
1,3-Dihydro-2H-benzimidazol-2-one
2-Hydroxybenzimidazole
N,N′-(1,2-Phenylene)urea
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.009.467 Edit this at Wikidata
EC Number
  • 210-412-4
UNII
  • InChI=1S/C7H6N2O/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H,(H2,8,9,10)
    Key: SILNNFMWIMZVEQ-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)NC(=O)N2
Properties
C7H6N2O
Molar mass 134.138 g·mol−1
Appearance white solid
Hazards
GHS labelling:[1]
GHS07: Exclamation mark
Warning
H302
P264, P270, P301+P317, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Benzimidazolinone is an organic compound with the formula C6H4(NH)2CO. Also classified as a heterocyclic compound it is a bicyclic urea. It is a tautomer of 2-hydroxybenzimidazole.

Synthesis, structure, applications

[edit]
Pigment Orange 36

The parent compound is prepared by the carbonylation of 1,2-diaminobenzene. The carbonylation can be effected with carbonyldiimidazole.[2] Like other ureas, it engages in hydrogen bonding, yielding supramolecular structures. Otherwise, the compound is of little interest.

Substituted 2-benzimidazolinones are commercial dyes and pigments. For example 4-amino-2-benzimidazolinone condenses with diketene to give the acetoacetanilide, which undergoes diazo coupling with various aryldiazonium salts. In this way pigment orange 36 and pigment yellow 154 are produced. These pigments are used in paints and plastics.[3]

The drug domperidone is a derivative of benzimidazolinone.

References

[edit]
  1. ^ "2-Hydroxybenzimidazole". pubchem.ncbi.nlm.nih.gov.
  2. ^ Schwiebert, Kathryn E.; Chin, Donovan N.; MacDonald, John C.; Whitesides, George M. (1996). "Engineering the Solid State with 2-Benzimidazolones". Journal of the American Chemical Society. 118 (17): 4018–4029. doi:10.1021/ja952836l.
  3. ^ Jaffe, Edward E. (2004). "Pigments, Organic". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.151807011001060605.a01.pub2. ISBN 978-0-471-48494-3.
source: https://en.wikipedia.org/wiki/2-Benzimidazolinone

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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