Anthranilamide

Last updated
Anthranilamide
Anthranilamide.svg
Names
Preferred IUPAC name
2-Aminobenzamide
Systematic IUPAC name
2-Aminobenzamide
Other names
  • Anthranilamide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.683 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-851-2
PubChem CID
UNII
  • InChI=1S/C7H8N2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H2,9,10)
    Key: PXBFMLJZNCDSMP-UHFFFAOYSA-N
  • C1=CC=C(C(=C1)C(=O)N)N
Properties
C7H8N2O
Molar mass 136.154 g·mol−1
Appearancewhite or yellow solid
Odor odorless
Density 1.17 g/cm3
Melting point 111 to 113 °C (232 to 235 °F; 384 to 386 K) [1]
Boiling point 300 °C (572 °F; 573 K)
5 g/L (20 °C)
Solubility very soluble in ethyl acetate
soluble in hot water, ethanol
slightly soluble in diethyl ether, benzene
Hazards
GHS labelling:
GHS-pictogram-acid.svg
Danger
H318
P280, P305+P351+P338, P310
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Anthranilamide is a chemical compound of the group of amides.

Contents

Synthesis and production

Anthranilamide can be obtained by reacting ammonia, ammonium carbonate and ammonium chloride with isatoic anhydride. [2]

Properties

Anthranilamide is a flammable, flame-retardant, crystalline, colorless to yellowish, odorless solid that is poorly soluble in water. [1]

Use

Anthranilamide is used as an acetaldehyde scavenger in PET bottles for water. It is not required for sweet beverages, juices and beer, as the concentration of acetaldehyde in the bevereage is higher than what might migrate from the PET. [3] Anthranilamide is also for non-selective, efficient fluorescence labeling of glycans. [4] It is also used as an intermediate for dyes, pharmaceuticals, blowing agents and other chemicals. In lubricating oils for engines, it prevents copper and magnesium corrosion. [5]

References

  1. 1 2 "Anthranilamid".
  2. ↑ "Synthesis of Anthranilamide". Thomas’ Chemistry. Archived from the original on 5 August 2018.
  3. ↑ DLG:> "DLG Expert report 04/2016: Packaging material made from polyethylene terephthalate (PET)". DLG e.V. 28 August 2025. Retrieved 1 September 2025.
  4. ↑ "Anthranilamide, matrix substance for MALDI-MS, ≥99.0% (HPLC)". Sigma-Aldrich. Retrieved 2018-08-05.
  5. ↑ "2-Aminobenzamide, 98+%" . Retrieved 2018-08-05.

Attribution: translated from de:Anthranilamid in August 2025

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