Adipic acid dihydrazide

Adipic acid dihydrazide (ADH) is a chemical used for cross-linking water-based emulsions. It can also be used as a hardener for certain epoxy resins.[2] ADH is a symmetrical molecule with a C4 backbone, and the reactive group is C=ONHNH2. Dihydrazides are made by the reaction of an organic acid with hydrazine. Other dihydrazides with different backbones are also common, including isophthalic dihydrazide (IDH) and sebacic dihydrazide (SDH).

Adipic acid dihydrazide[1]
Names
Preferred IUPAC name
Hexanedihydrazide
Other names
Adipic dihydrazide

Adipohydrazide

Adipyl hydrazide
Identifiers
3D model (JSmol)
Abbreviations ADH
973863
ChemSpider
ECHA InfoCard 100.012.727
EC Number
  • 213-999-5
MeSH Adipic+dihydrazide
RTECS number
  • AV1400000
UNII
  • InChI=1S/C6H14N4O2/c7-9-5(11)3-1-2-4-6(12)10-8/h1-4,7-8H2,(H,9,11)(H,10,12) checkY
    Key: IBVAQQYNSHJXBV-UHFFFAOYSA-N checkY
  • InChI=1/C6H14N4O2/c7-9-5(11)3-1-2-4-6(12)10-8/h1-4,7-8H2,(H,9,11)(H,10,12)
    Key: IBVAQQYNSHJXBV-UHFFFAOYAB
  • O=C(NN)CCCCC(=O)NN
Properties
C6H14N4O2
Molar mass 174.20 g/mol
Melting point 176 to 185 °C (349 to 365 °F; 449 to 458 K)
Hazards
Safety data sheet (SDS) Material Safety Data Sheet
Related compounds
Related compounds
 hexanedioic acid
hexanedihydrazide
hexanedioyl dichloride
hexanedinitrile
hexanediamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Physical Properties of ADH
  2. Adipic acid dihydrazide - Adipic dihydrazide - ADH Archived April 18, 2008, at the Wayback Machine
  • Preparation of Enzyme Conjugate through Adipic Acid Dihydrazide as Linker
  • Ďurana, R; Bystrický, S (2002). "Preparation and characterization of adipic acid dihydrazide derivatives of yeast mannans". Carbohydrate Polymers. 50 (2): 177. doi:10.1016/S0144-8617(02)00020-6.
  • Technical Article About the Chemistry and Use of Dihydrazides in Thermosets, Including ADH


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