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
IUPAC name Hexanedihydrazide
Other names Adipic dihydrazide Adipohydrazide Adipyl hydrazide
Identifiers
CAS Number	1071-93-8
3D model (JSmol)	Interactive image
Abbreviations	ADH
Beilstein Reference	973863
ChemSpider	59505
ECHA InfoCard	100.012.727
EC Number	213-999-5
MeSH	Adipic+dihydrazide
PubChem CID	66117
RTECS number	AV1400000
UNII	VK98I9YW5M
CompTox Dashboard (EPA)	DTXSID0044361
InChI 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) Key: IBVAQQYNSHJXBV-UHFFFAOYSA-N 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
SMILES O=C(NN)CCCCC(=O)NN
Properties
Chemical formula	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	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

External links

• 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