Adipic acid dihydrazide
SIGMA/A0638 - ≥98% (titration)
Synonym: Hexanedihydrazide
CAS Number: 1071-93-8
Empirical Formula (Hill Notation): C6H14N4O2
Molecular Weight: 174.20
EC Number: 213-999-5
MDL Number: MFCD00007614
Linear Formula: NH2NHCO(CH2)4CONHNH2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: A0638-25G
This image depicts SKU: A0638-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: A0638-100G
This image depicts SKU: A0638-100G
| assay | ≥98% (titration) |
| form | powder |
| InChI | 1S/C6H14N4O2/c7-9-5(11)3- |
| InChI key | IBVAQQYNSHJXBV-UHFFFAOYSA |
| mp | 180-182 °C (lit.) |
| Quality Level | 300  |
| reaction suitability | reagent type: cross-linking reagent |
| SMILES string | NNC(=O)CCCCC(=O)NN |
| solubility | H2O: 100 mg/mL |
| storage temp. | −20°C |
| Application: | Adipic acid dihydrazide has been used: • in the preparation of reactive premix to synthesize the porous biomaterial • for the crosslinking of methacrylated chondroitin sulfate (MA-CS) coating using carbodiimide-based chemistry for the production and characterization of methacrylated chondroitin sulfate magnetic nanoparticles (MA-CS MNPs) • for the covalent labeling of rhamnolipids, pyochelin, and vancomycin with Abberior STARNHS ester dye |
| Biochem/physiol Actions: | Adipic acid dihydrazide (ADH) is a low molecular weight compound that comprises a hydrazide group at each end. This leads to the supply of extra adsorption sites for heavy metals that maintain or elevate the adsorption capacities of the cross-linked adsorbents. ADH is used as a crosslinker in various fields, like making mechanical latexes films and injectable oxidized hyaluronic acid hydrogel. |
| General description: | Adipic acid dihydrazide is a homobifunctional cross-linking reagent that is specific for aldehydes. This results in relatively stable hydrazone linkages. Adipic acid dihydrazide is generally used in the linking of glycoproteins, like antibodies, in a site-specific fashion following periodate oxidation. Oxidation and coupling may be performed at pH 5.0 due to the low pKa of the hydrazide which avoids competition by primary amines. |
| Other Notes: | Note that the hydrazone bond may be stabilized by selective reduction using, for example, sodium cyanoborohydride. |
| Packaging: | 25, 100 g in poly bottle |
| Symbol |  GHS09 |
| Hazard statements | H411 |
| Precautionary statements | P273 - P391 - P501 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | 302.0 °F - closed cup |
| Flash Point(C) | 150 °C - closed cup |
| Purity | ≥98% (titration) |
| mp | 180-182 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352127 |