hexanedihydrazide

• ChemBase ID: 52248
• Molecular Formular: C6H14N4O2
• Molecular Mass: 174.20096
• Monoisotopic Mass: 174.11167571
• SMILES: C(=O)(CCCCC(=O)NN)NN
• Canonical SMILES: NNC(=O)CCCCC(=O)NN
• 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)
• InChIKey: IBVAQQYNSHJXBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexanedihydrazide
• IUPAC Traditional name: adipic acid dihydrazide
• Synonyms: Adipic acid dihydrazide; adipohydrazide; Adipohydrazide; Adipyl hydrazide; Adipic dihydrazide; Adipic acid dihydrazide; ADIPYL HYDRAZIDE; hexanediohydrazide; 1,4-Butanedicarboxylic dihydrazide; Hexanedioic dihydrazide; Adipic dihydrazide; 己二酸二酰肼

Database IDs

• CAS Number: 1071-93-8
• EC Number: 213-999-5
• MDL Number: MFCD00007614
• Beilstein Number: 973863
• PubChem SID: 162057011; 24890442; 24845239
• PubChem CID: 66117
• Chemspider ID: 59505
• MeSH Name: Adipic+dihydrazide
• Wikipedia Title: Adipic_acid_dihydrazide

CALCULATED PROPERTIES

• Acid pKa: 12.649596
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.7212892
• LogD (pH = 7.4): -1.716249
• Log P: -1.7161822
• Molar Refractivity: 45.3516 cm^3
• Polarizability: 17.123558 Å^3
• Polar Surface Area: 110.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble100 mg/mL
• Melting Point: 176–185 °C; 180-182 °C; 180-182 °C(lit.); 180-182°C; 180-182°C
• Flash Point: 150 °C; 302 °F

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: AV1400000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (NT); ≥98%; 95%; 97%; 98%
• Grade: purum
• Quality Level: PREMIUM
• Linear Formula: NH2NHCO(CH2)4CONHNH2

DETAILS

MP Biomedicals - 05213452

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A0638

Application
Homobifunctional cross-linking reagent specific for aldehydes resulting in relatively stable hydrazone linkages. Typically, used in the linking of glycoproteins, such as antibodies, in a site specific fashion following periodate oxidation. Oxidation and coupling may conveniently 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.
包装
25, 100 g in poly bottle

Sigma Aldrich - 02191

Other Notes
Bifunctional linker employed for the immobilization of carbohydrates, e.g. to MMAC resins (methyl vinyl ether, maleic anhydride co-polymer)1,2
Application
Adipic acid dihydrazide can be used to study chemical synthesis, organic building blocks, carbonyl compounds and hydrazides. Adipic acid dihydrazide has been used in a study to show that diphtheria toxoid can be successfully employed as a carrier protein for conjugation with Salmonella O-specific polysaccharides and play an important role in facilitating adequate immune response in typhoid fever vaccines. Adipic acid dihydrazide has also been used in a study to assess the activity of the derivatives of glycoside steviolbioside from the plant Stevia rebaudiana.

Sigma Aldrich - 217824

Packaging
25 g in poly bottle