Oxalyl dihydrazide

Base Information

• Chemical Name: Oxalyl dihydrazide
• CAS No.: 996-98-5
• Deprecated CAS: 3011-40-3
• Molecular Formula: C2H6N4O2
• Molecular Weight: 118.095
• Hs Code.: 29280090
• European Community (EC) Number: 213-640-2
• NSC Number: 264
• DSSTox Substance ID: DTXSID20870823
• Nikkaji Number: J36.620J
• Wikipedia: Oxalyldihydrazide
• Wikidata: Q15060216
• Mol file: 996-98-5.mol

Synonyms:ethanedioic acid dihydrazide;oxalic acid hydrazide;oxalyldihydrazide;oxalylhydrazide

Chemical Property of Oxalyl dihydrazide

Chemical Property:

• Appearance/Colour: white to slightly yellow crystals or cryst. powder
• Melting Point: 242-244 °C (dec.)(lit.)
• Refractive Index: 1.547
• Boiling Point: 220.6°C (rough estimate)
• PKA: 10.61±0.20(Predicted)
• PSA: 110.24000
• Density: 1.461 g/cm³
• LogP: -0.85140
• Storage Temp.: Store at +15°C to +25°C.
• Water Solubility.: almost transparency in hot Water
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 118.04907545
• Heavy Atom Count: 8
• Complexity: 96.6

Purity/Quality:

99% ^*data from raw suppliers

Oxalyl dihydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)(C(=O)NN)NN
• Uses: Oxalyldihydrazide was used as a crosslinker for enrichment of carbonylated proteins within a microfluid chip. It was also used to synthesize a new series of manganese and iron salt forming complexes by template condensation with glyoxal.

Technology Process of Oxalyl dihydrazide

There total 25 articles about Oxalyl dihydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.4%

Dimethyl oxalate (553-90-2) → oxalic acid hydrazide (996-98-5)

Guidance literature:

With hydrazine hydrate; In methanol; at 80 ℃; for 0.000833333h;

Reference yield: 98.0%

oxalic acid diethyl ester (95-92-1) → oxalic acid hydrazide (996-98-5)

Guidance literature:

With hydrazine hydrate; In methanol; at 60 ℃; for 8h;

DOI:10.1002/cplu.201402200

Reference yield: 97.8%

Oxalamide (471-46-5) → oxalic acid hydrazide (996-98-5)

Guidance literature:

With hydrazine hydrate;

upstream raw materials:

Dimethyl oxalate

acetic acid

phenylhydrazine

2-benzylidene-oxazolidine-4,5-dione

Downstream raw materials:

cuprizone

bis(2-hydroxyacetophenone)oxaloyldihydrazone

N’¹,N’²-bis(2-hydroxybenzylidene)oxalohydrazide

oxalic acid bis-(1-phenyl-ethylidenehydrazide)

Refernces

• 1、 Syiemlieh, Ibanphylla,Kumar, Arvind,Kurbah, Sunshine D.,Lal, Ram A.. "Synthesis, characterization and structure assessment of mononuclear and binuclear low-spin manganese(II) complexes derived from oxaloyldihydrazones, 1,10-phenanthroline and 2,2′-bipyridine". . p. 252 - 261. Retrieved 2018.
• 2、 Rawat, Poonam,Singh. "Assessment of conformational, spectral, antimicrobial activity, chemical reactivity and NLO application of Pyrrole-2,5-dicarboxaldehyde bis(oxaloyldihydrazone)". . p. 344 - 355. Retrieved 2015.
• 3、 Syiemlieh, Ibanphylla,Kumar, Arvind,Kurbah, Sunshine D.,De, Arjune K.,Lal, Ram A.. "Low-spin manganese(II) and high-spin manganese(III) complexes derived from disalicylaldehyde oxaloyldihydrazone: Synthesis, spectral characterization and electrochemical studies". . p. 343 - 352. Retrieved 2018.
• 4、 Singh, Vinod P.,Singh, Shweta,Singh, Divya P.,Tiwari,Mishra, Monika. "Synthesis, spectroscopic (electronic, IR, NMR and ESR) and theoretical studies of transition metal complexes with some unsymmetrical Schiff bases". . p. 71 - 78. Retrieved 2014.
• 5、 Abou-Melha, Khlood S.. "Divalent cobalt, copper and zinc complexes of (2Z,2′Z)-2,2′-(oxalylbis(hydrazin-2-yl-1-ylidene))dipropionic acid (H4OPA): Synthesis, characterization, computational, conductometric titration and biological potency". . . Retrieved 2021/10/02.
• 6、 Wu, Dehua,Song, Jintong,Qu, Lang,Zhou, Weilan,Wang, Lei,Zhou, Xiangge,Xiang, Haifeng. "Ultralow-Molecular-Weight Stimuli-Responsive and Multifunctional Supramolecular Gels Based on Monomers and Trimers of Hydrazides". supporting information. p. 3370 - 3378. Retrieved 2020/10/02.