Azelaic dihydrazide

Base Information

• Chemical Name: Azelaic dihydrazide
• CAS No.: 4080-95-9
• Molecular Formula: C9H20N4O2
• Molecular Weight: 216.283
• Hs Code.: 2928000090
• European Community (EC) Number: 223-806-6
• NSC Number: 23708
• DSSTox Substance ID: DTXSID00884029
• Nikkaji Number: J207.927E
• Wikidata: Q82862788
• Mol file: 4080-95-9.mol

Synonyms:Azelaic dihydrazide;Nonanedihydrazide;4080-95-9;Azelaic acid dihydrazide;Nonanedioic dihydrazide;Nonanedioic acid, dihydrazide;Azelaohydrazide;Nonanedioic acid, 1,9-dihydrazide;EINECS 223-806-6;NSC 23708;Azelaic acid, dihydrazide;C9H20N4O2;Nonanedihydrazide #;SCHEMBL218452;SCHEMBL11053072;DTXSID00884029;NSC23708;C9-H20-N4-O2;MFCD00051529;NSC-23708;AKOS000267184;A0746;CS-0149894;FT-0622515;D88312;2,3,5,6-TETRACHLOROISONICOTINOYLCHLORIDE

Chemical Property of Azelaic dihydrazide

Chemical Property:

• Melting Point: 183 °C
• Boiling Point: 512 °C at 760 mmHg
• Flash Point: 263.4 °C
• PSA: 110.24000
• Density: 1.101 g/cm³
• LogP: 1.87930
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 216.15862589
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Azelaic Dihydrazide >95.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCC(=O)NN)CCCC(=O)NN

Technology Process of Azelaic dihydrazide

There total 4 articles about Azelaic 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: 100.0%

Dimethyl azelate (1732-10-1) → azelainic acid dihydrazide (4080-95-9)

Guidance literature:

With hydrazine hydrate; In methanol; at 70 ℃; for 4h;

DOI:10.1021/jacs.8b05220

Reference yield:

azelaic acid (123-99-9,26776-28-3) → azelainic acid dihydrazide (4080-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; benzene; toluene-4-sulfonic acid / unter Entfernen des gebildeten Wassers

2: ethanol; hydrazine hydrate

With ethanol; toluene-4-sulfonic acid; hydrazine hydrate; benzene;

Reference yield:

cis-9-hexadecenoic acid (373-49-9,2091-29-4) → azelainic acid dihydrazide (4080-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ozone / water; acetonitrile / 0 °C

2: hydrogenchloride / 2 h / 80 °C

3: hydrazine hydrate / methanol / 6 h

With hydrogenchloride; ozone; hydrazine hydrate; In methanol; water; acetonitrile; 2: |Fischer–Speier Esterification;

upstream raw materials:

diethyl azelate

azelaic acid

Dimethyl azelate

cis-9-hexadecenoic acid

Downstream raw materials:

C₂₅H₂₈N₄O₄

9-oxo-9-(N'-phenoxyacetyl-hydrazino)-nonanoic acid N'-phenoxyacetyl-hydrazide

Refernces

• 1、 Cougnon, Fabien B.L.,Caprice, Kenji,Pupier, Marion,Bauzá, Antonio,Frontera, Antonio. "A Strategy to Synthesize Molecular Knots and Links Using the Hydrophobic Effect". supporting information. p. 12442 - 12450. Retrieved 2018/09/25.