Benzoic acid, m-nitro-, salicylidenehydrazide

Base Information

• Chemical Name: Benzoic acid, m-nitro-, salicylidenehydrazide
• CAS No.: 82859-78-7
• Molecular Formula: C14H11N3O4
• Molecular Weight: 285.259
• Hs Code.: 2928000090
• European Community (EC) Number: 668-106-5
• Nikkaji Number: J1.686.624E
• ChEMBL ID: CHEMBL1893914
• Mol file: 82859-78-7.mol

Synonyms:Benzoic acid, m-nitro-, salicylidenehydrazide;SMR001557740;3-Nitro-benzoic acid (2-hydroxy-benzylidene)-hydrazide;NCIOpen2_002458;CBDivE_004092;CHEMBL1893914;HMS3089G15;AKOS030693038;NCI60_004423;3-Nitro-N'-(2-hydroxybenzylidene)benzhydrazide

Chemical Property of Benzoic acid, m-nitro-, salicylidenehydrazide

Chemical Property:

• Boiling Point: 454.2°Cat760mmHg
• Flash Point: 228.5°C
• PSA: 107.51000
• Density: 1.458g/cm³
• LogP: 2.97840
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 285.07495584
• Heavy Atom Count: 21
• Complexity: 408

Purity/Quality:

99% ^*data from raw suppliers

N'-(2-hydroxybenzylidene)-3-nitrobenzohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=NNC(=O)C2=CC(=CC=C2)[N+](=O)[O-])O

Technology Process of Benzoic acid, m-nitro-, salicylidenehydrazide

There total 2 articles about Benzoic acid, m-nitro-, salicylidenehydrazide 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: 95.0%

salicylaldehyde (90-02-8) + 3-nitrobenzoic acid hydrazide (618-94-0) → salicylaldehyde N-(3-nitrobenzoyl)hydrazone (82859-78-7,125741-56-2)

Guidance literature:

In acetic acid; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ol801550a

Reference yield:

ethyl 3-nitrobenzoate (618-98-4) → salicylaldehyde N-(3-nitrobenzoyl)hydrazone (82859-78-7,125741-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; hydrazine hydrate

With ethanol; hydrazine hydrate;

Reference yield: 86.0%

o-(α-hydroxy-m-nitro-benzylidenehydrazonomethyl)phenol (82859-78-7) + diphenyltin(IV) dichloride (1135-99-5) → diphenyl(o-(α-oxy-m-nitro-benzylidenehydrazonomethyl)phenoxy)tin(IV)

Guidance literature:

With triethyl amine; In benzene; byproducts: Et3NHCl; (Ar); dropwise addn. of soln. of the Sn-compound to a soln. of phenol-compound (triethylamine) with stirring at room temp.; pptn.; stirring for 3 h; filtration of ppt.; evapn. of solvent (to 5 ml); addn. of petroleum ether (30-60°C); pptn.; recrystn. from CH2Cl2/petroleum ether; elem. anal.;

DOI:10.1016/0022-328X(89)85111-3

upstream raw materials:

salicylaldehyde

3-nitrobenzoic acid hydrazide

ethyl 3-nitrobenzoate

Downstream raw materials:

[Ge((C₆H₄)OCHN₂CO(C₆H₄(3-NO₂)))2]

2-(3-nitrobenzoyl)benzaldehyde

1-(3-nitrophenyl)-1,3-dihydroisobenzofuran

Refernces

• 1、 -. "Use of metal hydrazide complex compounds as oxidation catalysts". Page/Page column 54-55. . Retrieved 2014/08/06.
• 2、 Bo, Wang,Dianzhong, Feng. "EPR, XPS AND SPECTRA STUDIES OF SOME 3d COMPLEXES WITH SALICYLIDENE-BENZOL HYDRAZIDE". . p. 75 - 78. Retrieved 2007/10/02.