BENZOIC ACID, p-NITRO-, CYCLOHEXYLIDENEHYDRAZIDE

Base Information

• Chemical Name: BENZOIC ACID, p-NITRO-, CYCLOHEXYLIDENEHYDRAZIDE
• CAS No.: 329-84-0
• Molecular Formula: C13H15N3O3
• Molecular Weight: 261.28
• Hs Code.: 2928000090
• NSC Number: 404147
• UNII: KWJ99GYN8Q
• DSSTox Substance ID: DTXSID80186553
• Nikkaji Number: J54.525B
• Mol file: 329-84-0.mol

Synonyms:N-(cyclohexylideneamino)-4-nitrobenzamide;329-84-0;BENZOIC ACID, p-NITRO-, CYCLOHEXYLIDENEHYDRAZIDE;p-Nitrobenzoic acid cyclohexylidene hydrazide;KWJ99GYN8Q;NSC 404147;BRN 3372757;Benzoic acid, 4-nitro-, cyclohexylidenehydrazide;NSC-404147;N'-cyclohexylidene-4-nitrobenzohydrazide;NSC404147;UNII-KWJ99GYN8Q;WLN: L6TJ AMMVR DNW;DTXSID80186553;AKOS002314497;N'-Cyclohexylidene-p-nitrobenzhydrazide;LS-38009;4-NITROBENZOIC ACID 2-CYCLOHEXYLIDENEHYDRAZIDE;BENZOIC ACID, 4-NITRO-, 2-CYCLOHEXYLIDENEHYDRAZIDE

Chemical Property of BENZOIC ACID, p-NITRO-, CYCLOHEXYLIDENEHYDRAZIDE

Chemical Property:

• PSA: 87.28000
• Density: 1.32g/cm3
• LogP: 3.55880
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 261.11134135
• Heavy Atom Count: 19
• Complexity: 360

Purity/Quality:

98%min ^*data from raw suppliers

N'-CYCLOHEXYLIDENE-4-NITROBENZOHYDRAZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=NNC(=O)C2=CC=C(C=C2)[N+](=O)[O-])CC1

Technology Process of BENZOIC ACID, p-NITRO-, CYCLOHEXYLIDENEHYDRAZIDE

There total 1 articles about BENZOIC ACID, p-NITRO-, CYCLOHEXYLIDENEHYDRAZIDE 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: 97.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → N'-cyclohexylidene-4-nitrobenzohydrazide (329-84-0)

Guidance literature:

With cerium(III) chloride heptahydrate; In ethanol; at 40 ℃; for 0.166667h; diastereoselective reaction; Green chemistry;

DOI:10.1002/ejoc.201402609

Reference yield: 80.0%

N'-cyclohexylidene-4-nitrobenzohydrazide (329-84-0) + phosphonic acid diethyl ester (762-04-9) → diethyl {1-[2-(4-nitrobenzoyl)hydrazino]cyclohexyl}phosphonate (1260116-80-0)

Guidance literature:

With [tetra(tert-butyl)phthalocyanine]aluminum chloride; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1007/s11172-010-0094-3

Reference yield:

N'-cyclohexylidene-4-nitrobenzohydrazide (329-84-0) → Co((CH2)5CNNC(O)C6H4NO2-p)2(pyridine)2

Guidance literature:

Multi-step reaction with 2 steps

1: water; ethanol

2: pyridine / pyridine

With pyridine; In pyridine; ethanol; water;

DOI:10.1016/S0020-1693(00)91704-3

upstream raw materials:

cyclohexanone

N-amino-(4-nitrophenyl)carboxamide

Downstream raw materials:

Ni(C₅H₁₀CNNCOC₆H₄NO₂-p)2

diethyl {1-[2-(4-nitrobenzoyl)hydrazino]cyclohexyl}phosphonate

Refernces

• 1、 Dos Santos Filho, José Maurício,Pinheiro, Savio Moita. "Stereoselective, solvent free, highly efficient synthesis of aldo- and keto-: N -acylhydrazones applying grindstone chemistry". supporting information. p. 2212 - 2224. Retrieved 2017/07/24.
• 2、 Matveeva,Podrugina,Kolesnikova,Zefirov. "Benzoylhydrazones in catalytic hydrophosphorylation". experimental part. p. 411 - 417. Retrieved 2011/02/17.