N-[(Z)-butan-2-ylideneamino]-2,4-dinitroaniline

Base Information

• Chemical Name: N-[(Z)-butan-2-ylideneamino]-2,4-dinitroaniline
• CAS No.: 958-60-1
• Molecular Formula: C10H12 N4 O4
• Molecular Weight: 252.23
• Hs Code.: 2928000090
• European Community (EC) Number: 621-856-7
• UNII: 5T4EY76UH2
• Nikkaji Number: J42.072G
• Wikidata: Q76403824
• Mol file: 958-60-1.mol

Synonyms:958-60-1;2-butanone-2,4-dinitrophenylhydrazone;Ethyl Methyl Ketone 2,4-Dinitrophenylhydrazone;2-Butanone,2-(2,4-dinitrophenyl)hydrazone;N-[(Z)-butan-2-ylideneamino]-2,4-dinitroaniline;MFCD00191644;2-Butanone 2,4-dinitrophenyl hydrazone;ethyl methyl ketone-2,4-dinitrophenylhydrazone

Chemical Property of N-[(Z)-butan-2-ylideneamino]-2,4-dinitroaniline

Chemical Property:

• Vapor Pressure: 4.92E-06mmHg at 25°C
• Melting Point: 115-115.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 381.9 °C at 760 mmHg
• PKA: 14.04±0.10(Predicted)
• Flash Point: 184.8 °C
• PSA: 116.03000
• Density: 1.37 g/cm³
• LogP: 3.82020
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 252.08585488
• Heavy Atom Count: 18
• Complexity: 347

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Butanone2,4-Dinitrophenylhydrazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnXiF
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-36-20/21/22-11
• Safety Statements: 26-36-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=NNC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])C
• Isomeric SMILES: CC/C(=N\NC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])/C
• Uses: 2-Butanone 2,4-Dinitrophenylhydrazone is a dinitrophenylhydrazone (DNPH) derivative of an aliphatic ketone found in mainstream cigarette smoke.

Technology Process of N-[(Z)-butan-2-ylideneamino]-2,4-dinitroaniline

There total 12 articles about N-[(Z)-butan-2-ylideneamino]-2,4-dinitroaniline 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: 82.0%

2-Methylbutyraldehyde (96-17-3,57456-98-1) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 2-butanone 2,4-dinitrophenylhydrazone (958-60-1)

Guidance literature:

2-Methylbutyraldehyde; With 18-crown-6 ether; potassium hydride; In diethyl ether; at 0 ℃; for 1h;

(2,4-dinitro-phenyl)-hydrazine; With hydrogenchloride; In ethanol; water; at 25 ℃;

DOI:10.1021/acs.orglett.7b03512

Reference yield:

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 9,10-dioxa-syn-(methyl,methyl)bimane (68654-22-8) → 2-butanone 2,4-dinitrophenylhydrazone (958-60-1)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction; 1.) reflux, 15 h;

DOI:10.1021/ja00535a028

Reference yield:

2-ethyl-2-methyl-[1,3]dithiane (6007-24-5) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 2-butanone 2,4-dinitrophenylhydrazone (958-60-1)

Guidance literature:

2-ethyl-2-methyl-[1,3]dithiane; With dihydrogen peroxide; iodine; sodium dodecyl-sulfate; In water; at 20 ℃; for 0.333333h; Micellar solution;

(2,4-dinitro-phenyl)-hydrazine; With sulfuric acid; In methanol; at 20 ℃;

DOI:10.1055/s-0028-1088023

upstream raw materials:

(2,4-dinitro-phenyl)-hydrazine

butanone

SEC-BUTYLAMINE

2-ethoxy-but-1-ene

Downstream raw materials:

butanone

Refernces

• 1、 Shipilovskikh, Sergei A.,Rubtsov, Aleksandr E.,Malkov, Andrei V.. "Oxidative Dehomologation of Aldehydes with Oxygen as a Terminal Oxidant". supporting information. p. 6760 - 6762. Retrieved 2017/12/26.
• 2、 Jiang, Dong,Barata-Vallejo, Sebastian,Golding, Bernard T.,Ferreri, Carla,Chatgilialoglu, Chryssostomos. "Revisiting the reaction of hydroxyl radicals with vicinal diols in water". supporting information; experimental part. p. 1102 - 1107. Retrieved 2012/04/04.