2,4-Dinitrophenylhydrazine

Base Information

• Chemical Name: 2,4-Dinitrophenylhydrazine
• CAS No.: 119-26-6
• Molecular Formula: C6H6N4O4
• Molecular Weight: 198.138
• Hs Code.: 29280000
• European Community (EC) Number: 204-309-3
• NSC Number: 5709
• UNII: 1N39KD7QPJ
• DSSTox Substance ID: DTXSID2059485
• Nikkaji Number: J2.913K
• Wikipedia: 2,4-Dinitrophenylhydrazine
• Wikidata: Q209227
• Metabolomics Workbench ID: 52692
• ChEMBL ID: CHEMBL352799
• Mol file: 119-26-6.mol

Synonyms:2,4-dinitro-3,5,6-trideuterophenylhydrazine;2,4-dinitrophenylhydrazine

Chemical Property of 2,4-Dinitrophenylhydrazine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 6.21E-06mmHg at 25°C
• Melting Point: 197-200 °C(lit.)
• Refractive Index: n20/D 1.374
• Boiling Point: 378.603 °C at 760 mmHg
• PKA: 12.1(at 25℃)
• Flash Point: 182.773 °C
• PSA: 129.69000
• Density: 1.655 g/cm³
• LogP: 2.60830
• Storage Temp.: 2-8°C
• Solubility.: 50% sulfuric acid: 10 mg/mL, clear, colorless
• Water Solubility.: slightly soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 198.03890469
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Dinitrophenylhydrazine (contains HCl) Ethanol Solution [for TLC Stain] ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xn
• Statements: 1-11-22-40-2001/11/22
• Safety Statements: 35-48A-45-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])NN
• Description: 2,4-Dinitrophenylhydrazine (abbreviated 2,4-DNP for short) is the chemical compound C6H3 (NO2) 2NHNH2, and it is often used to qualitatively test for carbonyl groups associated with aldehydes and ketones. The hydrazone derivatives can also be used as evidence toward the identity of the original compound. It is relatively sensitive to shock and friction; it is a shock explosive, so care must be taken with its use. To reduce its explosive hazard, it is usually supplied wet. 2,4-Dinitrophenylhydrazine is a compound with a benzene ring, two Nitro groups, and a hydrazine (two nitrogen atoms bonded directly to each other) functional group. It is used as a Brady's reagent to test the existing of a ketone or aldehyde.
• Uses: 2,4-Dinitrophenylhydrazine is known was Brady's reagent, a substituted hydrazine that is often used for qualitative testing of carbonyl groups associated with aldehydes and ketones. 2,4-Dinitrophenylhydrazine has been used as a reagent to detect the presence of aldehydes and ketones in protein carbonyls. It may be used as a colorimetric reagent in the quantitative estimation of prednisone.

Technology Process of 2,4-Dinitrophenylhydrazine

There total 38 articles about 2,4-Dinitrophenylhydrazine 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%

1-chloro-2,4-dinitro-benzene (97-00-7) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Guidance literature:

With pyrographite; hydrazine hydrate; In ethanol; for 1.16667h; Time; Reflux;

Reference yield: 69.0%

phenylhydrazine (100-63-0) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Guidance literature:

With bismuth (III) nitrate pentahydrate; palladium diacetate; In 2,2,2-trifluoroethanol; trifluoroacetic acid; at 20 - 90 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.013

Reference yield: 6.0%

2,4-dinitro-1-ethoxybenzene (610-54-8) → 2-Amino-4-nitroethoxybenzen (136-79-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Guidance literature:

With nickel; hydrazine hydrate; In ethanol; 1,2-dichloro-ethane; at 50 - 60 ℃; for 4h;

DOI:10.1246/bcsj.56.3159

upstream raw materials:

2,4-dinitrobromobenzene

2,4-dinitroanisole

2,4-dinitrophenyl phenyl ether

2,4-dinitro-1-phenylsulfanyl-benzene

Downstream raw materials:

3-methyl-2-butanone (2,4-dinitrophenyl)hydrazone

2,2,3-Trimethylbutanal 2,4-Dinitrophenylhydrazone

4-hydroxypentanal 2,4-dinitrophenylhydrazone

acetaldehyde 2,4-dinitrophenylhydrazine

Refernces

• 1、 Avyyangar,Kalkote,Lugade,Nikrad,Sharma. "PARTIAL REDUCTION OF DINITROARENES TO NITROANILINES WITH HYDRAZINE HYDRATE.". . p. 3159 - 3164. Retrieved 1983.
• 2、 Furmansky, Yulia,Sasson, Hela,Liddell, Paul,Gust, Devens,Ashkenasy, Nurit,Visoly-Fisher, Iris. "Porphyrins as ITO photosensitizers: Substituents control photo-induced electron transfer direction". . p. 20334 - 20341. Retrieved 2012.
• 3、 Feng, Yi-Si,Mao, Long,Bu, Xiao-Song,Dai, Jian-Jun,Xu, Hua-Jian. "Pd(OAc)2-catalyzed dinitration reaction of aromatic amines". . p. 3827 - 3832. Retrieved 2015/06/02.