2-Propanone, (2,4-dinitrophenyl)hydrazone

Base Information

• Chemical Name: 2-Propanone, (2,4-dinitrophenyl)hydrazone
• CAS No.: 1567-89-1
• Molecular Formula: C9H10N4O4
• Molecular Weight: 238.203
• Hs Code.: 2928000090
• European Community (EC) Number: 625-639-8,681-945-1
• NSC Number: 131450,6120
• DSSTox Substance ID: DTXSID1061788
• Nikkaji Number: J382.939A
• Mol file: 1567-89-1.mol

Synonyms:1567-89-1;Acetone 2,4-dinitrophenylhydrazone;2-Propanone, (2,4-dinitrophenyl)hydrazone;2-Propanone, 2-(2,4-dinitrophenyl)hydrazone;Acetone-2,4-dinitrophenylhydrazone;Acetone-2,4-DNPH;2,4-dinitro-N-(propan-2-ylideneamino)aniline;1-(2,4-dinitrophenyl)-2-(propan-2-ylidene)hydrazine;Acetone, (2,4-dinitrophenyl)hydrazone;NSC 6120;NSC 131450;AI3-16236;Acetone,4-dinitrophenyl)hydrazone;Acetone-2,4-dinitrophenylhydrazone 1000 microg/mL in Acetonitrile;2-Propanone,4-dinitrophenyl)hydrazone;MFCD00137172;2-Propanone,2-(2,4-dinitrophenyl)hydrazone;SCHEMBL1664726;DTXSID1061788;NSC6120;NSC-6120;Acetone 2,4-dinitrophenyl hydrazone;Acetone, 2,4-dinitrophenylhydrazone;NSC131450;Acetone, 2,4-dinitrophenyl hydrazone;AKOS003410157;NSC-131450;Acetone-2,4-DNPH, analytical standard;AS-75769;A1273;CS-0337055;FT-0633671;D95262;J-009341;1-(2,4-dinitrophenyl)-2-(1-methylethylidene)hydrazine;Acetone-2,4-DNPH, TraceCERT(R), certified reference material;Acetone-2,4-dinitrophenylhydrazone, environmental standard, 99%;Acetone-2,4-dinitrophenylhydrazone, BCR(R) certified Reference Material

Chemical Property of 2-Propanone, (2,4-dinitrophenyl)hydrazone

Chemical Property:

• Vapor Pressure: 1.12E-05mmHg at 25°C
• Melting Point: 126-128 °C(lit.)
• Refractive Index: 1.616
• Boiling Point: 370.3 °C at 760 mmHg
• PKA: 14.29±0.10(Predicted)
• Flash Point: 177.7 °C
• PSA: 116.03000
• Density: 1.42 g/cm³
• LogP: 3.43010
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 238.07020481
• Heavy Atom Count: 17
• Complexity: 329

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• 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: CC(=NNC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-])C
• Uses: Acetone 2,4-Dinitrophenylhydrazone is a dinitrophenylhydrazone (DNPH) derivative of an aliphatic ketone found in mainstream cigarette smoke. Acetone 2,4-Dinitrophenylhydrazone showed inhibitory activi ty towards soybean lipoxygenase and renal prostaglandin synthetase.

Technology Process of 2-Propanone, (2,4-dinitrophenyl)hydrazone

There total 39 articles about 2-Propanone, (2,4-dinitrophenyl)hydrazone 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: 87.0%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + acetone (67-64-1) → N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine (1567-89-1)

Guidance literature:

With Dowex resin acid form; In ethanol; for 1.16667h;

DOI:10.1080/00397910500184651

Reference yield: 80.0%

2-((2,2-dimethyl-4-phenyl-5-thioxo-2,3,4,5-tetrahydro-1,3,4,6-oxatriazepin-7-yl)methyl)isoindoline-1,3-dione (1355199-25-5) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 2-((2-phenyl-3-thioxo-2,3-dihydro-1H-1,2,4-triazol-5-yl)methyl)isoindoline-1,3-dione (1355199-23-3) + N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine (1567-89-1)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 0.25h; Reflux;

DOI:10.1080/10426507.2011.597804

Reference yield: 75.0%

(Z)-1,1,1-trifluoro-4-(phenylamino)pent-3-en-2-one (106578-68-1) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine (1567-89-1)

Guidance literature:

With boron trifluoride diethyl etherate; In ethanol; Heating;

DOI:10.1007/BF01430665

upstream raw materials:

acetone phenylhydrazone

acetone hydrazone

1-chloro-2,4-dinitro-benzene

propan-2-one azine

Downstream raw materials:

(2,4-dinitro-phenyl)-hydrazine

acetone

C₉H₉N₅O₆

pyruvaldehyde bis-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Faizutdinova,Z.Sh. et al.. "-". . . Retrieved 1968.
• 2、 Bagirov, V. Yu.,Scheichenko, V. I.,Veselovskaya, N. V.,Sklyar, Yu. E.,Savina, A. A.,Kir'yanova, I. A.. "STRUCTURE AND STEREOCHEMISTRY OF GALBANIC ACID". . p. 439 - 441. Retrieved 1980.
• 3、 Keiko,N.A. et al.. "-". . . Retrieved 1977.
• 4、 Chowdhury,Rakshit,Acharjee, Animesh,Ghosh, Aniruddha,Mahali, Kalachand,Saha, Bidyut. "Ru(III) catalysed oxidation of 2-propanol by Cr(VI) in micellar media". . . Retrieved 2019.
• 5、 Schreyer, Matthias,Hintermann, Lukas. "Is the tungsten(IV) complex (NEt4)2[WO(mnt)2] a functional analogue of acetylene hydratase?". . p. 2332 - 2339. Retrieved 2017.
• 6、 Hartley,Higgs. "-". . p. 197,199. Retrieved 1972.
• 7、 Tsuji,Susuki. "-". . p. 3027,3028. Retrieved 1965.
• 8、 Petricci, Elena,Santillo, Niccolò,Castagnolo, Daniele,Cini, Elena,Taddei, Maurizio. "Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources". supporting information. p. 2560 - 2565. Retrieved 2018/07/29.