119-26-6

Basic information

• Product Name: DNP
• Synonyms: (2,4-dinitrophenyl)-hydrazin;1-Hydrazino-2,4-dinitrobenzene;2,4-Dinitrofenylhydrazin;2,4-dinitrophenyl-hydrazin;2,4-DNPH;Dnp-hydrazine;Hydrazine,(2,4-dinitrophenyl)-;2,4-DINITROPHENYLHYDRAZINE, MOIST. WITH WATER (H2O ~50%)
• CAS NO: 119-26-6
• Molecular Formula: C₆H₆N₄O₄
• Molecular Weight: 198.14
• EINECS: 204-309-3
• Product Categories: Phenylhydrazine;Analytical Chemistry;Carbonyl Group Labeling Reagents for HPLC;HPLC Labeling Reagents;UV Detection (HPLC Labeling Reagents);TLC Stains;Aldehydes/KetonesDerivatization Reagents;SpraysDerivatization Reagents TLC;Derivatization Reagents TLC;TLC Reagents, D-F;TLC Visualization Reagents (alphabetic sort);TLC Visualization Reagents (by application);Derivatization Reagents;Derivatization Reagents HPLC;UV/Vis Reagents;UV/Visible (UV/VIS) Spectroscopy;UV-VISSpectroscopy;Miscellaneous
• Mol File: 119-26-6.mol
• Article Data: 20

Chemical Properties

• Melting Point: 197-200 °C(lit.)
• Boiling Point: 335.43°C (rough estimate)
• Flash Point: 14 °C
• Appearance: Red/crystals
• Density: 0.843 g/mL at 20 °C
• Vapor Pressure: 6.21E-06mmHg at 25°C
• Refractive Index: n20/D 1.374
• Storage Temp.: 2-8°C
• Solubility: 50% sulfuric acid: 10 mg/mL, clear, colorless
• PKA: 12.1(at 25℃)
• Water Solubility: slightly soluble
• Stability: Stable when wet, but explosive when dry. May be shock sensitive when dry. Highly flammable. Incompatible with strong oxidizing a
• Merck: 14,3283
• BRN: 615586
• CAS DataBase Reference: DNP(CAS DataBase Reference)
• NIST Chemistry Reference: DNP(119-26-6)
• EPA Substance Registry System: DNP(119-26-6)

Safety Data

• Hazard Codes: F,Xn
• Statements: 1-11-22-40-2001/11/22
• Safety Statements: 35-48A-45-36/37-16
• RIDADR: UN 3380 4.1/PG 1
• WGK Germany: 3
• RTECS: MV3325000
• F: 8
• HazardClass: 4.1
• PackingGroup: II
• Hazardous Substances Data: 119-26-6(Hazardous Substances Data)

Usage

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.

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 119-26-6 differently. You can refer to the following data:
1. 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. 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.

Definition

ChEBI: A C-nitro compound that is phenylhydrazine substituted at the 2- and 4-positions by nitro groups.

General Description

2,4-Dinitrophenylhydrazine (DNPH), a hydrazine derivative, is a potential mutagenic agent. Its molecular and crystal structure has been analyzed. The intra- and intermolecular hydrogen bonds in DNPH have been investigated by vibrational spectroscopic analysis. The mechanism of isothermal degradation of DNPH has been studied by differential scanning calorimetry (DSC).

Purification Methods

Crystallise DNPH from butan-1-ol, dioxane, EtOH, *C6H6 or EtOAc. The hydrochloride has m 186o (dec). [Beilstein 15 IV 380.]

InChI:InChI=1/C6H6N4O4/c7-8-5-2-1-4(9(11)12)3-6(5)10(13)14/h1-3,8H,7H2

Synthetic route

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

Conditions	Yield
With pyrographite; hydrazine hydrate In ethanol for 1.16667h; Time; Reflux;	100%
With hydrazine hydrate In ethanol for 3.5h; Reflux;	91%
With ammonium hydroxide; hydrazine hydrate

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

Conditions	Yield
With bismuth (III) nitrate pentahydrate; palladium diacetate In 2,2,2-trifluoroethanol; trifluoroacetic acid at 20 - 90℃; for 24h; Inert atmosphere;	69%

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

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;	A 6% B n/a

2-(2,4-dinitrophenoxy)ethanol (2831-60-9) → 2-(2-amino-4-nitro-phenoxy)-ethanol (59820-37-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;	A 1% B n/a

2,4-dinitrophenyl isopropyl ether (10242-16-7) → 2-isopropoxy-5-nitro-aniline (53965-13-2) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;	A 1% B n/a

2,4-dinitrophenyl 2-methoxyethyl ether (67674-33-3) → 2-(2-methoxy-ethoxy)-5-nitro-aniline (63810-54-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h;	A 1% B n/a

3-(2,4-dinitro-phenoxy)-propane-1,2-diol (40742-19-6) → 3-(2-amino-4-nitro-phenoxy)-propane-1,2-diol (88964-89-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 3h;	A 1% B n/a

2,4-dinitrophenyl phenyl ether (2486-07-9) → 5-nitro-2-phenoxy-aniline (5410-98-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 3h;	A 0.5% B n/a

2,4-dinitrobromobenzene (584-48-5) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With ethanol; hydrazine hydrate

2,4-dinitroanisole (119-27-7) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With ethanol; hydrazine hydrate
With ethanol; hydrazine hydrate; acetic acid

2,4-dinitrophenyl phenyl ether (2486-07-9) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With ethanol; hydrazine hydrate
With hydrazine hydro-chloride In water; dimethyl sulfoxide at 25℃; Kinetics;

2,4-dinitro-1-phenylsulfanyl-benzene (2486-09-1) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With ethanol; hydrazine hydrate

2,4-dinitrobenzenesulfonyl chloride (1656-44-6) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With N,N-dimethyl-formamide; hydrazine
With ethanol; hydrazine hydrate; benzene

(2,4-dinitrophenyl)(phenyl)selane (67516-66-9) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With ethanol; hydrazine hydrate

hydrazinium monoacetate (7335-65-1) + 1-chloro-2,4-dinitro-benzene (97-00-7) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With ethanol

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) → Carbazol-9-yl-(2,4-dinitro-phenyl)-amine (123217-87-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrogenchloride In ethanol for 3h; Heating; molar ratio 1:2;

N-Methyl-6-ketooctahydroindol (67175-84-2) + N-(2,4-Dinitro-phenyl)-N'-[1-methyl-octahydro-indol-(6E)-ylidene]-hydrazine (114634-46-7) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
Yield given;

2,4-Dinitrofluorobenzene (70-34-8) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrazine In methanol; water at 25℃; Rate constant; pH 8.00 to 10.00, ionic strength of 0.1 mol l-1;
With potassium chloride; hydrazine In water; acetonitrile at 25℃; pH=8.4; Kinetics; pH-value;
Multi-step reaction with 2 steps 1: sodium ethanolate / ethanol 2: hydrazine hydro-chloride / dimethyl sulfoxide; water / 25 °C View Scheme

succindialdehyde bis-2,4-dinitrophenylhydrazone (42216-75-1) → (2,4-Dinitro-phenyl)-pyrrol-1-yl-amine (4815-51-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrogenchloride In ethanol for 0.5h; Heating;

1-benzylidene-2-(2,4-dinitrophenyl)hydrazone (1157-84-2) → benzaldehyde (100-52-7) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrogenchloride In water; acetone at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);

N-(2,4-dinitrophenyl)-N'-(3'-hydroxybenzylidene)hydrazone (1160-77-6) → meta-hydroxybenzaldehyde (100-83-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrogenchloride In water; acetone at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);

4-hydroxy-benzaldehyde-(2,4-dinitro-phenylhydrazone) (1160-78-7) → 4-hydroxy-benzaldehyde (123-08-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrogenchloride In water; acetone at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);

salicylaldehyde 2,4-dinitrophenylhydrazone (1160-76-5) → salicylaldehyde (90-02-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6)

Conditions	Yield
With hydrogenchloride In water; acetone at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);

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

ethanol (64-17-5) + 2,4-dinitroanisole (119-27-7) + hydrazine hydrate (7803-57-8) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

ethanol (64-17-5) + 2,4-dinitrophenyl phenyl ether (2486-07-9) + hydrazine hydrate (7803-57-8) → (2,4-dinitro-phenyl)-hydrazine (119-26-6)

sodium bis(2,4-dinitrophenyl) phosphate → 2,4-dinitrophenolate (20350-26-9) + 2,4-dinitrophenyl phosphate dianion (18962-96-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) + C6H5N4O7P(2-)

Conditions	Yield
In water at 25℃; pH=10; Kinetics;

phenyl isothiocyanate (103-72-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 2-(2',4'-dinitrophenyl)-N-phenyl-1-hydrazinecarbothioamide (105394-88-5)

Conditions	Yield
at 20℃;	100%
With ethanol
In ethanol Heating;

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 1-bromoacetone (598-31-2) → 1-(1-bromopropan-2-yl)-2-(2,4-dinitrophenyl) hydrazine (93282-21-4)

Conditions	Yield
In ethyl acetate for 0.5h; Heating;	100%
With acetic acid In ethanol	66%

1,3-dibromoroacetone (816-39-7) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → dibromoacetone 2,4-dinitrophenylhydrazone (98590-53-5)

Conditions	Yield
In ethyl acetate for 0.5h; Heating;	100%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 1-ethylthio-2,4-diphenylphthalazinium tetrafluoroborate → 1-(2,4-dinitrophenylhydrazono)-2-phenyl-4-phenyl-1,2-dihydrophthalazine

Conditions	Yield
With acetic acid; triethylamine	100%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 1-ethylthio-2-phenyl-4-p-tolylphthalazinium tetrafluoroborate → 1-(2,4-dinitrophenylhydrazono)-2-phenyl-4-tolyl-1,2-dihydrophthalazine

Conditions	Yield
With acetic acid; triethylamine	100%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 1-ethylthio-2-phenyl-4-(p-chlorophenyl)phthalazinium tetrafluoroborate → 1-(2,4-dinitrophenylhydrazono)-2-phenyl-4-p-chlorophenyl-1,2-dihydrophthalazine

Conditions	Yield
With acetic acid; triethylamine	100%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 1-[(1R,4S)-2-(2-Methyl-propenyl)-4-(toluene-4-sulfonyl)-cyclobutyl]-ethanone → N-(2,4-dinitro-phenyl)-N'-{1-[2-(2-methyl-propenyl)-4-(toluene-4-sulfonyl)-cyclobutyl]-ethylidene}-hydrazine

Conditions	Yield
With hydrogenchloride In methanol at 45℃; for 0.25h; Condensation;	100%

(R)-(-)-1-{5-[3-(2-thienyl)-3-hexyl]-2-thienyl}ethanone (888028-97-5) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → (R)-1-{5-[3-(2-thienyl)-3-hexyl]-2-thienyl}ethanone 2,4-dinitrophenylhydrazone

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 20℃;	100%

C14H11ClO + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 4-chlorophenylacetaldehyde 2,4-dinitrophenylhydrazone (4251-66-5)

Conditions	Yield
With sulfuric acid In ethanol; water	100%

C14H11NO3 + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 4-nitrophenylacetaldehyde 2,4-dinitrophenylhydrazone (3756-36-3)

Conditions	Yield
With sulfuric acid In ethanol; water	100%

(E,Z)-β-phenoxystyrene (39153-68-9, 66694-17-5, 32546-83-1) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → phenylacetaldehyde-2,4-dinitrophenylhydrazone (2074-04-6)

Conditions	Yield
With sulfuric acid In ethanol; water	100%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 1-Bromo-4-((E)-2-phenoxy-vinyl)-benzene (349647-31-0) → 1-(2-(4-bromophenyl)ethylidene)-2-(2,4-dinitrophenyl)hydrazine (4410-17-7)

Conditions	Yield
With sulfuric acid In ethanol; water	100%

Octanal (124-13-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C14H20N4O4

Conditions	Yield
	100%

3-phenyl-propionaldehyde (104-53-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → (E)-1-(2,4-dinitrophenyl)-2-(3-phenylpropylidene)hydrazine (1237-68-9)

Conditions	Yield
	100%
With sulfuric acid In ethanol; water for 0.5h; Inert atmosphere;
With hydrogenchloride In water for 1h; Inert atmosphere;	276 mg

ethyl 4-oxobutanoate (10138-10-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C12H14N4O6

Conditions	Yield
	100%

(η5-cyclopentadienyl carboxaldehyde)rhenium tricarbonyl + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 2,4-dinitrophenylhydrazonecyclopentadienyltricarbonylrhenium (76545-16-9)

Conditions	Yield
In ethanol; sulfuric acid Ar; treatment of alc. soln. of (OC)3ReC5H4(CHO) with H2SO4 soln. of 2,4-dinitrophenylhydrazine (20°C); elem. anal.;	100%

2-formyl-[1,1'-biphenyl]-4,4'-dicarboxylic acid (1095432-76-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C21H14N4O8 (1095432-82-8)

Conditions	Yield
In 1,4-dioxane Reflux;	100%

4-methyl-2-phenyl-5,5,5-trifluoro-2(E)-pentenal (1601497-22-6) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 4-methyl-2-phenyl-5,5,5-trifluoropent-2(E)-enal (2,4-dinitrophenyl)hydrazone

Conditions	Yield
With sulfuric acid In ethanol; water at 20℃; for 1.5h;	100%

4-(4-chlorophenyl)-3-cyano-5-ethanoylisoxazole + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 3-cyano-4-(4-chlorophenyl)-5-[1-(2,4-dinitrophenylhydrazino)ethyl]isoxazole

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water for 1h; Reflux;	100%

4-(6-Acryloyloxy-hexyloxy)-benzoic acid 4-formyl-phenyl ester (175798-17-1) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C29H28N4O9

Conditions	Yield
In ethanol for 2h; Reflux;	100%

4‐hydroxycoumarin (22105-09-5) + ethyl acetoacetate (141-97-9) + 4-nitrobenzaldehdye (555-16-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C26H17N5O10

Conditions	Yield
With 1-methyl-(3-trimethoxysilylpropyl)imidazolium chloride ionic-liquid functionalized magnetic iron oxide coated mesoporous hollow silica yolk-shell nanocomposite In ethanol; water at 70℃; for 0.416667h;	100%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + p-benzoquinone (106-51-4) → p-benzoquinone 2,4-dinitrophenylhydrazone (16081-15-5)

Conditions	Yield
With carbon dioxide; water at 80℃; under 18751.5 Torr; for 3.5h;	99.95%
With hydrogenchloride In ethanol

3-hydroxy-2-butanon (513-86-0, 52217-02-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 3-hydroxy-2-butanone-2,4-dinitrophenylhydrazone (35015-94-2)

Conditions	Yield
With hydrogenchloride In acetonitrile at 60℃; for 1.5h;	99.7%
With ethyl acetate
With sulfuric acid at 20℃; for 0.0833333h;
With hydrogenchloride In water; dimethyl sulfoxide
With hydrogenchloride In water

formic acid (64-18-6) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → N'-(2,4-dinitrophenyl)formohydrazide (7474-09-1)

Conditions	Yield
With sodium formate at 20℃; for 0.33h; Neat (no solvent);	99%
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine In neat (no solvent) at 50℃; for 0.0833333h;	98%
With sulfonated rice husk ash In neat (no solvent) at 60℃; for 0.0666667h;	97%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + acetylacetone (123-54-6) → 1-(2,4-dinitrophenyl)-3,5-dimethylpyrazole (7474-11-5)

Conditions	Yield
With Cu1.5PMo12O40 at 20℃; for 0.333333h; Green chemistry;	99%
In water; glycerol at 90℃; for 0.466667h; Green chemistry;	98%
With tetrafluoroboric acid; water In acetonitrile at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Time;	95%

18-crown-6 ether (17455-13-9) + salicylaldehyde (90-02-8) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → salicylaldehyde 2,4-dinitrophenylhydrazone (1160-76-5)

Conditions	Yield
With toluene-4-sulfonic acid In ethanol Heating;	99%

N-(p-methoxybenzylidene)aminophthalimide (85468-48-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → (E)-1-(2,4-dinitrophenyl)-2-(4-methoxybenzylidene)hydrazine (1773-49-5)

Conditions	Yield
In ethanol; water for 3h; Heating;	99%

(7E)-8--7-octenal (81726-56-9) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → N,N'-bis(4-cyanophenyl)hydrazine (21190-30-7) + Korksaeuredialdehyd-bis(2,4-dinitrophenylhydrazon) (79058-63-2)

Conditions	Yield
With sulfuric acid In ethanol; water for 0.25h;	A 82% B 99%

tris-dimorpholinomethyl s-triazine (112055-19-3) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C24H15N15O12 (112055-21-7)

Conditions	Yield
With hydrogenchloride In ethanol at 60℃;	99%

Upstream product

• 7335-65-1 hydrazinium monoacetate 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 610-54-8 2,4-dinitro-1-ethoxybenzene 
• 67516-66-9 2,4-dinitrophenyl phenyl selenide 
• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 
• 2486-09-1 2,4-dinitro-1-phenylsulfanyl-benzene 
• 2486-07-9 2,4-dinitrophenyl phenyl ether 
• 119-27-7 2,4-dinitroanisole 
• 584-48-5 2,4-dinitrobromobenzene 
• 100-63-0 phenylhydrazine 
• 108-90-7 chlorobenzene 
• 2363-25-9 1-(4-methylphenoxy)-2,4-dinitrobenzene 
• 2548-96-1 1-(4-chlorophenoxy)-2,4-dinitrobenzene 

Downstream Products

• 1019-57-4 acetaldehyde 2,4-dinitrophenylhydrazine 
• 2543-61-5 4-(2,4-dinitro-phenylhydrazono)-valeraldehyde-(2,4-dinitro-phenylhydrazone) 
• 110335-61-0 2-(2,4-dinitro-phenylhydrazono)-5-hydroxy-hexanal-(2,4-dinitro-phenylhydrazone) 
• 105338-87-2 5-hydroxy-2-methyl-valeraldehyde-(2,4-dinitro-phenylhydrazone) 
• 3187-96-0 dihydro-furan-3-one-(2,4-dinitro-phenylhydrazone) 
• 7311-85-5 dihydro-thiophen-3-one-(2,4-dinitro-phenylhydrazone) 
• 71606-80-9 4-Formyl-pyridin IV-2,4-dinitrophenylhydrazon 
• 13610-97-4 2-(2,4-dinitro-phenylhydrazono)-5-hydroxy-valeraldehyde-(2,4-dinitro-phenylhydrazone) 
• 101873-28-3 2-tert-butyl-2,4,4-trimethyl-valeraldehyde-(2,4-dinitro-phenylhydrazone) 
• 24383-66-2 N-(2,4-ninitrophenyl)-N'-thiophene-2-ylmethylene-hydrazine 
• 91136-19-5 thiophene-3-carbaldehyde-(2,4-dinitro-phenylhydrazone) 
• 118898-10-5 selenophene-2-carbaldehyde-(2,4-dinitro-phenylhydrazone) 
• 40365-04-6 N-(2,4-dinitrophenyl)-N'-(3-hydroxypropylidene)-hydrazine 
• 106489-99-0 [2]thienyl-acetaldehyde-(2,4-dinitro-phenylhydrazone) 

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The spin dynamics of dissolution DNP samples consisting of 4.5 M [13C]urea in a mixture of (1/1)Vol glycerol/water using 4-Oxo-TEMPO as a radical was investigated. We analyzed the DNP dynamics as function of radical concentration at 7 T and 3.4 T static magnetic field as well as function of deut...detailed

DNP (cas 119-26-6) and PhD scholarship: Making the case for collaboration09/04/2019

BackgroundThe Institute of Medicine calls for meaningful collaboration between doctor of nursing practice (DNP)- and doctor of philosophy (PhD)-prepared nurses to improve health outcomes.detailed

Efficient 263 GHz magic angle spinning DNP (cas 119-26-6) at 100 K using solid-state diode sources09/02/2019

The development of new, high-frequency solid-state diode sources capable of operating at 263 GHz, together with an optimized stator design for improved millimeter-wave coupling to the NMR sample, have enabled low-power DNP experiments at 263 GHz/400 MHz. With 250 mW output power, signal enhancem...detailed

Improved waveguide coupling for 1.3 mm MAS DNP (cas 119-26-6) probes at 263 GHz09/01/2019

We consider the geometry of a radially irradiated microwave beam in MAS DNP NMR probes and its impact on DNP enhancement. Two related characteristic features are found to be relevant: (i) the focus of the microwave beam on the DNP MAS sample and (ii) the microwave magnetic field magnitude in the...detailed

Original contributionOverhauser DNP (cas 119-26-6) FFC study of block copolymer diluted solution08/31/2019

Overhauser dynamic nuclear polarization (DNP) is the dominating hyperpolarization technique to increasing the nuclear magnetic resonance signal in liquids and diluted systems. The enhancement obtained depends on the overall mobility of the radical-carrying molecule but also on its specific inter...detailed

Structural description of surfaces and interfaces in biominerals by DNP (cas 119-26-6) SENS08/29/2019

Biological mineralized tissues are hybrid materials with complex hierarchical architecture composed of biominerals often embedded in an organic matrix. The atomic-scale comprehension of surfaces and organo-mineral interfaces of these biominerals is of paramount importance to understand the ultra...detailed

Relevant articles and documents

Doping-induced detection and determination of propellant grade hydrazines by a kinetic spectrophotometric method based on nano and conventional polyaniline using halide ion releasing additives

A kinetic spectrophotometric method is described for the detection and determination of propellant grade hydrazines and its derivatives based on their reaction with 1-chloro-2,4-dinitrobenzene (CDNB) incorporated in a solution matrix of polyaniline-Emaraldine Base (Pani-EB) to produce HCl. This strong acid protonates (dopes) Pani (EB-Blue) to form Pani Emeraldine salt (ES-Green). A kinetic study based on the gradual decrease in absorbance at 626 nm for both nano and conventional Pani-CDNB systems was carried out at 50 °C and 60°C under optimized conditions in the dynamic concentration range of 0.1-0.004 M. Initial rate and fixed time methods were adopted for constructing calibration curves. Hydrazines were determined based on the linear relationship between percent absorbance change at 30 min. and their concentration. R.S.D. for five replicate determinations of each one of these hydrazines using both systems is less than 1.5%. Minimum detectable limits for hydrazines were found for both systems. This method was successfully applied for determination of hydrazines in tap water with satisfactory analytical results.

Benzocrown Ether Hydrazones as Extractants for Alkali Metal Ions

Four types of benzo-15-crown-5 and benzo-18-crown-6 derivatives bearing a substituted hydrazone moiety as a proton-dissociable chromogenic group were synthesized and the solvent extraction behaviors of these compounds for alkali metal ions were evaluated spectrophotometrically.Benzo-15-crown-5 and -18-crown-6 hydrazones with 2,4-dinitro-6-(trifluoromethyl)phenyl or 2,6-dinitro-4-(trifluoromethyl)phenyl groups extracted alkali metal ions predominantly as 2:1 and 1:1 (crown ether:metal ion) complexes, respectively, from an aqueous alkaline solution into 1,2-dichloroethane and these ligands exhibited high K+-selectivity.The composition of the extracted species and the K+-selectivity depended on the polarity of the extraction solvent used.In particular, 2:2 complexes of several alkali metal ions with benzo-15-crown-5 and -18-crown-6 hydrazones bearing a 2,4-dinitro-6-(trifluoromethyl)phenyl group were readily extracted from an aqueous solution into chloroform.

Preparation method of 2.4-dinitrophenylhydrazine

The invention relates to a preparation method of 2.4-dinitrophenylhydrazine. The method includes the steps of: (1) dissolving 2.4-dinitrochlorobenzene and performing thermal filtration; (2) putting the filtrate into a reflux bottle, adding hydrazine hydrate accounting for 1/5-1/2 of the weight of 2.4-dinitrophenylhydrazine, conducting standing for 10min, maintaining a reflux state, performing calculation from the end of hydrazine hydrate adding, then conducting reflux again for 1h, precipitating red crystals, and stopping reflux; and (3) lowering the temperature, when the temperature drops to 50-55DEG C, filtering out crystals, performing washing with anhydrous ethanol 2-5 times, and conducting drying so as to obtain 2.4-dinitrophenylhydrazine. Starting from the raw material proportion, the method provided by the invention increases the dosage of hydrazine hydrate, enhances the yield of 2.4-dinitrophenylhydrazine, at the same time combines several process improvements, effectively increases the yield up to 98-100%.

The α-effect in SNar reaction of y-substituted-phenoxy-2, 4-dinitrobenzenes with amines: Reaction mechanism and origin of the α-effect

Second-order rate constants (kN) have been measured spectrophotometrically for SNAr reactions of Ysubstituted-phenoxy-2, 4-dinitrobenzenes (1a-1g) with hydrazine and glycylglycine in 80 mol % H 2O/20 mol % DMSO at 25.0 ± 0.1 °C. Hydrazine is 14.6-23.4 times more reactive than glycylglycine. The magnitude of the α-effect increases linearly as the substituent Y becomes a stronger electron-withdrawing group (EWG). The Bronsted-type plots for the reactions with hydrazine and glycylglycine are linear with βlg = -0.21 and -0.14, respectively, which is typical for reactions reported previously to proceed through a stepwise mechanism with expulsion of the leaving group occurring after rate-determining step (RDS). The Hammett plots correlated with so constants result in much better linear correlations than s- constants, indicating that expulsion of the leaving group is not advanced in the transition state (TS). The reaction of 1a-1g with hydrazine has been proposed to proceed through a five-membered cyclic intermediate (TIII), which is structurally not possible for the reaction with glycylglycine. Stabilization of the intermediate TIII through intramolecular H-bonding interaction has been suggested as an origin of the α-effect exhibited by hydrazine.

Synthesis and antifungal activity of substituted 2,4,6-pyrimidinetrione carbaldehyde hydrazones

Opportunistic fungal infections caused by the Candida spp. are the most common human fungal infections, often resulting in severe systemic infections - a significant cause of morbidity and mortality in at-risk populations. Azole antifungals remain the mainstay of antifungal treatment for candidiasis, however development of clinical resistance to azoles by Candida spp. limits the drugs' efficacy and highlights the need for discovery of novel therapeutics. Recently, it has been reported that simple hydrazone derivatives have the capability to potentiate antifungal activities in vitro. Similarly, pyrimidinetrione analogs have long been explored by medicinal chemists as potential therapeutics, with more recent focus being on the potential for pyrimidinetrione antimicrobial activity. In this work, we present the synthesis of a class of novel hydrazone-pyrimidinetrione analogs using novel synthetic procedures. In addition, structure-activity relationship studies focusing on fungal growth inhibition were also performed against two clinically significant fungal pathogens. A number of derivatives, including phenylhydrazones of 5-acylpyrimidinetrione exhibited potent growth inhibition at or below 10 μM with minimal mammalian cell toxicity. In addition, in vitro studies aimed at defining the mechanism of action of the most active analogs provide preliminary evidence that these compound decrease energy production and fungal cell respiration, making this class of analogs promising novel therapies, as they target pathways not targeted by currently available antifungals.