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 |
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
A
2-Amino-4-nitroethoxybenzen
B
(2,4-dinitro-phenyl)-hydrazine
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
A
2-(2-amino-4-nitro-phenoxy)-ethanol
B
(2,4-dinitro-phenyl)-hydrazine
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
A
2-isopropoxy-5-nitro-aniline
B
(2,4-dinitro-phenyl)-hydrazine
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
A
2-(2-methoxy-ethoxy)-5-nitro-aniline
B
(2,4-dinitro-phenyl)-hydrazine
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
A
3-(2-amino-4-nitro-phenoxy)-propane-1,2-diol
B
(2,4-dinitro-phenyl)-hydrazine
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
A
5-nitro-2-phenoxy-aniline
B
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 3h; | A 0.5% B n/a |
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate |
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate | |
With ethanol; hydrazine hydrate; acetic acid |
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate | |
With hydrazine hydro-chloride In water; dimethyl sulfoxide at 25℃; Kinetics; |
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate |
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide; hydrazine | |
With ethanol; hydrazine hydrate; benzene |
(2,4-dinitrophenyl)(phenyl)selane
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With ethanol; hydrazine hydrate |
hydrazinium monoacetate
1-chloro-2,4-dinitro-benzene
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With ethanol |
cis,trans-2,5-dimethoxytetrahydrofuran
A
Carbazol-9-yl-(2,4-dinitro-phenyl)-amine
B
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 3h; Heating; molar ratio 1:2; |
N-Methyl-6-ketooctahydroindol
N-(2,4-Dinitro-phenyl)-N'-[1-methyl-octahydro-indol-(6E)-ylidene]-hydrazine
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
Yield given; |
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
A
(2,4-Dinitro-phenyl)-pyrrol-1-yl-amine
B
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 0.5h; Heating; |
1-benzylidene-2-(2,4-dinitrophenyl)hydrazone
A
benzaldehyde
B
(2,4-dinitro-phenyl)-hydrazine
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
A
meta-hydroxybenzaldehyde
B
(2,4-dinitro-phenyl)-hydrazine
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)
A
4-hydroxy-benzaldehyde
B
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetone at 30℃; Rate constant; Thermodynamic data; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.); |
salicylaldehyde 2,4-dinitrophenylhydrazone
A
salicylaldehyde
B
(2,4-dinitro-phenyl)-hydrazine
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
A
(2,4-dinitro-phenyl)-hydrazine
B
acetone
ethanol
2,4-dinitroanisole
hydrazine hydrate
(2,4-dinitro-phenyl)-hydrazine
ethanol
2,4-dinitrophenyl phenyl ether
hydrazine hydrate
(2,4-dinitro-phenyl)-hydrazine
A
2,4-dinitrophenolate
B
2,4-dinitrophenyl phosphate dianion
C
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
In water at 25℃; pH=10; Kinetics; |
phenyl isothiocyanate
(2,4-dinitro-phenyl)-hydrazine
2-(2',4'-dinitrophenyl)-N-phenyl-1-hydrazinecarbothioamide
Conditions | Yield |
---|---|
at 20℃; | 100% |
With ethanol | |
In ethanol Heating; |
(2,4-dinitro-phenyl)-hydrazine
1-bromoacetone
1-(1-bromopropan-2-yl)-2-(2,4-dinitrophenyl) hydrazine
Conditions | Yield |
---|---|
In ethyl acetate for 0.5h; Heating; | 100% |
With acetic acid In ethanol | 66% |
1,3-dibromoroacetone
(2,4-dinitro-phenyl)-hydrazine
dibromoacetone 2,4-dinitrophenylhydrazone
Conditions | Yield |
---|---|
In ethyl acetate for 0.5h; Heating; | 100% |
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With acetic acid; triethylamine | 100% |
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With acetic acid; triethylamine | 100% |
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With acetic acid; triethylamine | 100% |
(2,4-dinitro-phenyl)-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
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In methanol at 20℃; | 100% |
(2,4-dinitro-phenyl)-hydrazine
4-chlorophenylacetaldehyde 2,4-dinitrophenylhydrazone
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water | 100% |
(2,4-dinitro-phenyl)-hydrazine
4-nitrophenylacetaldehyde 2,4-dinitrophenylhydrazone
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water | 100% |
(E,Z)-β-phenoxystyrene
(2,4-dinitro-phenyl)-hydrazine
phenylacetaldehyde-2,4-dinitrophenylhydrazone
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water | 100% |
(2,4-dinitro-phenyl)-hydrazine
1-Bromo-4-((E)-2-phenoxy-vinyl)-benzene
1-(2-(4-bromophenyl)ethylidene)-2-(2,4-dinitrophenyl)hydrazine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water | 100% |
Conditions | Yield |
---|---|
100% |
3-phenyl-propionaldehyde
(2,4-dinitro-phenyl)-hydrazine
(E)-1-(2,4-dinitrophenyl)-2-(3-phenylpropylidene)hydrazine
Conditions | Yield |
---|---|
100% | |
With sulfuric acid In ethanol; water for 0.5h; Inert atmosphere; | |
With hydrogenchloride In water for 1h; Inert atmosphere; | 276 mg |
Conditions | Yield |
---|---|
100% |
(2,4-dinitro-phenyl)-hydrazine
2,4-dinitrophenylhydrazonecyclopentadienyltricarbonylrhenium
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
(2,4-dinitro-phenyl)-hydrazine
C21H14N4O8
Conditions | Yield |
---|---|
In 1,4-dioxane Reflux; | 100% |
4-methyl-2-phenyl-5,5,5-trifluoro-2(E)-pentenal
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water at 20℃; for 1.5h; | 100% |
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; water for 1h; Reflux; | 100% |
4-(6-Acryloyloxy-hexyloxy)-benzoic acid 4-formyl-phenyl ester
(2,4-dinitro-phenyl)-hydrazine
Conditions | Yield |
---|---|
In ethanol for 2h; Reflux; | 100% |
4‐hydroxycoumarin
ethyl acetoacetate
4-nitrobenzaldehdye
(2,4-dinitro-phenyl)-hydrazine
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
p-benzoquinone
p-benzoquinone 2,4-dinitrophenylhydrazone
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
(2,4-dinitro-phenyl)-hydrazine
3-hydroxy-2-butanone-2,4-dinitrophenylhydrazone
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
(2,4-dinitro-phenyl)-hydrazine
N'-(2,4-dinitrophenyl)formohydrazide
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
acetylacetone
1-(2,4-dinitrophenyl)-3,5-dimethylpyrazole
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
salicylaldehyde
(2,4-dinitro-phenyl)-hydrazine
salicylaldehyde 2,4-dinitrophenylhydrazone
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In ethanol Heating; | 99% |
N-(p-methoxybenzylidene)aminophthalimide
(2,4-dinitro-phenyl)-hydrazine
(E)-1-(2,4-dinitrophenyl)-2-(4-methoxybenzylidene)hydrazine
Conditions | Yield |
---|---|
In ethanol; water for 3h; Heating; | 99% |
(7E)-8--7-octenal
(2,4-dinitro-phenyl)-hydrazine
A
N,N'-bis(4-cyanophenyl)hydrazine
B
Korksaeuredialdehyd-bis(2,4-dinitrophenylhydrazon)
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water for 0.25h; | A 82% B 99% |
tris-dimorpholinomethyl s-triazine
(2,4-dinitro-phenyl)-hydrazine
C24H15N15O12
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 60℃; | 99% |
The 2,4-Dinitrophenylhydrazine, with the CAS registry number 119-26-6, is also known as 1-Hydrazino-2,4-dinitrobenzene.It belongs to the product Chemical Reagent.Its EINECS number is 204-309-3. This chemical's molecular formula is C6H6N4O4 and molecular weight is 198.13. What's more,Its systematic name is (2,4-Dinitrophenyl)hydrazine.And it is Used for determination of serum transaminase valley - and c - grass substrate supporting reagents.
Physical properties about 2,4-Dinitrophenylhydrazine are:(1)ACD/LogP: 1.454; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.45; (4)ACD/LogD (pH 7.4): 1.45; (5)ACD/BCF (pH 5.5): 7.50; (6)ACD/BCF (pH 7.4): 7.50; (7)ACD/KOC (pH 5.5): 147.21; (8)ACD/KOC (pH 7.4): 147.29; (9)#Freely Rotating Bonds: 4 ; (10)Index of Refraction: 1.731; (11)Molar Refractivity: 47.856 cm3; (12)Molar Volume: 119.744 cm3; (13)Surface Tension: 87.6439971923828 dyne/cm; (14)Density: 1.655 g/cm3; (15)Flash Point: 182.773 °C; (16)Enthalpy of Vaporization: 62.652 kJ/mol; (17)Boiling Point: 378.603 °C at 760 mmHg; (18)Vapour Pressure: 0 mmHg at 25°C.
Preparation: 2,4-Dinitrophenylhydrazine can be prepared by hydrazine sulfate and 2,4-dinitrochlorobenzene.
The 2,4-Dinitrophenylhydrazine is Highly Flammable,Harmful. When you are using it, please be cautious about it as the following: (1)Explosive when dry; (2)Highly Flammable; (3)Harmful if swallowed; (4)Limited evidence of a carcinogenic effect; (5)This material and its container must be disposed of in a safe way; (6)In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); (7)Wear suitable protective clothing; (8)Wear suitable gloves; (9)Keep away from sources of ignition-No smoking.
You can still convert the following datas into molecular structure:
(1)SMILES:c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])NN;
(2)Std. InChI:InChI=1S/C6H6N4O4/c7-8-5-2-1-4(9(11)12)3-6(5)10(13)14/h1-3,8H,7H2;
(3)Std. InChIKey:HORQAOAYAYGIBM-UHFFFAOYSA-N.
The toxicity data of 2,4-Dinitrophenylhydrazine as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 450mg/kg (450mg/kg) | Cancer Research. Vol. 41, Pg. 1469, 1981. | |
rat | LD | oral | > 500mg/kg (500mg/kg) | National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 25, 1953. |
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