Conditions | Yield |
---|---|
With ammonium hydroxide In methanol at 70℃; for 0.25h; | 100% |
Conditions | Yield |
---|---|
With ammonium hydroxide In methanol at 70℃; for 12h; | 100% |
Conditions | Yield |
---|---|
With ammonium hydroxide In formamide at 85℃; under 3000.2 - 3750.3 Torr; for 4h; | 96% |
With 2,2,2-trifluoroacetamide; potassium carbonate; tetrabutylammomium bromide In N,N-dimethyl-formamide at 80℃; for 2h; | 95% |
With copper(ll) sulfate pentahydrate; oxygen; potassium carbonate; formamide at 150 - 160℃; for 2.5h; | 56% |
1-(2,4-dinitrophenyl)-3,5-dimethylpyrazole
formamide
A
3,5-dimethyl-1H-pyrazole
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
at 165 - 175℃; | A n/a B 96% |
N-tert-butyl-α-(3-aminophenyl)nitrone
1-(2,4-dinitrophenyl)-pyridinium chloride
A
N-tert-butyl-α-[3-(pyrid-1'-yl)phenyl]nitrone chloride
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In methanol for 18h; Zincke reaction; Inert atmosphere; Reflux; | A 96% B n/a |
formamide
1‐(2,4‐dinitrophenyl)‐3,4,5‐trimethyl‐1H‐pyrazole
A
3,4,5-Trimethylpyrazole
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
at 165 - 175℃; | A n/a B 94% |
3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride
4-fluoroaniline
A
3-Carbamoyl-1-(4-fluoro-phenyl)-pyridinium; chloride
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In methanol | A 80% B n/a |
N-butylamine
1-chloro-2,4-dinitro-benzene
A
2,4-dinitro-N-butylaniline
C
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide at 10℃; Electrolysis; | A 80% B 15% C 5% |
Conditions | Yield |
---|---|
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry; | 78% |
With ethanol; ammonia im Sonnenlicht; |
(R)-1-phenyl-ethyl-amine
2-(2,4-dinitrophenyl)-isoquinolinium chloride
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In butan-1-ol for 15h; Heating; | A 77% B n/a |
1-(2,4-dinitrophenyl)-3-methyl-5-nitrouracil
1-amino-3-methylbenzene
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; | A 77% B n/a |
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 0.666667h; Cyclization; Decomposition; Heating; | A n/a B 74% C n/a |
Conditions | Yield |
---|---|
With potassium permanganate; ammonia at -33℃; | 73% |
With ammonia In methanol; water at 25℃; Rate constant; pH 8.00 to 10.00, ionic strength of 0.1 mol l-1; | |
With ammonia In dimethyl sulfoxide Rate constant; |
formamide
2,4-Dinitroanilin
Conditions | Yield |
---|---|
at 170 - 180℃; for 7h; | 73% |
1-(2,4-dinitrophenyl)-3-methyl-5-nitrouracil
pyridin-3-ylamine
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 48h; | A 73% B n/a |
meta-dinitrobenzene
A
2,4-dinitro-1,3-phenylenediamine
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With potassium permanganate; ammonia at -33℃; | A 2% B 70% |
With ethanol; hydroxylamine; sodium ethanolate Behandeln der entstandenen Verbindung mit Wasser; |
Conditions | Yield |
---|---|
for 7h; Heating; | 68.5% |
1-(2,4-dinitrophenyl)-3-methyl-5-nitrouracil
m-Hydroxyaniline
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; | A 68% B n/a |
1-(2,4-dinitrophenyl)-4,4'-bipyridinium chloride
4,4'-Diaminoazobenzene
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
at 150 - 170℃; Zincke reaction; neat (no solvent); | A 68% B n/a |
N-(2,4-dinitrophenyl)hydroxylamine
A
5-nitrobenzofuroxan
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With p-toluenesulfonyl chloride In pyridine at 5℃; for 1h; | A 67% B 0.3% |
1-(2,4-dinitrophenyl)-3-methyl-5-nitrouracil
2-Amino-4-methylpyridine
B
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 24h; | A 67% B n/a |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol; water at 80℃; for 3h; chemoselective reaction; | 100% |
With sodium tetrahydroborate; pyrographite In tetrahydrofuran; water at 50 - 60℃; for 5h; | 95% |
With hydrogenchloride; tin |
Conditions | Yield |
---|---|
Stage #1: 2,4-Dinitroanilin With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: 2-aminopyrimidine-4,6-diol With sodium hydroxide In water | 100% |
Conditions | Yield |
---|---|
Stage #1: 2,4-Dinitroanilin With sulfuric acid; sodium nitrite In water at 20℃; for 0.333333h; Stage #2: β-naphthol In water at 20℃; for 1h; Time; | 99% |
Stage #1: 2,4-Dinitroanilin With sulfuric acid; sodium nitrite In water at 0℃; for 0.333333h; Green chemistry; Stage #2: β-naphthol In water at 20℃; for 1h; Green chemistry; | 99% |
With nitrosylsulfuric acid; ethanol | |
With nitrosylpolyphosphoric acid 1.) glacial acetic acid, 40-70 deg C, 0.5 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide at 30℃; for 1h; Green chemistry; | 99% |
Stage #1: 2,4-Dinitroanilin With Nitrogen dioxide In acetonitrile at -20℃; Diazotization; Stage #2: With calcium bis(hypophosphite); Fe2SO4*7H2O In methanol; acetonitrile at 20℃; Dediazonation; | 84% |
With ethanol; mixture of gaseous nitrogen oxides | |
With tetrafluoroboric acid; N,N-dimethyl-formamide; sodium nitrite 1) water, 0 deg C, 2 h, 2) 20 deg C, 10 min; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol; water at 20℃; for 0.116667h; Sealed tube; Green chemistry; regioselective reaction; | 99% |
With hydrazine hydrate; palladium on activated charcoal In ethanol at 20℃; for 1h; | 72% |
With hydrazine hydrate; palladium on activated charcoal In ethanol at 20℃; for 1h; | 72% |
trimethylsilyl ester of hydrocinnamic acid
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 99% |
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2,4-Dinitroanilin With hydrogenchloride In water at 50 - 70℃; Stage #2: With sodium perchlorate In water at 70℃; for 2h; | 98% |
Stage #1: 2,4-Dinitroanilin With hydrogenchloride In water at 35℃; for 2h; Stage #2: With chlorine In water at 45℃; Stage #3: With dihydrogen peroxide In water at 60 - 65℃; for 6h; Temperature; | 98.4% |
With hydrogenchloride; dmap; dihydrogen peroxide In water at 20 - 30℃; for 3h; Reagent/catalyst; | 97.2% |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 100℃; for 1.5h; | 98% |
With potassium hydroxide |
Conditions | Yield |
---|---|
indium(III) chloride at 20℃; for 0.5h; | 98% |
With copper(II) bis(tetrafluoroborate) at 20℃; for 1.5h; | 98% |
With sulfuric acid | 93.2% |
methyl 4-(chlorocarbonyl)butyrate
2,4-Dinitroanilin
4-(2,4-dinitrophenylcarbamoyl)butyric acid methyl ester
Conditions | Yield |
---|---|
In toluene at 20 - 110℃; Product distribution / selectivity; Inert atmosphere; | 98% |
In toluene Reflux; | 90% |
In toluene at 95 - 105℃; for 6h; Large scale reaction; | 88% |
acetylacetone
2,4-Dinitroanilin
2,3,4-pentanetrione 3-(2,4-dinitrophenylhydrazone)
Conditions | Yield |
---|---|
Stage #1: 2,4-Dinitroanilin With hydrogenchloride; sodium nitrite In water at -5℃; Stage #2: acetylacetone With sodium acetate; sodium hydroxide In methanol; water at 20℃; for 1h; Japp-Klingemann reaction; | 98% |
Stage #1: 2,4-Dinitroanilin With tetrafluoroboric acid; sodium nitrite In acetonitrile at 5℃; Stage #2: acetylacetone With sodium acetate at 5℃; |
4-dimethylamino-benzaldehyde
2,4-Dinitroanilin
N-(4-(N,N-dimethylamino)benzal)-2,4-dinitroaniline
Conditions | Yield |
---|---|
In ethanol Heating; | 97.13% |
Conditions | Yield |
---|---|
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 97% |
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 97% |
trimethylsilyl 2,2-dimethylpropionate
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 97% |
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 97% |
(N-methyl)(phenyl)carbonitrilium trifluoromethylsulfonate
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In benzene at 20℃; for 0.5h; | 97% |
trimethylsilyl 2-methylbenzoate
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 97% |
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 97% |
4,4'-(2,6-naphthalenediyl)bis-pyridine
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In ethanol at 90℃; for 12h; Inert atmosphere; | 97% |
methyl 8-chloro-8-oxooctanoate
2,4-Dinitroanilin
Conditions | Yield |
---|---|
In toluene at 20℃; for 24h; Solvent; | 96.4% |
nitratocarbonylbis(triphenylphosphine)rhodium
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With KOH In methanol; acetone to an acetone soln. of Rh complex were added equimolar quantity of nitroaniline (in acetone) and KOH in MeOH; solvents were evpd. in vac., red residue extd. with benzene and filtered from KNO3; solvent removed in vac., crystals pptd. with hexane, filtered, washed with hexane and dried in air; elem. anal.; | 96% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 5 - 15℃; Solvent; Reagent/catalyst; | 95.3% |
With benzene |
2,4-Dinitroanilin
A
2-nitro-1,4-phenylenediamine
B
4-Nitrophenylene-1,2-diamine
Conditions | Yield |
---|---|
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 6h; | A 3% B 95% |
With ethanol; sodium hydrogensulfite | |
With ammonium sulfide |
3-methylbutyric acid trimethylsilyl ester
2,4-Dinitroanilin
Conditions | Yield |
---|---|
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 95% |
With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 95% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene In benzene at 80℃; for 1h; | 95% |
Conditions | Yield |
---|---|
With polyphosphoric acid at 80℃; for 12h; | 94% |
With PPA at 80℃; for 12h; | 92% |
Chemical Name: 2,4-Dinitroaniline
IUPAC NAME: 2,4-dinitroaniline
CAS No.: 97-02-9
EINECS: 202-553-5
RTECS: BX9100000
RTECS Class: Agricultural Chemical and Pesticide; Mutagen; Reproductive Effector; Primary Irritant
EC Class: Very toxic; Danger of cumulative effects; Dangerous for the Environment
Molecular Formula: C6H5N3O4
Molecular Weight: 183.12 g/mol
Density: 1.586 g/cm3
Melting Point: 177 °C
Flash Point: 196.1 °C
Boiling Point: 400.6 °C at 760 mmHg
2,4-DINITROANILINE(97-02-9) is stable under normal temperatures and pressures.but incompatible with oxidizing materials, vigorous reaction with Chlorine + Hydrochloric Acid evolves gases.and the yellow needle-like crystals is not dissolve in water, slightly soluble in ethanol, soluble in hot hydrochloric acid.Following is the structure of 2,4-DINITROANILINE(97-02-9):
The chemical synonymous of 2,4-DINITROANILINE(97-02-9) are 1-Amino-2,4-dinitrobenzene;2,4-Dinitraniline;2,4-Dinitroaminobenzene;2,4-Dinitroanilin;2,4-dinitro-anilin;2,4-Dinitroanilina;2,4-Dinitrobenzamine;2,4-DINITROANILINE.
2,4-DINITROANILINE(97-02-9) is used for the manufacture of azo dyes and disperse dyes, but also can be used as printing ink, toner and Preparation of preservatives.and it is an intermediate for disperse dyes, neutral dyes, sulfur dyes, organic pigments.
Product Categories about 2,4-DINITROANILINE(97-02-9) are Intermediates of Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds;C2 to C6;Nitrogen Compounds;Alpha Sort;Amines;Analytical Standards;AromaticsChemical Class;AromaticsVolatiles/ Semivolatiles;Chemical Class;D;DAlphabetic;DID - DINAnalytical Standards;Nitro Compounds.
1. | eye-rbt 500 mg/24H MLD | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,132. | ||
2. | mmo-sat 10 µg/plate | ENMUDM Environmental Mutagenesis. 5 (Suppl 1)(1983),3. | ||
3. | mma-sat 2 µg/plate | MUREAV Mutation Research. 67 (1979),1. | ||
4. | orl-rat LD50:285 mg/kg | TSCAT* Office of Toxic Substances Report. (U.S. Environmental Protection Agency, Office of Toxics Substances, 401M Street SW, Washington, DC 20460) OTS 206512 . | ||
5. | ipr-rat LDLo:250 mg/kg | NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),32. | ||
6. | orl-mus LD50:370 mg/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 25 (8)(1981),50. | ||
7. | ipr-mus LDLo:400 mg/kg | JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. 48 (1959),419. | ||
8. | orl-gpg LD50:1050 mg/kg | GISAAA Gigiena i Sanitariya. 47 (10)(1982),15. |
guinea pig | LD50 | oral | 1050mg/kg (1050mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(10), Pg. 15, 1982. | |
mouse | LD50 | oral | 370mg/kg (370mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981. | |
mouse | LDLo | intraperitoneal | 400mg/kg (400mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 48, Pg. 419, 1959. | |
rat | LD50 | oral | 285mg/kg (285mg/kg) | Office of Toxic Substances Report. Vol. OTS, | |
rat | LDLo | intraperitoneal | 250mg/kg (250mg/kg) | National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 32, 1953. |
Poison by ingestion and intraperitoneal routes. Experimental teratogenic and reproductive effects. Mutation data reported. An eye irritant. Combustible and explosive when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical. Mixtures with charcoal ignite at 350°C. Vigorous reaction with chlorine + hydrochloric acid evolves gases. When heated to decomposition it emits highly toxic fumes of NOx.
Hazard Codes:
T+: Very toxic
N: Dangerous for the environment
Risk Statements about 2,4-DINITROANILINE(97-02-9):
R33 Danger of cumulative effects.
R26/27/28: Very toxic by inhalation, in contact with skin and if swallowed.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic
Safety Statements about 2,4-DINITROANILINE(97-02-9):
S28 After contact with skin, wash immediately with plenty of soap-suds.
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61 Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37: Wear suitable protective clothing and gloves.
S28A After contact with skin, wash immediately with plenty of water.
Health Hazard: May cause headache, nausea, stupor. Irritating to skin and mucous membrane.
1. Storage: Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Avoid ingestion and inhalation. Avoid contact with eyes, skin, and clothing. Wash hands before eating. Use only in a well ventilated area. Minimize dust generation and accumulation. Wash clothing before reuse.
3. Personal Protection: Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
4. Fire Fighting: Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. To extinguish fire, use water fog, dry chemical, carbon dioxide, or regular foam.
5. Reactivity Profile: 2,4-Dinitroaniline may decompose violently at elevated temperatures. 2,4-Dinitroaniline can react with oxidizing materials, i.e. chlorine/hydrochloric acid. . In mixture with powdered charcoal ignited upon heating, [Cahiers, 1980, (99), 278].
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