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Basic Information
CAS No.: 51-28-5
Name: 2,4-Dinitrophenol
Molecular Structure:
Molecular Structure of 51-28-5 (2,4-Dinitrophenol)
Formula: C6H4N2O5
Molecular Weight: 184.11
Synonyms: 2,4-Dinitro Phenol,51-28-5;2,4-Dinitro Phenol;Solfo Black BB;Osmotox-Plus;Nitrophene (VAN);Tertrosulphur PBR;1alpha-2,4-Dinitrophenol;Camello mosquito coils;.alpha.-Dinitrophenol;Dinitrofenolo [Italian];Chemox PE;2,4-Dinitrophenol/2,4-Dinitrophenol,2,4-Dinitrophenol,DNP;alpha-Dinitrophenol;Phenol, .alpha.-dinitro-;Nitrophen (VAN);Solfo Black G;Tertrosulphur Black PB;Solfo Black 2B Supra;Dinofan;Solfo Black B;Nitro kleenup;Osmoplastic-R;2, 4-Dinitrofenol;Shirakiku brand mosquito coils;Phenol, 2,4-dinitro-;X 32;1-Hydroxy-2,4-dinitrobenzene;Maroxol-50;Fenoxyl carbon N;Phenol, alpha-dinitro-;Dinitrofenolo;Cobra salts (Impregna salts);
EINECS: 200-087-7
Density: 1.651 g/cm3
Melting Point: 108-112 °C(lit.)
Boiling Point: 312.1 °C at 760 mmHg
Flash Point: 142.8 °C
Solubility: 0.6 g/100 mL (18 ºC)
Appearance: light yellow crystal powder
Hazard Symbols: ToxicT,DangerousN,IrritantXi,FlammableF
Risk Codes: 23/24/25-33-50-39/23/24/25-11-52/53
Safety: 28-37-45-61-28A-36/37-16-7
Transport Information: UN 1320 4.1/PG 1
PSA: 111.87000
LogP: 2.25500
Synthetic route
97-00-7

1-chloro-2,4-dinitro-benzene

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With water; sodium hydroxide at 100℃; for 1.5h;100%
With potassium carbonate In ethanol97.5%
Stage #1: 1-chloro-2,4-dinitro-benzene With sodium hydroxide In water; acetonitrile for 1h; Reflux;
Stage #2: With hydrogenchloride In water; acetonitrile Kinetics; Thermodynamic data; Solvent; Temperature;
97%
1945-92-2

N-(2,4-dinitrophenyl)aminoethanol

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With ammonium hydroxide; sodium sulfite In methanol at 70℃; for 48h;100%
2687-45-8

triethylamine N-oxide

97-00-7

1-chloro-2,4-dinitro-benzene

A

51-28-5

2,4-Dinitrophenol

B

554-68-7

triethylamine hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h;A 98%
B 98.5%
In N,N-dimethyl-formamide for 24h; Ambient temperature;A 98%
B 98.5%
108-95-2

phenol

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With trichloroisocyanuric acid; silica gel; sodium nitrite at 20℃; for 0.25h;98%
With dinitrogen tetraoxide; ferric nitrate In ethyl acetate for 0.166667h; Heating;96%
With chromium(III) nitrate; dinitrogen tetraoxide In ethyl acetate for 0.25h; Nitration; reflux;95%
97-02-9

2,4-Dinitroanilin

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With water; sodium hydroxide at 100℃; for 1.5h;98%
With potassium hydroxide
1184-78-7

trimethylamine-N-oxide

68-12-2, 33513-42-7

N,N-dimethyl-formamide

97-00-7

1-chloro-2,4-dinitro-benzene

A

51-28-5

2,4-Dinitrophenol

B

593-81-7

trimethylamine hydrochloride

Conditions
ConditionsYield
for 24h; Ambient temperature;A 97%
B 98%
1184-78-7

trimethylamine-N-oxide

97-00-7

1-chloro-2,4-dinitro-benzene

A

51-28-5

2,4-Dinitrophenol

B

593-81-7

trimethylamine hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h; Ambient temperature;A 97%
B 98%
100-02-7

4-nitro-phenol

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With dimethylbromosulphonium bromide; tetrabutylammonium nitrite In acetonitrile at 20℃; for 24h; regioselective reaction;97%
With perchloric acid; montmorillonite K10 supported ammonium nitrate at 50℃; for 1.5h;95%
With Zn(NO3)2*2N2O4 In dichloromethane at 20℃; for 5h;95%
99-65-0

meta-dinitrobenzene

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; potassium tert-butylate; ammonia In tetrahydrofuran for 0.25h;96%
With Cumene hydroperoxide; potassium tert-butylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 15 - 20℃; for 1.5h;92%
With potassium hydroxide; Cumene hydroperoxide In ammonia at -33℃;90%

(E)-O-2,4-dinitrophenyl-2,4-dinitrobenzaldoxime

A

51-28-5

2,4-Dinitrophenol

B

4110-33-2

2,4-dinitrobenzonitrile

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 25℃; for 7h; Kinetics; Reagent/catalyst;A n/a
B 96%
With triethylamine hydrochloride; triethylamine In water; acetonitrile at 25℃; Rate constant; different Et3N concentrations;
With sodium ethanolate In ethanol at 25℃; Kinetics; Further Variations:; Reagents; Elimination;
69-72-7

salicylic acid

A

51-28-5

2,4-Dinitrophenol

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 12h;A 95%
B 3%
3185-97-5

3-(2,4-dinitrophenylamino)propionic acid

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 5h; Kinetics; Product distribution; Further Variations:; pH-values; Heating;94%
97-00-7

1-chloro-2,4-dinitro-benzene

A

51-28-5

2,4-Dinitrophenol

B

54715-57-0

5-chloro-2,4-dinitrophenol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; potassium tert-butylate; ammonia In tetrahydrofuran for 0.25h;A n/a
B 93%
With potassium tert-butylperoxide In ammonia at -33℃; Mechanism; competition between hydrogen and halogen substitution; other reagent t-butyl hydroperoxide, cumene hydroperoxide, NaOH, t-BuOK;A 20%
B 50%
With tert.-butylhydroperoxide; potassium tert-butylate; ammonia In tetrahydrofuran for 0.25h;A 50%
B n/a
2734-78-3

1-(benzyloxy)-2,4-dinitrobenzene

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With thiophene; sodium hydrogen sulfate; silica gel for 9h; Heating;93%
1655-52-3

N-(2,4-dinitro-phenyl)-L-alanine

A

51-28-5

2,4-Dinitrophenol

B

4615-69-4

2-methyl-5-nitro-1H-benzimidazole 3-oxide

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 2h; Heating;A n/a
B 88%

2,4-dinitrobenzeneboronic acid

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With hydrazine hydrate; caesium carbonate at 20℃; for 15h;86%
70-34-8

2,4-Dinitrofluorobenzene

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With sodium hydroxide for 1h; Heating;85%
With potassium carbonate In dimethyl sulfoxide for 3h; Heating;79%
With Cumene hydroperoxide; potassium tert-butylate In ammonia at -33℃;63%
108-95-2

phenol

A

51-28-5

2,4-Dinitrophenol

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With Zn(NO3)2*2N2O4 In ethyl acetate at 20℃; for 4h;A 85%
B 8%
88-75-5

2-hydroxynitrobenzene

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With ferric nitrate; 1,3-di-n-butyl-imidazolium tetrafluoroborate at 60℃; for 2h;82%
With Zn(NO3)2*2N2O4 In dichloromethane for 4h; Heating;82%
With N-Bromosuccinimide; silver nitrate In acetonitrile for 7.5h; Reflux;75%
108-95-2

phenol

A

51-28-5

2,4-Dinitrophenol

B

88-89-1

2,4,6-Trinitrophenol

C

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With NO+*18-crown-6*H(NO3)2- In ethyl acetate for 0.166667h; Nitration; Heating;A 82%
B 8%
C 3%
With silica-acetate; dinitrogen tetraoxide In ethyl acetate for 0.166667h; Heating;A 74%
B 8%
C 10%
863033-41-4

2',3',5'-tri-O-acetyl-1-(2,4-dinitrobenzenesulfonyl)inosine

100-46-9

benzylamine

A

866325-38-4

1-N-benzyl-2',3',5'-tri-O-acetyladenosine

B

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
Stage #1: 2',3',5'-tri-O-acetyl-1-(2,4-dinitrobenzenesulfonyl)inosine; benzylamine In acetonitrile at -30℃;
Stage #2: With water In acetonitrile Heating;
A 81%
B n/a
71597-85-8

(p-hydroxyphenyl)boronic acid

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
With bismuth (III) nitrate pentahydrate In toluene at 70 - 80℃; for 2h; Inert atmosphere;77%
863033-41-4

2',3',5'-tri-O-acetyl-1-(2,4-dinitrobenzenesulfonyl)inosine

75-31-0

isopropylamine

A

2',3',5'-tri-O-acetyl-1-isopropyladenosine

B

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
Stage #1: 2',3',5'-tri-O-acetyl-1-(2,4-dinitrobenzenesulfonyl)inosine; isopropylamine In acetonitrile at -30℃;
Stage #2: With water In acetonitrile Heating;
A 76%
B n/a
99-65-0

meta-dinitrobenzene

62-53-3

aniline

A

51-28-5

2,4-Dinitrophenol

B

961-68-2

N-phenyl-2,4-dinitroaniline

Conditions
ConditionsYield
With potassium permanganate; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 1h;A 22%
B 75%

1-phenyl-2-(piperidin-1-yl)ethanone O-(2,4-dinitrophenyl)oxime

A

51-28-5

2,4-Dinitrophenol

B

99-57-0

2-hydroxy-5-nitroaniline

C

3649-46-5

2-Phenyl-5,6,7,8-tetrahydro-imidazo<1,2-a>pyridin

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;A 33%
B 22%
C 75%
67-56-1

methanol

70-34-8

2,4-Dinitrofluorobenzene

A

51-28-5

2,4-Dinitrophenol

B

119-27-7

2,4-dinitroanisole

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In water at 26℃; Product distribution; other alcohols, var. concentrations alcohols;A 26%
B 74%
88-75-5

2-hydroxynitrobenzene

A

51-28-5

2,4-Dinitrophenol

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With perchloric acid; montmorillonite K10 supported ammonium nitrate at 50℃; for 1.5h;A 73%
B 23%
durch Nitrieren; Trennung durch fraktionierte Faellung des Gemisches der Kaliumsalze mit BaCl2;
With tetrachloromethane; nitrosylsulfuric acid at 30℃;
With nitric acid
62599-74-0

2,4-dinitrophenyl acrylate

100-52-7

benzaldehyde

A

51-28-5

2,4-Dinitrophenol

3-(hydroxy(phenyl)methyl)-5-phenyldihydrofuran-2(3H)-one

Conditions
ConditionsYield
With samarium; copper(l) iodide; potassium iodide In tetrahydrofuran at 20℃; Molecular sieve; diastereoselective reaction;A n/a
B 73%
108-95-2

phenol

A

51-28-5

2,4-Dinitrophenol

B

573-56-8

2,6-dinitrophenol

Conditions
ConditionsYield
With thionyl chloride; bismuth subnitrate In dichloromethane at 20℃; for 2h;A 72%
B 14%
863033-41-4

2',3',5'-tri-O-acetyl-1-(2,4-dinitrobenzenesulfonyl)inosine

75-04-7

ethylamine

A

2',3',5'-tri-O-acetyl-1-ethyladenosine

B

51-28-5

2,4-Dinitrophenol

Conditions
ConditionsYield
Stage #1: 2',3',5'-tri-O-acetyl-1-(2,4-dinitrobenzenesulfonyl)inosine; ethylamine In acetonitrile at -30℃;
Stage #2: With water In acetonitrile Heating;
A 72%
B n/a
51-28-5

2,4-Dinitrophenol

2316-50-9

2-bromo-4,6-dinitrophenol

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 9.5h; Heating;100%
With N-benzyl-N,N-dimethyl anilinium peroxodisulfate; potassium bromide In acetonitrile for 9.5h; Reflux; regioselective reaction;91%
With poly(4-vinylpyridinium bromochromate) In acetonitrile at 20℃; for 2h; regioselective reaction;82%
51-28-5

2,4-Dinitrophenol

56512-49-3

dabsyl chloride

146303-72-2

4-(4-Dimethylamino-phenylazo)-benzenesulfonic acid 2,4-dinitro-phenyl ester

Conditions
ConditionsYield
With carbonate-bicarbonate buffer In acetone; acetonitrile 1.) 15 min, 2.) reflux;100%
With carbonate-bicarbonate buffer In acetone for 0.5h; Heating;
51-28-5

2,4-Dinitrophenol

104293-02-9

1-ethoxy-2-(trimethylsilyl)vinyl acetate

4232-27-3

2,4-dinitrophenyl acetate

Conditions
ConditionsYield
In dichloromethane at 40℃; for 22h;100%
51-28-5

2,4-Dinitrophenol

4BF4(1-)*C86H162N6O2(4+)

1011-73-0

sodium 2,4-dinitrophenoxide

BF4(1-)*C110H172CoN14O22(1+)

Conditions
ConditionsYield
Stage #1: 4BF4(1-)*C86H162N6O2(4+) With cobalt(II) acetate In ethanol at 20℃; for 3h;
Stage #2: 2,4-Dinitrophenol With oxygen In dichloromethane for 3h;
Stage #3: sodium 2,4-dinitrophenoxide With oxygen In dichloromethane Product distribution / selectivity;
100%
51-28-5

2,4-Dinitrophenol

(R,E)-2-cyclohexyl-5,9-dimethyldeca-4,8-dienoic acid

2,4-dinitrophenyl (R,E)-2-cyclohexyl-5,9-dimethyldeca-4,8-dienoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;100%
51-28-5

2,4-Dinitrophenol

(S,Z)-2-cyclohexyl-5,9-dimethyldeca-4,8-dienoic acid

2,4-dinitrophenyl (S,Z)-2-cyclohexyl-5,9-dimethyldeca-4,8-dienoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h;100%
51-28-5

2,4-Dinitrophenol

tert-butyl (3-methoxypyridin-4-yl)carbamate

tert-butyl N-(1-amino-3-methoxy-pyridin-1-ium-4-yl)carbamate 2,4-dinitrophenolate salt

Conditions
ConditionsYield
In acetonitrile at 40℃; Inert atmosphere;100%
51-28-5

2,4-Dinitrophenol

C36H58N4O2(2+)*2BF4(1-)

1011-73-0

sodium 2,4-dinitrophenoxide

C42H59CoN6O7(2+)*2BF4(1-)

Conditions
ConditionsYield
Stage #1: C36H58N4O2(2+)*2BF4(1-); cobalt(II) acetate In ethanol at 20℃; for 2h; Glovebox; Inert atmosphere; Schlenk technique;
Stage #2: 2,4-Dinitrophenol With oxygen In dichloromethane for 2h;
Stage #3: sodium 2,4-dinitrophenoxide In dichloromethane at 20℃;
100%
51-28-5

2,4-Dinitrophenol

C36H52N4O2(2+)*2BF4(1-)

1011-73-0

sodium 2,4-dinitrophenoxide

C42H53CoN6O7(2+)*2BF4(1-)

Conditions
ConditionsYield
Stage #1: C36H52N4O2(2+)*2BF4(1-); cobalt(II) acetate In ethanol at 20℃; for 2h; Glovebox; Inert atmosphere; Schlenk technique;
Stage #2: 2,4-Dinitrophenol With oxygen In dichloromethane for 2h;
Stage #3: sodium 2,4-dinitrophenoxide In dichloromethane at 20℃;
100%
51-28-5

2,4-Dinitrophenol

65-85-0

benzoic acid

1523-15-5

2,4-dinitrophenyl benzoate

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In dichloromethane at 0 - 20℃; for 0.333333h;99%
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h;90%
51-28-5

2,4-Dinitrophenol

616-38-6

carbonic acid dimethyl ester

119-27-7

2,4-dinitroanisole

Conditions
ConditionsYield
With N-butyl-4-methylpyridinium bromide at 170℃; for 0.5h; Inert atmosphere; Ionic liquid; Green chemistry; chemoselective reaction;99%
51-28-5

2,4-Dinitrophenol

99-57-0

2-hydroxy-5-nitroaniline

Conditions
ConditionsYield
With hydrazine hydrate at 90℃; for 18h;98%
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry;95%
With hydrazine hydrate In isopropyl alcohol at 110℃; for 0.25h; Catalytic behavior; Sealed tube; chemoselective reaction;94%
75-91-2

tert.-butylhydroperoxide

51-28-5

2,4-Dinitrophenol

5395-43-7

tri(p-tolyl)antimony

108-88-3

toluene

μ2-oxobis[(2,4-dinitrophenoxo)tris(para-tolyl)antimony] toluene monosolvate

Conditions
ConditionsYield
Stage #1: tert.-butylhydroperoxide; 2,4-Dinitrophenol; tri(p-tolyl)antimony In diethyl ether at 20℃; for 24h;
Stage #2: toluene In octane
98%
51-28-5

2,4-Dinitrophenol

95-86-3

2,4-diaminophenol

Conditions
ConditionsYield
With sodium tetrahydroborate; pyrographite In tetrahydrofuran; water at 50 - 60℃; for 5h;97%
With sodium tetrahydroborate In ethanol; water at 45℃; for 0.0833333h;96%
Stage #1: 2,4-Dinitrophenol With palladium on activated charcoal In methanol at 20℃; for 0.0833333h; Autoclave; Inert atmosphere;
Stage #2: With hydrogen In methanol at 65℃; under 3600.36 - 6375.64 Torr; for 1.5h; Pressure; Temperature; Autoclave;
96.16%
51-28-5

2,4-Dinitrophenol

4903-36-0

N-phenyl-benzimidoyl chloride

107569-59-5

2,4-dinitrophenyl N-phenylbenzimidate

Conditions
ConditionsYield
diethylamine In diethyl ether96%
triethylamine In 1,4-dioxane
51-28-5

2,4-Dinitrophenol

98-86-2

acetophenone

3-(2-phenyl-2-oxoethyl)-2,4-bis(aci-nitro)cyclohex-5-en-1-one disodium salt

Conditions
ConditionsYield
With sodium ethanolate at 18 - 20℃; for 0.5h;96%
51-28-5

2,4-Dinitrophenol

31562-43-3

tert-butylsulfinyl chloride

112881-95-5

2-Methyl-propane-2-sulfinic acid 2,4-dinitro-phenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 16h; Ambient temperature;95%
51-28-5

2,4-Dinitrophenol

591-50-4

iodobenzene

2486-07-9

2,4-dinitrophenyl phenyl ether

Conditions
ConditionsYield
With sodium hydroxide In neat (no solvent) at 90℃; for 6h; Green chemistry;95%
64-67-5

diethyl sulfate

51-28-5

2,4-Dinitrophenol

610-54-8

2,4-dinitro-1-ethoxybenzene

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 70℃; for 0.5h;94%
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  • 2,4-Dinitrophenol 51-28-5

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    2,4-Dinitrophenol 51-28-5

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    2,4-Dinitrophenol

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Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Specification

The IUPAC name of this chemical is 2,4-Dinitrophenol. With the CAS registry number 51-28-5 and EINECS registry number 200-087-7, it is also named as Phenol,2,4-dinitro-. In addition, the molecular formula is C6H4N2O5 and the molecular weight is 184.11. It is a kind of yellow crystalline solid that has a sweet, musty odor and belongs to the classes of Intermediates of Dyes and Pigments; Aromatic Phenols; Organics; Phenoles and thiophenoles; Analytical Chemistry; Indicator (pH); pH Indicators; Dye Intermediate; Alpha Sort; D; DAlphabetic; DID - DINPesticides; Metabolites; Others; Pesticides; Volatiles/ Semivolatiles. What's more, it sublimes when carefully heated and is volatile with steam. It should be sealed in a cool place and should avoid the light.

Physical properties about this chemical are: (1)ACD/LogP: 1.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.251; (4)ACD/LogD (pH 7.4): ; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.011; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 7; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 111.87 Å2; (13)Index of Refraction: 1.661; (14)Molar Refractivity: 41.225 cm3; (15)Molar Volume: 111.547 cm3; (16)Polarizability: 16.343 ×10-24cm3; (17)Surface Tension: 79.667 dyne/cm; (18)Density: 1.651 g/cm3; (19)Flash Point: 142.78 °C; (20)Enthalpy of Vaporization: 57.512 kJ/mol; (21)Boiling Point: 312.097 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of 2,4-Dinitrophenol: it can be prepared by 2,4-dinitrochlorobenzene. At first, add water into the pot, stir and heat it to 60 °C, then add the melting 2,4-dinitrochlorobenzene and continue to heat up to 90 °C. When add in sodium hydroxide solution, you should control the temperature no more than 102-104 °C and insulation for 30 minutes. Then go through the operation of cooling and filtering to get the products.

2,4-Dinitrophenol can be prepared by 2,4-dinitrochlorobenzene

Uses of 2,4-Dinitrophenol: it is mainly used to produce heterogeneous and sulfide dyestuff, such as vulcanization black BN; BRN, etc. Also it can be used as acid base indicator and used to test potassium, ammonium and magnesium, etc. In addition, it can be used to get 2-bromo-4,6-dinitro-phenol. This reaction will need reagents Br2 and conc.H2SO4. The reaction time is 3.5 hours at reaction temperature of 100 °C. The yield is about 78%.

 2,4-Dinitrophenol can be used to get 2-bromo-4,6-dinitro-phenol

When you are using this chemical, please be cautious about it as the following:
This chemical is very toxic to aquatic organisms and toxic by inhalation, in contact with skin and if swallowed. And it has danger of very serious irreversible and cumulative effects. In addition, it is highly flammable and harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing and gloves and avoid release to the environment. If contact it with skin, wash immediately with plenty of soap-suds. Keep container tightly closed and keep away from sources of ignition. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). What's more, it is refer to special instructions/safety data sheets.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])O
(2)InChI: InChI=1/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H
(3)InChIKey: UFBJCMHMOXMLKC-UHFFFAOYAV

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 13mg/kg (13mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LD50 oral 75mg/kg (75mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 62, 1982.
dog LCLo inhalation 300mg/m3/30M (300mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 62, 1982.
dog LDLo intravenous 15mg/kg (15mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
dog LDLo oral 30mg/kg (30mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
dog LDLo subcutaneous 20mg/kg (20mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
guinea pig LD50 intraperitoneal 28mg/kg (28mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 381, 1958.
guinea pig LD50 oral 81mg/kg (81mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: TETANY

BEHAVIORAL: ATAXIA
Farmakologiya i Toksikologiya Vol. 28, Pg. 493, 1965.
guinea pig LDLo skin 700mg/kg (700mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 10, 1948.
guinea pig LDLo subcutaneous 25mg/kg (25mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 192, Pg. 331, 1939.
human LDLo oral 36mg/kg (36mg/kg) BEHAVIORAL: COMA

CARDIAC: CHANGE IN RATE
JAMA, Journal of the American Medical Association. Vol. 101, Pg. 1333, 1933.
mammal (species unspecified) LD50 unreported 40mg/kg (40mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 97, 1971.
mouse LD50 intraperitoneal 26mg/kg (26mg/kg)   Biochemical Pharmacology. Vol. 18, Pg. 1389, 1969.
mouse LD50 intravenous 56mg/kg (56mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Toxicology and Applied Pharmacology. Vol. 6, Pg. 232, 1964.
mouse LD50 oral 45mg/kg (45mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: TETANY
Farmakologiya i Toksikologiya Vol. 28, Pg. 493, 1965.
mouse LD50 subcutaneous 58mg/kg (58mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology and Applied Pharmacology. Vol. 6, Pg. 232, 1964.
pigeon LD50 intramuscular 6500ug/kg (6.5mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 53, Pg. 58, 1935.
rabbit LD50 oral 30mg/kg (30mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: TETANY

BEHAVIORAL: ATAXIA
Farmakologiya i Toksikologiya Vol. 28, Pg. 493, 1965.
rabbit LDLo subcutaneous 20mg/kg (20mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
rat LD50 intraperitoneal 20mg/kg (20mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 17, Pg. 814, 1965.
rat LD50 intravenous 72mg/kg (72mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology and Applied Pharmacology. Vol. 6, Pg. 232, 1964.
rat LD50 oral 30mg/kg (30mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
rat LD50 subcutaneous 25mg/kg (25mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.