3,4-Dinitrophenol supplier

Name
3,4-DINITROPHENOL
EINECS
CAS No. 577-71-9
Article Data28
CAS DataBase
Density 1.65g/cm³
Solubility
Melting Point 130-135oC
Formula C6H4 N2 O5
Boiling Point 418.7°Cat760mmHg
Molecular Weight 184.108
Flash Point 194.1°C
Transport Information
Appearance
Safety A poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x. See also 2,4-DINITROPHENOL.
Risk Codes R23/24/25; R33; R51/53
Molecular Structure
Hazard Symbols T,N
Synonyms 3,4-DNP;3,4-Dinitrophenol; Phenol, d-dinitro-
PSA 111.87000
LogP 2.25500

Synthetic route

: 554-84-7
meta-nitrophenol

A: 329-71-5
2,5-dinitrophenol

B: 577-71-9
3,4-dinitophenol

C: 66-56-8
2,3-dinitrophenol

Conditions

Conditions	Yield
With sulfuric acid; potassium nitrate at 50℃; for 4h;	A 45% B 10% C 45%
With copper(II) nitrate In ethanol for 20h; Heating;	A n/a B n/a C 14.6%

...Expand

: C13H17N3O5

A: 577-71-9
3,4-dinitophenol

B: 1415337-77-7
N-heptyl-O-(3,4-dinitrophenyl)hydroxylamine

Conditions

Conditions	Yield
With methanesulfonic acid; sodium cyanoborohydride In methanol at 20℃; pH=3;	A n/a B 5%

: 554-84-7
meta-nitrophenol

A: 329-71-5
2,5-dinitrophenol

B: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
With nitric acid; sodium nitrite

: 554-84-7
meta-nitrophenol

: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
durch Nitrierung;

: 554-84-7
meta-nitrophenol

A: 577-71-9
3,4-dinitophenol

B: 66-56-8
2,3-dinitrophenol

Conditions

Conditions	Yield
With nitric acid

: 554-84-7
meta-nitrophenol

A: 573-56-8
2,6-dinitrophenol

B: 577-71-9
3,4-dinitophenol

C: 66-56-8
2,3-dinitrophenol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid Product distribution; Ambient temperature; with 97percent CF3SO3H;	A 35 % Chromat. B 13 % Chromat. C 52 % Chromat.
With trifluorormethanesulfonic acid Ambient temperature; nitration;	A 37 % Chromat. B 12 % Chromat. C 51 % Chromat.
With trifluorormethanesulfonic acid Ambient temperature; nitration;	A 35 % Spectr. B 13 % Spectr. C 52 % Spectr.

...Expand

: 66-56-8
2,3-dinitrophenol

A: 554-84-7
meta-nitrophenol

B: 573-56-8
2,6-dinitrophenol

C: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 100℃; or in 94 or 97percent acid; Yield given. Yields of byproduct given;
With trifluorormethanesulfonic acid at 100℃; Kinetics; Thermodynamic data; Mechanism; other concentrations of CF3SO3H, other temps.; Ea;

...Expand

: 66-56-8
2,3-dinitrophenol

A: 329-71-5
2,5-dinitrophenol

B: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 70℃; Yield given. Yields of byproduct given;
With trifluorormethanesulfonic acid at 70℃; Yield given. Yields of byproduct given;
With trifluorormethanesulfonic acid at 100℃; Rate constant;

: 73789-33-0
3,4-dinitrophenyl cinnamate

A: 140-10-3
(E)-3-phenylacrylic acid

B: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
With hydroxide In water; acetone at 25℃; Rate constant; addn. of salt;

: 73789-33-0
3,4-dinitrophenyl cinnamate

A: 577-71-9
3,4-dinitophenol

B: 26829-64-1
(E)-cinnamoyl azide

Conditions

Conditions	Yield
With sodium azide In water; acetone at 25℃; Rate constant; addn. of salt;

: 103638-90-0
3,4-dinitrophenyl 2,4,6-trinitrophenyl ether

: 62-53-3
aniline

A: 577-71-9
3,4-dinitophenol

B: 2919-12-2
trinitro-2,4,6 diphenylamine

Conditions

Conditions	Yield
In benzene at 5 - 35℃; Thermodynamic data; Kinetics; ΔH(excit.), ΔS(excit.);

...Expand

: 3,4-Dinitrophenyl 2'-hydroxycinnamate

A: 614-60-8
o-Coumaric acid

B: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
With aq. alkali In 1,4-dioxane at 25℃; Rate constant; pH: 8.11, ionic strength: 0.1 M (KCl); other values of pH;

: 108-43-0
3-monochlorophenol

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 2-(3-chlorophenoxy)-4,6-dimethoxy-1,3,5-triazine

Conditions

Conditions	Yield
In 1,4-dioxane; water at 25℃; Rate constant;

...Expand

: 95-57-8
2-monochlorophenol

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 2-(2-Chloro-phenoxy)-4,6-dimethoxy-[1,3,5]triazine

Conditions

Conditions	Yield
In 1,4-dioxane; water at 25℃; Rate constant;

...Expand

: 767-00-0
4-cyanophenol

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 4-((4,6-dimethoxy-1,3,5-triazin-2-yl)oxy)benzonitrile

Conditions

Conditions	Yield
In 1,4-dioxane; water at 25℃; Rate constant;

...Expand

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1075-59-8
2,4-dimethoxy-6-hydroxy-1,3,5-triazine

Conditions

Conditions	Yield
With water In 1,4-dioxane at 25℃; Rate constant;

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

: 108-95-2
phenol

A: 577-71-9
3,4-dinitophenol

B: 21002-15-3
2-phenyloxy-4,6-dimethoxy-1,3,5-triazine

Conditions

Conditions	Yield
In 1,4-dioxane; water at 25℃; Rate constant;

...Expand

: 110-91-8
morpholine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-morpholine

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 110-86-1
pyridine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 52374-04-6
1-(4,6-dimethoxy-[1,3,5]triazin-2-yl)-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 591-22-0
3,5-Lutidine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-3,5-dimethyl-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 108-48-5
2,6-dimethylpyridine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-2,6-dimethyl-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 504-24-5
4-aminopyridine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 4-Amino-1-(4,6-dimethoxy-[1,3,5]triazin-2-yl)-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 108-75-8
2,4,6-trimethyl-pyridine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-2,4,6-trimethyl-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 620-08-6
4-methoxypyridine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-4-methoxy-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 1122-58-3
dmap

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-4-dimethylamino-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 108-99-6
3-Methylpyridine

: 163684-97-7
4-(3',4'-dinitrophenoxy)-2,6-dimethoxy-1,3,5-trazine

A: 577-71-9
3,4-dinitophenol

B: 1-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-3-methyl-pyridinium

Conditions

Conditions	Yield
With hydrogenchloride; tris(hydroxymethylamino)methane buffer In 1,4-dioxane at 25℃; Rate constant;

...Expand

: 3,4-Dinitro-phenol; compound with 2,2,2-trifluoro-ethanethiol

A: 1544-53-2
2,2,2-trifluoroethanethiol

B: 577-71-9
3,4-dinitophenol

Conditions

Conditions	Yield
In cyclohexane at 23.3℃; Equilibrium constant;

: 215776-09-3
3,4-dinitrophenyl β-D-glucopyranosyl-(1-4)-β-D-glucopyranosyl-(1-3)-β-D-glucopyranoside

A: 577-71-9
3,4-dinitophenol

B: 157544-59-7
O-β-D-glucopyranosyl-(1-4)-O-β-D-glucopyranosyl-(1-3)-β-D-glucose

Conditions

Conditions	Yield
With 1,3-1,4-glucanase (from Bacillus licheniformis); water In water at 55℃; Rate constant; citrate-phosphate buffer; var. temp.: 30 deg C;

: 554-84-7
meta-nitrophenol

A: 577-71-9
3,4-dinitophenol

B 2.3-and 2.5-dinitro-phenol: 2.3-and 2.5-dinitro-phenol

Conditions

Conditions	Yield
durch Nitrieren;

: 577-71-9
3,4-dinitophenol

: 615-72-5
3,4-diaminophenol

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In water; acetonitrile at 20℃; for 0.333333h;	96%
Stage #1: 3,4-dinitophenol In water; acetonitrile at 20℃; for 0.0833333h; Stage #2: With sodium tetrahydroborate In water; acetonitrile at 20℃; for 1h;	90%
With sodium tetrahydroborate; water at 20℃; for 2.25h;	80%

: 49844-90-8
4-Chloro-2-methylthiopyrimidine

: 577-71-9
3,4-dinitophenol

: 952490-61-8
4-(3,4-dinitro-phenoxy)-2-methylsulfanyl-pyrimidine

Conditions

Conditions	Yield
at 150℃; for 2h;	95%
at 150℃; for 2h;

: 577-71-9
3,4-dinitophenol

: 79-44-7
N,N-Dimethylcarbamoyl chloride

: C9H9N3O6

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 0 - 20℃; for 1h;	94%

: 14660-52-7
ethyl 5-bromovalerate

: 577-71-9
3,4-dinitophenol

: ethyl 5-(3,4-dinitrophenoxy)pentanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 65℃; for 24h;	94%

: 577-71-9
3,4-dinitophenol

: 3068-31-3
1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

: 172218-48-3
3,4-dinitrophenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; calcium sulfate; silver carbonate In acetonitrile for 0.5h;	90%
With 2,6-dimethylpyridine; silver carbonate In acetonitrile at 20℃;

: 3945-26-4, 4536-02-1, 4556-49-4, 4556-50-7, 16051-71-1, 22893-62-5, 90822-01-8, 108393-17-5
α-D-xylopyranosyl fluoride

: 577-71-9
3,4-dinitophenol

: 1423072-16-5
3,4-dinitrophenyl-α-D-xylopyranoside

Conditions

Conditions	Yield
With α-thioglycoligase YicI-D482A mutant In aq. phosphate buffer at 25℃; for 4h; pH=8.0; pH-value; Enzymatic reaction;	89%

: 577-71-9
3,4-dinitophenol

: 105-36-2
ethyl bromoacetate

: 164388-42-5
ethyl 2-(3,4-dinitrophenoxy)acetate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃;	80%
With caesium carbonate In acetonitrile at 20℃; for 12h;

: 577-71-9
3,4-dinitophenol

: 605-65-2
5-(dimethylamino)naphth-1-ylsulfonyl chloride

: C18H15N3O7S

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	79%

: 577-71-9
3,4-dinitophenol

: 79-11-8
chloroacetic acid

: 359889-43-3
(3,4-dinitro-phenoxy)-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 110 - 120℃; for 3h;	77%

: 577-71-9
3,4-dinitophenol

: 352-11-4
1-chloromethyl-4-fluorobenzene

: 1043424-46-9
4-(4-fluorobenzyloxy)-1,2-dinitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Product distribution / selectivity;	76%

: 667-27-6
Ethyl bromodifluoroacetate

: 577-71-9
3,4-dinitophenol

: 4-(difluoromethoxy)-1,2-dinitrobenzene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	70%

: 1189-71-5
isocyanate de chlorosulfonyle

: 577-71-9
3,4-dinitophenol

: 3,4-dinitrophenylsulfamate ester

Conditions

Conditions	Yield
In toluene Heating;	60%

: 577-71-9
3,4-dinitophenol

: 2008-75-5
N-chloroethylpiperidine hydrochloride

: 1611449-79-6
1-(2-(piperidin-1-yl)ethoxy)-3,4-dinitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 100℃; for 4h; Inert atmosphere;	51.9%

: 35654-56-9
6,7-dimethoxy-4-chloroquinoline

: 577-71-9
3,4-dinitophenol

: 952490-56-1
4-(3,4-dinitrophenoxy)-6,7-dimethoxyquinoline

Conditions

Conditions	Yield
at 150℃; for 4h;	46%
at 150℃; for 4h;

: 577-71-9
3,4-dinitophenol

: 41355-44-6
2-acetamido-2,4,6,-tri-O-acetyl-1-chloro-1,2-dideoxy-α-D-galactopyranose

: 3,4-dinitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside

Conditions

Conditions	Yield
Stage #1: 3,4-dinitophenol; 2-acetamido-2,4,6,-tri-O-acetyl-1-chloro-1,2-dideoxy-α-D-galactopyranose With N-benzyl-N,N,N-triethylammonium chloride In dichloromethane Stage #2: With sodium hydroxide In dichloromethane at 20℃;	35%

: 611-35-8
4-chloroquinoline

: 577-71-9
3,4-dinitophenol

: 952490-57-2
4-(3,4-dinitro-phenoxy)-quinoline

Conditions

Conditions	Yield
at 150℃; for 0.5h;	33%
at 150℃; for 0.5h;

: 577-71-9
3,4-dinitophenol

: 320407-92-9
4-(bromomethyl)-2-chloro-1-methoxybenzene

: 3-chloro-N-(3,4-dinitrophenyl)-4-methoxybenzamide

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20 - 60℃; for 24h; Inert atmosphere;	29.4%

: 577-71-9
3,4-dinitophenol

: 7205-98-3
chloromethyl phenyl sulfone

: 92241-32-2
2-Benzenesulfonylmethyl-3,4-dinitro-phenol

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 20℃;	23%

: 42868-96-2
2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl bromide

: 577-71-9
3,4-dinitophenol

: 119927-33-2
3,4-dinitrophenyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranoside

Conditions

Conditions	Yield
With potassium carbonate In acetone for 16h; Heating;	15%

: 577-71-9
3,4-dinitophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 952490-55-0
4-(3,4-dinitro-phenoxy)-pyridine-2-carboxylic acid methyl amide

Conditions

Conditions	Yield
at 150 - 170℃; for 17h;	15%
at 150 - 170℃; for 17h;

: 577-71-9
3,4-dinitophenol

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 952490-58-3
4-(3,4-dinitro-phenoxy)-7,7a-dihydro-4aH-pyrrolo[2,3-d]pyrimidine

Conditions

Conditions	Yield
With TEA; trifluoroacetic acid at 150℃; for 2h;	14%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 577-71-9
3,4-dinitophenol

: (2-iodo-4,5-dinitro-phenyl)-phenyl ether

Conditions

Conditions	Yield
With acetic acid

: 577-71-9
3,4-dinitophenol

: 82-71-3
styphnic acid

Conditions

Conditions	Yield
With nitric acid

: 577-71-9
3,4-dinitophenol

A: 82-71-3
styphnic acid

B: 610-26-4
2,4,5-trinitrophenol

Conditions

Conditions	Yield
beim Nitrieren;
beim Nitrieren;

: 577-71-9
3,4-dinitophenol

: 132331-09-0
2,6-dibromo-3,4-dinitro-phenol

Conditions

Conditions	Yield
With ethanol; bromine

3,4-Dinitrophenol Chemical Properties

Product Name: 3,4-Dinitrophenol
Synonyms: 3,4-Dinitrophenol ; Phenol, 3,4-dinitro- ; 3,4-DNP
Product Categories: Aromatic Phenols;Organic Building Blocks;Oxygen Compounds;Phenols
CAS NO: 577-71-9
Molecular Formula of 3,4-Dinitrophenol (CAS NO.577-71-9) :C₆H₄N₂O₅
Molecular Weight of 3,4-Dinitrophenol (CAS NO.577-71-9) :184.1064
Molecular Structure of 3,4-Dinitrophenol (CAS NO.577-71-9) :
EINECS: 209-415-3
Index of Refraction:1.66
Surface Tension: 79.6 dyne/cm
Density: 1.65 g/cm³
Flash Point: 194.1 °C
Enthalpy of Vaporization: 69.83 kJ/mol
Boiling Point: 418.7 °C at 760 mmHg
Vapour Pressure: 1.33E-07 mmHg at 25°C
Melting point: 132-135 °C

3,4-Dinitrophenol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
dog	LDLo	intraperitoneal	500mg/kg (500mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 11, Pg. 462, 1959.
mouse	LD50	intraperitoneal	112mg/kg (112mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 11, Pg. 462, 1959.
rat	LD50	intraperitoneal	98mg/kg (98mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 11, Pg. 462, 1959.

3,4-Dinitrophenol Safety Profile

A poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x. See also 2,4-DINITROPHENOL.
Hazard Codes Toxic T, Dangerous N
Risk Statements 23/24/25-33-51/53
R23/24/25: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 environment.
Safety Statements 28-37-45-61
S28:After contact with skin, wash immediately with plenty of soap-suds.
S37:Wear suitable gloves.
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.
RIDADR UN 1320 4.1/PG 1
WGK Germany 3
RTECS SL3000000
HazardClass 4.1
PackingGroup I

Product Name

3,4-DINITROPHENOL

Synthetic route

3,4-Dinitrophenol Chemical Properties

3,4-Dinitrophenol Toxicity Data With Reference

3,4-Dinitrophenol Safety Profile

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