Product Name

  • Name

    2,4,6-Trinitrophenol

  • EINECS 201-865-9
  • CAS No. 88-89-1
  • Article Data355
  • CAS DataBase
  • Density 1.856 g/cm3
  • Solubility Soluble in water
  • Melting Point 122-123 °C
  • Formula C6H3N3O7
  • Boiling Point 303.6 °C at 760 mmHg
  • Molecular Weight 229.106
  • Flash Point 133.9 °C
  • Transport Information UN 1344 4.1/PG 1
  • Appearance Yellow solid
  • Safety 35-45-37-28-36/37-36-26-16-25
  • Risk Codes 1-4-11-23/24/25-2-36-20/21/22
  • Molecular Structure Molecular Structure of 88-89-1 (2,4,6-Trinitrophenol)
  • Hazard Symbols FlammableF, ToxicT, ExplosiveE, HarmfulXn
  • Synonyms Picric acid(6CI,8CI);1-Hydroxy-2,4,6-trinitrobenzene;2,4,6-Trinitrophenol;C.I. 10305;Carbazotic acid;Melinite;NSC 36947;NSC 56147;Nitroxanthic acid;Picral;Picronitric acid;Trinitrophenol;
  • PSA 157.69000
  • LogP 2.68640

Synthetic route

(imidazole-1-yl)-2,4,6-trinitrobenzene
23309-22-0

(imidazole-1-yl)-2,4,6-trinitrobenzene

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With water100%
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

sodium methylate
124-41-4

sodium methylate

acetylacetone
123-54-6

acetylacetone

A

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

B

1-methoxy-2,4,6-trinitrobenzene
606-35-9

1-methoxy-2,4,6-trinitrobenzene

C

3-(2,4,6-trinitrophenyl)-2,4-pentanedione
87687-98-7

3-(2,4,6-trinitrophenyl)-2,4-pentanedione

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at 25℃; Rate constant; Mechanism;A 1%
B 1%
C 96%
S,S'-bis(2,4,6-trinitrophenyl) dithiooxalate
37590-58-2

S,S'-bis(2,4,6-trinitrophenyl) dithiooxalate

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acid95%
With nitric acid for 1h; Product distribution;
Multi-step reaction with 2 steps
1: conc. HNO3 / 25 - 30 °C
2: 91 percent / H2O, H2SO4 / 4 h / 50 °C
View Scheme
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

sodium methylate
124-41-4

sodium methylate

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

A

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

B

methyl 2-(2,4,6-trinitrophenyl)-3-oxobutanoate
87687-99-8

methyl 2-(2,4,6-trinitrophenyl)-3-oxobutanoate

Conditions
ConditionsYield
In methanol at 25℃; Rate constant; Mechanism;A n/a
B 94%
phenol
108-95-2

phenol

A

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
With NO+*18-crown-6*H(NO3)2- In various solvent(s) for 2h; Nitration; Heating;A 94%
B 5%
With Zn(NO3)2*2N2O4 In ethyl acetate at 20℃; for 0.25h;A 86%
B 8%
1,2,3,5-tetranitrobenzene
3698-53-1

1,2,3,5-tetranitrobenzene

A

4,6-dinitrobenzofuroxan
5128-28-9

4,6-dinitrobenzofuroxan

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol at 45 - 50℃; for 1h;A 93%
B n/a
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

2,4-dinitrophenylhydroxylamine potassium salt

2,4-dinitrophenylhydroxylamine potassium salt

A

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

B

5-nitrobenzofuroxane
3702-88-3

5-nitrobenzofuroxane

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h;A n/a
B 92%
2,4,6-trinitronitrosobenzene
10123-09-8

2,4,6-trinitronitrosobenzene

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With sulfuric acid; water at 50℃; for 4h;91%
4-nitro-phenol
100-02-7

4-nitro-phenol

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With Zn(NO3)2*2N2O4 In dichloromethane for 0.583333h; Heating;90%
With nitric acid
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

2,6-dinitrophenylhydroxylamine potassium salt

2,6-dinitrophenylhydroxylamine potassium salt

A

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

B

4-nitrobenzofuroxan
18771-85-2

4-nitrobenzofuroxan

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h;A n/a
B 88%
phenol
108-95-2

phenol

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acid In dimethyl sulfoxide at 100℃; for 4h;87%
With copper(II) nitrate trihydrate In acetonitrile at 70℃; for 20h; Inert atmosphere; Irradiation;75%
technische Herstellung durch Sulfonierung und anschl. Nitrierung;
2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With Zn(NO3)2*2N2O4 In dichloromethane for 1.5h; Heating;86%
With nitric acid
phenol
108-95-2

phenol

A

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C

p-benzoquinone
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%
phenylboronic acid
98-80-6

phenylboronic acid

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) nitrate trihydrate In acetonitrile at 70℃; for 20h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere; Irradiation; Green chemistry;78%
9-acetoxy-10-(4'-acetoxyphenyl)-anthracene
57374-14-8

9-acetoxy-10-(4'-acetoxyphenyl)-anthracene

A

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C

10-hydroxy-10-(3',5'-dinitro-4'-hydroxyphenyl)anthrone-9
85773-94-0

10-hydroxy-10-(3',5'-dinitro-4'-hydroxyphenyl)anthrone-9

Conditions
ConditionsYield
With nitric acid In acetic acid at 105 - 110℃; for 0.25h;A 75%
B 75%
C 10%
2-nitrophenylboronic acid
5570-19-4

2-nitrophenylboronic acid

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With dipotassium peroxodisulfate; copper(II) nitrate trihydrate In acetonitrile at 70℃; for 20h; Inert atmosphere; Irradiation; Green chemistry;70%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acid at 170℃; for 0.333333h;A 66%
B 21%
With nitric acid at 170℃; for 0.25h; Product distribution; variation of temperature, reaction time, concentration of nitric acid, proportion of nitric acid;A 63%
B 18%
With nitric acid at 170℃; for 0.333333h;A 55%
B 25%
With nitric acid at 180 - 185℃; under 11400 Torr;
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acid at 160 - 170℃; for 0.0833333h;A 65%
B 25%
2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acid60%
With sulfuric acid; nitric acid anfangs bei Raumtemperatur, zuletzt bei 65grad;
With nitric acid
picryl bromide
4185-53-9

picryl bromide

A

1,3,5-trinitrobenzene
99-35-4

1,3,5-trinitrobenzene

B

m-Anisidine
536-90-3

m-Anisidine

C

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With copper In nitrobenzene for 9h; Product distribution; Irradiation; other solvent, var. time;A 51%
B 27%
C n/a
1,3,5-trinitrobenzene
99-35-4

1,3,5-trinitrobenzene

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With Cumene hydroperoxide; potassium tert-butylate In N,N,N,N,N,N-hexamethylphosphoric triamide at -5 - 5℃; for 0.25h;50%
With sodium carbonate; potassium hexacyanoferrate(III)
2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

A

bromine
7726-95-6

bromine

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acidA 50%
B n/a
With nitric acidA >99
B n/a
N-butyl-2,4,6-trinitroaniline
32902-85-5

N-butyl-2,4,6-trinitroaniline

A

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

B

5,7-dinitro-2-propyl-1H-benzimidazole 3-oxide

5,7-dinitro-2-propyl-1H-benzimidazole 3-oxide

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water for 18h; Heating;A 10.4%
B 46.3%
9-acetoxy-10-(4'-acetoxyphenyl)-anthracene
57374-14-8

9-acetoxy-10-(4'-acetoxyphenyl)-anthracene

A

10-hydroxy-10-(4'-hydroxyphenyl)anthrone-9
7477-15-8

10-hydroxy-10-(4'-hydroxyphenyl)anthrone-9

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

C

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

D

10-hydroxy-10-(3',5'-dinitro-4'-hydroxyphenyl)anthrone-9
85773-94-0

10-hydroxy-10-(3',5'-dinitro-4'-hydroxyphenyl)anthrone-9

Conditions
ConditionsYield
With nitric acid In acetic acid at 90 - 95℃; for 0.0833333h; Mechanism; Product distribution; other 9-acetoxyanthracene derivatives, other temperatures;A 10%
B 30%
C 30%
D 20%
With nitric acid In acetic acid at 90 - 95℃; for 0.0833333h;A 10%
B 30%
C 30%
D 20%
N-(2,4,6-trinitrophenyl)acetamide
16400-86-5

N-(2,4,6-trinitrophenyl)acetamide

A

picramide
489-98-5

picramide

B

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C

1,2,3,5-tetranitrobenzene
3698-53-1

1,2,3,5-tetranitrobenzene

Conditions
ConditionsYield
With sulfuric acid; ozone for 72h; Ambient temperature;A 5%
B n/a
C 29%
copper picrate tetrahydrate

copper picrate tetrahydrate

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With 2,2'-[1,1'-(ethylenedioxydinitrilo)diethylidyne]diphenol In acetone for 1461h;25.9%
2-thiazolylamine
96-50-4

2-thiazolylamine

1-methoxy-2,4,6-trinitrobenzene
606-35-9

1-methoxy-2,4,6-trinitrobenzene

A

2-N-(2,4,6-trinitrophenyl)thiazoleamine
132666-70-7

2-N-(2,4,6-trinitrophenyl)thiazoleamine

B

[3-Methyl-3H-thiazol-(2Z)-ylidene]-(2,4,6-trinitro-phenyl)-amine
132666-77-4

[3-Methyl-3H-thiazol-(2Z)-ylidene]-(2,4,6-trinitro-phenyl)-amine

C

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With sodium acetate In methanolA n/a
B 20%
C 20%
4-methylthiazol-2-ylamine
1603-91-4

4-methylthiazol-2-ylamine

1-methoxy-2,4,6-trinitrobenzene
606-35-9

1-methoxy-2,4,6-trinitrobenzene

A

2-N-(2,4,6-trinitrophenyl)-4-methylthiazoleamine
68557-44-8

2-N-(2,4,6-trinitrophenyl)-4-methylthiazoleamine

B

[3,4-Dimethyl-3H-thiazol-(2Z)-ylidene]-(2,4,6-trinitro-phenyl)-amine
132666-78-5

[3,4-Dimethyl-3H-thiazol-(2Z)-ylidene]-(2,4,6-trinitro-phenyl)-amine

C

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With sodium acetate In methanolA n/a
B 20%
C 20%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Conditions
ConditionsYield
With nitric acid In acetic acid at 100℃; for 0.5h;20%
morpholine-4-carboxylic acid amide
2158-02-3

morpholine-4-carboxylic acid amide

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Picric acid; compound with morpholine-4-carboxylic acid amide
87448-69-9

Picric acid; compound with morpholine-4-carboxylic acid amide

Conditions
ConditionsYield
In hexane; isopropyl alcohol Heating;100%
78%
Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide
62486-35-5

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

bis oxide
107590-69-2

bis oxide

Conditions
ConditionsYield
In diethyl ether; dichloromethane for 0.5h;100%
N-(p-tolylsulfonyl)diphenyltellurimide
78727-83-0

N-(p-tolylsulfonyl)diphenyltellurimide

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

A

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

B

bis oxide
107590-68-1

bis oxide

Conditions
ConditionsYield
In diethyl ether; dichloromethane for 0.5h;A 78%
B 100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

N-(trifluoroacetyl)-di(p-methoxyphenyl)tellurimide
77571-23-4, 78780-20-8, 78780-21-9

N-(trifluoroacetyl)-di(p-methoxyphenyl)tellurimide

bis oxide
107590-69-2

bis oxide

Conditions
ConditionsYield
In diethyl ether; dichloromethane for 0.5h;100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

(Z)-3-(pyrrolidin-1-ylmethylene)-3H-indole
75629-45-7

(Z)-3-(pyrrolidin-1-ylmethylene)-3H-indole

3-(1-pyrrolidinylmethylene)-3H-indolium picrate
75629-53-7

3-(1-pyrrolidinylmethylene)-3H-indolium picrate

Conditions
ConditionsYield
In ethanol Ambient temperature;100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

S-Methyl-<2,4-bis-ethylamino-1,3,5-triazin-6-yl>-isothiuronium-methoiodid

S-Methyl-<2,4-bis-ethylamino-1,3,5-triazin-6-yl>-isothiuronium-methoiodid

S-Methyl-<2,4-bis-ethylamino-1,3,5-triazin-6-yl>-isothiuroniumpikrat

S-Methyl-<2,4-bis-ethylamino-1,3,5-triazin-6-yl>-isothiuroniumpikrat

Conditions
ConditionsYield
In water100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

S-Methyl-<2-ethylamino-4-isopropylamino-1,3,5-triazin-6-yl>-isothiuronium-methoiodid

S-Methyl-<2-ethylamino-4-isopropylamino-1,3,5-triazin-6-yl>-isothiuronium-methoiodid

S-Methyl-<2-ethylamino-4-isopropylamino-1,3,5-triazin-6-yl>-isothiuroniumpikrat

S-Methyl-<2-ethylamino-4-isopropylamino-1,3,5-triazin-6-yl>-isothiuroniumpikrat

Conditions
ConditionsYield
In water100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

S-Methyl-<2,4-bis-isopropylamino-1,3,5-triazin-6-yl>-isothiuronium-methoiodid

S-Methyl-<2,4-bis-isopropylamino-1,3,5-triazin-6-yl>-isothiuronium-methoiodid

S-Methyl-<2,4-bis-isopropylamino-1,3,5-triazin-6-yl>-isothiuroniumpikrat

S-Methyl-<2,4-bis-isopropylamino-1,3,5-triazin-6-yl>-isothiuroniumpikrat

Conditions
ConditionsYield
In water100%
tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

tetraethylammonium picrate
741-03-7

tetraethylammonium picrate

Conditions
ConditionsYield
With 2-chloropyridine In acetonitrile Product distribution; without reagent;100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

4-(2-Benzyl-aziridin-1-yl)-5-methoxy-[1,2]benzoquinone
179805-77-7

4-(2-Benzyl-aziridin-1-yl)-5-methoxy-[1,2]benzoquinone

4-Methoxy-5-[3-phenyl-2-(2,4,6-trinitro-phenoxy)-propylamino]-[1,2]benzoquinone

4-Methoxy-5-[3-phenyl-2-(2,4,6-trinitro-phenoxy)-propylamino]-[1,2]benzoquinone

Conditions
ConditionsYield
In acetonitrile at 50℃; for 0.0833333h;100%
C10H13N5O4
1015842-84-8

C10H13N5O4

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C6H3N3O7*C10H13N5O4
1015842-86-0

C6H3N3O7*C10H13N5O4

Conditions
ConditionsYield
In methanol; water100%
C87H123N7O9
1336893-26-5

C87H123N7O9

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C6H3N3O7*C87H123N7O9
1336893-27-6

C6H3N3O7*C87H123N7O9

Conditions
ConditionsYield
In chloroform-d1 Inert atmosphere;100%
C32H28N4O4*C46H52N4O3

C32H28N4O4*C46H52N4O3

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C32H28N4O4*C46H52N4O3*C6H3N3O7

C32H28N4O4*C46H52N4O3*C6H3N3O7

Conditions
ConditionsYield
In chloroform100%
C35H31N3O2*C32H28N4O4

C35H31N3O2*C32H28N4O4

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C32H28N4O4*C35H31N3O2*C6H3N3O7

C32H28N4O4*C35H31N3O2*C6H3N3O7

Conditions
ConditionsYield
In chloroform100%
C46H52N4O3

C46H52N4O3

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C46H52N4O3*C6H3N3O7

C46H52N4O3*C6H3N3O7

Conditions
ConditionsYield
In chloroform100%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

C12H16N2OS
95213-58-4

C12H16N2OS

α-morpholinobenzylideneamine picrate
52460-55-6

α-morpholinobenzylideneamine picrate

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;99%
pentaphenylantimony
2170-05-0

pentaphenylantimony

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

(2,4,6-trinitrophenoxy)tetraphenylantimony
126858-87-5, 209054-82-0

(2,4,6-trinitrophenoxy)tetraphenylantimony

Conditions
ConditionsYield
In toluene room temperature;99%
1,2,3-trimethylimidazolium hydrogen carbonate
1227510-75-9

1,2,3-trimethylimidazolium hydrogen carbonate

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

1,2,3-trimethylimidazolium picrate
941584-22-1

1,2,3-trimethylimidazolium picrate

Conditions
ConditionsYield
In ethanol; water at 20℃; for 24h;98%
N,N-dimethylpyrrolidinium hydrogen carbonate
1227510-78-2

N,N-dimethylpyrrolidinium hydrogen carbonate

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

N,N-dimethylpyrrolidinium picrate
108565-31-7

N,N-dimethylpyrrolidinium picrate

Conditions
ConditionsYield
In ethanol; water at 20℃; for 24h;98%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

1-methylimidazolium picrate
6314-33-6, 22683-11-0

1-methylimidazolium picrate

Conditions
ConditionsYield
In ethanol; water at 40℃; for 10h;98%
1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

1,2-dimethylimidazole*2,4,6-trinitrophenol
24134-14-3

1,2-dimethylimidazole*2,4,6-trinitrophenol

Conditions
ConditionsYield
In ethanol; water at 40℃; for 10h;98%
1-Butylimidazole
4316-42-1

1-Butylimidazole

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

1-butyl-1H-imidazole; picrate
107054-84-2

1-butyl-1H-imidazole; picrate

Conditions
ConditionsYield
In ethanol; water at 40℃; for 10h;98%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

1-butyl-2-methyl-1H-imidazole
13435-22-8

1-butyl-2-methyl-1H-imidazole

1-butyl-2-methylimidazolium picrate
40229-82-1

1-butyl-2-methylimidazolium picrate

Conditions
ConditionsYield
In ethanol; water at 40℃; for 10h;98%
heptakis(6-guanidino-6-deoxy)-β-CD hydrochloride

heptakis(6-guanidino-6-deoxy)-β-CD hydrochloride

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

7C6H3N3O7*C49H91N21O28

7C6H3N3O7*C49H91N21O28

Conditions
ConditionsYield
In water98%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

Risperidone
106266-06-2

Risperidone

C23H27FN4O2*C6H3N3O7
1425681-44-2

C23H27FN4O2*C6H3N3O7

Conditions
ConditionsYield
In methanol at 20℃; for 0.75h; Equilibrium constant;98%
tetraammine(salicylamidato)cobalt(III) chloride hydrate

tetraammine(salicylamidato)cobalt(III) chloride hydrate

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

tetraammine(salicylamidato)cobalt(III) picrate

tetraammine(salicylamidato)cobalt(III) picrate

Conditions
ConditionsYield
In water aq. soln. of Co complex added to aq. soln. of picric acid, stirred; ppt. filtered, washed with water and EtOH, dried; elem. anal.;97.4%
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

2,4,6-triaminophenol
609-24-5

2,4,6-triaminophenol

Conditions
ConditionsYield
With sodium tetrahydroborate; pyrographite In tetrahydrofuran; water at 50 - 60℃; for 4h;97%
With sodium tetrahydroborate; antimony(III) fluoride In water; acetonitrile at 20℃; for 0.5h;90%
With hydrogenchloride; tin(ll) chloride Electrolysis;
2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

(3aα,4α,7α,7aα)-3a,4,5,6,7,7a-Hexahydro-4,7-methano-3,3-dimethyl-1-(2,4,6-trichlorophenyl)-3H-indazolium terachloroaluminate

(3aα,4α,7α,7aα)-3a,4,5,6,7,7a-Hexahydro-4,7-methano-3,3-dimethyl-1-(2,4,6-trichlorophenyl)-3H-indazolium terachloroaluminate

(3aα,4α,7α,7aα)-3a,4,5,6,7,7a-Hexahydro-4,7-methano-3,3-dimethyl-1-(2,4,6-trichlorophenyl)-3H-indazolium picrate

(3aα,4α,7α,7aα)-3a,4,5,6,7,7a-Hexahydro-4,7-methano-3,3-dimethyl-1-(2,4,6-trichlorophenyl)-3H-indazolium picrate

Conditions
ConditionsYield
In ethanol97%
O,O-dimethyl (1-tert-butyl-3,3-dimethyl-aziridin-2-yl)phosphonate

O,O-dimethyl (1-tert-butyl-3,3-dimethyl-aziridin-2-yl)phosphonate

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

1-tert-butyl-2-dimethoxyphosphoryl-3,3-dimethylaziridinium 2,4,6-trinitrophenoxide
1326345-04-3

1-tert-butyl-2-dimethoxyphosphoryl-3,3-dimethylaziridinium 2,4,6-trinitrophenoxide

Conditions
ConditionsYield
In diethyl ether at 20℃; for 24h; Inert atmosphere;97%

Picric acid Chemical Properties

Molecular Structure of Picric acid (CAS NO.88-89-1):

IUPAC Name: 2,4,6-trinitrophenol
Molecular formula: C6H3N3O7
Molar mass: 229.1
EINECS: 201-865-9
H bond acceptors: 10
H bond donors: 1
Freely Rotating Bonds: 4
Polar Surface Area: 146.69 Å2
Index of Refraction: 1.701
Molar Refractivity: 47.77 cm3
Molar Volume: 123.3 cm3
Surface Tension: 98.5 dyne/cm
Density: 1.856 g/cm3
Flash Point: 133.9 °C
Enthalpy of Vaporization: 56.56 kJ/mol
Boiling Point: 303.6 °C at 760 mmHg
Vapour Pressure: 0.000514 mmHg at 25°C
Melting point: 122-123 °C
Storage temp: Store at RT
Appearance: Colorless to yellow solid
EINECS: 201-865-9
Merck: 13,7492
InChI
InChI=1/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H
Smiles
c1(c(c(cc(c1)[N+](=O)[O-])[N+](=O)[O-])O)[N+](=O)[O-]
Stability: Stability Unstable; may detonate if struck, heated or ground. Highly flammable if dry. May explode if dry - keep wet at all times. Keep water content above 20%. Flammable. Incompatible with strong oxidizing agents, bases, most common metals, ammonia, strong reducing agents. Avoid shock, friction, heat. Compounds formed by reaction with
Product Categories: Intermediates of Dyes and Pigments; Organics

Picric acid History

  Picric acid (CAS NO.88-89-1) was probably first mentioned in the alchemical writings of Johann Rudolf Glauber in 1742. Its synthesis from phenol, and the correct determination of its formula, were successfully accomplished in 1841. Not until 1830 did chemists think to use picric acid as an explosive. Before then, chemists assumed that only the salts of picric acid were explosive, not the acid itself. In 1873 Hermann Sprengel proved it could be detonated and by 1894 the Russian workers had worked out a method of manufacture for artillery shells. In 1887 the French government adopted it under the name melinite, with addition of gun cotton. Since 1888, Britain started manufacturing a very similar mixture in Lydd, Kent, under the name lyddite.

Picric acid Production

Picric acid (88-89-1) is manufactured by the nitration of mixed phenolsulfonates with mixed acid. Mixed acid increases the yield of desired products.

Picric acid Toxicity Data With Reference

1.    

mma-sat 5 µmol/plate

    MUREAV    Mutation Research. 90 (1981),91.
2.    

sln-dmg-par 1500 ppm

    ENMUDM    Environmental Mutagenesis. 7 (1985),677.
3.    

orl-rat LD50:200 mg/kg

    JTEHD6    Journal of Toxicology and Environmental Health. 37 (1992),313.
4.    

scu-dog LDLo:60 mg/kg

    HBAMAK    “Abdernalden’s Handbuch der Biologischen Arbeitsmethoden.“ 4 (1935),1289.
5.    

orl-cat LDLo:250 mg/kg

    HBAMAK    “Abdernalden’s Handbuch der Biologischen Arbeitsmethoden.“ 4 (1935),1289.
6.    

unr-dog LDLo:60 mg/kg

    XPHBAO    U.S. Public Health Service, Public Health Bulletin. 271 (1941),151.
7.    

orl-rbt LDLo:120 mg/kg

    XPHBAO    U.S. Public Health Service, Public Health Bulletin. 271 (1941),151.
8.    

orl-gpg LDLo:100 mg/kg

    HBAMAK    “Abdernalden’s Handbuch der Biologischen Arbeitsmethoden.“ 4 (1935),1289.
9.    

scu-pgn LDLo:200 mg/kg

    HBAMAK    “Abdernalden’s Handbuch der Biologischen Arbeitsmethoden.“ 4 (1935),1289.

Picric acid Consensus Reports

PICRIC ACID(88-89-1) is  reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Picric acid Safety Profile

Hazard Codes: F,T,E,Xn
Risk Statements: 1-4-11-23/24/25-2-36-20/21/22
1: Explosive when dry 
4:  Forms very sensitive explosive metallic compounds
11:  Highly Flammable 
23/24/25:  Toxic by inhalation, in contact with skin and if swallowed 
2: Risk of explosion by shock, friction, fire or other sources of ignition
36:  Irritating to the eyes 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
Safety Statements: 35-45-37-28-36/37-36-26-16
35:  This material and its container must be disposed of in a safe way 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
37:  Wear suitable gloves 
36/37:  Wear suitable protective clothing and gloves 
36:  Wear suitable protective clothing 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
16:  Keep away from sources of ignition - No smoking
RIDADR: UN 1344 4.1/PG 1
WGK Germany: 2
RTECS: TJ7875000
HazardClass: 4.1
PackingGroup: I
Modern safety precautions recommend storing picric acid wet. Dry picric acid is relatively sensitive to shock and friction, so laboratories that use it store it in bottles under a layer of water, rendering it safe. Glass or plastic bottles are required, as picric acid can easily form metal picrate salts that are even more sensitive and hazardous than the acid itself.

Picric acid Standards and Recommendations

OSHA PEL: TWA 0.1 mg/m3 (skin)
ACGIH TLV: TWA 0.1 mg/m3
DFG MAK: 0.1 mg/m3
DOT Classification:  4.1; Label: Flammable Solid (NA 1344, UN 1344)

Picric acid Specification

  Picric acid , with CAS number of 88-89-1, can be called Carbazotic Acid; phenol trinitrate; picronitric acid; trinitrophenol; 2,4,6-trinitro-1-phenol; 2-hydroxy-1,3,5-trinitrobenzene; TNP; 2,4,6-trinitrophenol . The heavy metal salts of picric acid are dangerously sensitive, and its major use is for the manufacture of ammonium picrate (Explosive D). Picric acid (CAS NO.88-89-1) has found some use in organic chemistry for the preparation of crystalline salts of organic bases (picrates) for the purpose of identification and characterization. Workplace drug testing utilizes picric acid for the Jaffe Reaction to test for creatinine. It forms a colored complex that can be measured using spectroscopy. Much less commonly, wet picric acid has been used as a skin dye or temporary branding agent. In the early 20th century, picric acid was stocked in pharmacies as an antiseptic and as a treatment for burns, malaria, herpes, and smallpox.

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