Conditions | Yield |
---|---|
With sulfur; sodium hydroxide In methanol; water at 80℃; for 8h; Green chemistry; | 87% |
With ethanol; hydrogen sulfide; ammonia | |
With sodium hydrogensulfide in der Waerme; |
picramic acid
Conditions | Yield |
---|---|
With acetic acid In water at 60℃; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 0 - 5℃; | 40% |
dopamine picrate
picramic acid
Conditions | Yield |
---|---|
at 250℃; for 5h; | 8% |
benzoic acid-(2-hydroxy-3,5-dinitro-anilide)
picramic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 140℃; | |
With hydrogenchloride at 130℃; |
Conditions | Yield |
---|---|
With methanol; sodium hydrogensulfide | |
With water; sodium disulfide |
ethanol
hydrogen sulfide
ammonia
2,4,6-Trinitrophenol
picramic acid
Conditions | Yield |
---|---|
und im Wasserstoff-Strom erhitztes Aluminium (in Kaeltemischung); |
glucose
water
2,4,6-Trinitrophenol
picramic acid
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 60℃; |
Conditions | Yield |
---|---|
at 80℃; |
glucose
2,4,6-Trinitrophenol
picramic acid
Conditions | Yield |
---|---|
Electrolysis; |
ethanol
2,4,6-Trinitrophenol
A
2,4,6-triaminophenol
B
picramic acid
hydrogenchloride
benzoic acid-(2-hydroxy-3,5-dinitro-anilide)
A
benzoic acid
B
picramic acid
Conditions | Yield |
---|---|
at 130℃; |
Conditions | Yield |
---|---|
beim Kochen; |
picramic acid
Conditions | Yield |
---|---|
Stage #1: picramic acid With hydrogenchloride; acetic acid; sodium nitrite In methanol; water at 0℃; for 2h; Stage #2: C24H26N4O5 With sodium hydroxide In methanol; 2-ethoxy-ethanol; water at 0℃; for 2h; pH=11; | 98.3% |
Conditions | Yield |
---|---|
Stage #1: picramic acid With hydrogenchloride; acetic acid; sodium nitrite In methanol; water at 0℃; for 2h; Stage #2: 3-Hydroxy-naphthalene-2-carboxylic acid butylamide With sodium hydroxide In methanol; 2-ethoxy-ethanol; water at 0℃; for 2h; pH=11; | 95.1% |
2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine
picramic acid
2-(1-Amino-1-methylethyl)-5,7-dinitro-1,3-benzoxazole
Conditions | Yield |
---|---|
In acetonitrile for 24h; Ambient temperature; | 83% |
N-methyl-N-phenyl-1-azaspiro[2.4]hept-1-en-2-amine
picramic acid
2-(1-Aminocyclopentyl)-5,7-dinitro-1,3-benzoxazole
Conditions | Yield |
---|---|
In acetonitrile for 24h; 0 deg C to room temp.; | 81% |
picramic acid
Conditions | Yield |
---|---|
Stage #1: 3,3-bis(3,4,5-trimethoxyphenyl)acrylaldehyde; picramic acid In ethanol for 3h; Reflux; Stage #2: With lead(IV) tetraacetate; acetic acid at 20℃; for 1h; | 78% |
picramic acid
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene In 1,4-dioxane at 20℃; for 0.25h; | 77% |
chloroacetyl chloride
picramic acid
6,8-dinitro-(2H)-1,4-benzoxazin-3(4H)-one
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water for 4h; Heating; | 75% |
3-(Dimethylamino)spiro<2H-azirin-2,1'-cyclohexan>
picramic acid
A
2-(1-Aminocyclohexyl)-5,7-dinitro-1,3-benzoxazole
B
1',2',3',4'-Tetrahydro-5',7'-dinitrospiro-2'-one
C
2'-(Dimethylamino)-3',4'-dihydro-5',7'-dinitrospiro
D
1-Amino-N-<2-(dimethylamino)-3,5-dinitrophenyl>cyclohexanecarboxamide
Conditions | Yield |
---|---|
In acetonitrile for 24h; 0 deg C to room temp.; | A 54% B 3% C 8% D 27% |
picramic acid
A
3'-(Dimethylamino)spiroazirin>
B
2'-(Dimethylamino)-3',4'-dihydro-5',7'-dinitrospiro
C
1-Amino-N-<2-(dimethylamino)-3,5-dinitrophenyl>cyclopentanecarboxamide
D
1',2',3',4'-Tetrahydro-5',7'-dinitrospiro-2'-one
Conditions | Yield |
---|---|
In acetonitrile for 24h; 0 deg C to room temp.; | A 40% B 32% C 16% D 4% |
3'-(Dimethylamino)spiroazirin>
picramic acid
A
2'-(Dimethylamino)-3',4'-dihydro-5',7'-dinitrospiro
B
1-Amino-N-<2-(dimethylamino)-3,5-dinitrophenyl>cyclopentanecarboxamide
C
2-(1-Aminocyclopentyl)-5,7-dinitro-1,3-benzoxazole
D
1',2',3',4'-Tetrahydro-5',7'-dinitrospiro-2'-one
Conditions | Yield |
---|---|
In acetonitrile for 24h; 0 deg C to room temp.; | A 32% B 16% C 40% D 4% |
Conditions | Yield |
---|---|
Stage #1: picramic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With aminosulfonic acid In water for 0.05h; Stage #3: 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid In water at 10℃; for 2h; | 3.4% |
Conditions | Yield |
---|---|
With acetic acid |
picramic acid
Conditions | Yield |
---|---|
With methanol |
Conditions | Yield |
---|---|
With sulfuric acid |
acetic anhydride
picramic acid
B
acetic acid-(2-hydroxy-3,5-dinitro-anilide)
Conditions | Yield |
---|---|
With sulfuric acid |
acetic anhydride
picramic acid
2-acetoxy-1-acetylamino-3,5-dinitro-benzene
Conditions | Yield |
---|---|
With pyridine |
Conditions | Yield |
---|---|
With ethanol; sodium acetate at 130℃; im Rohr; |
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With potassium hydroxide |
IUPAC Name: Picramic acid
The MF of Picramic acid (96-91-3) is C6H5N3O5.
The MW of Picramic acid (96-91-3) is 199.12.
Synonyms of Picramic acid (96-91-3): Phenol, 2-amino-4,6-dinitro- ; 1-Amino-2-hydroxy-3,5-dinitrobenzene ; 2,4-Dinitro-6-aminophenol ; 2-Amino-4, 6-dinitrophenol ; 4, 6-Dinitro-2-aminophenol ; 2-Hydroxy-3,5-dinitroaniline
Product Categories: Intermediates of Dyes and Pigments
Form: dark red crystals
Index of Refraction: 1.73
EINECS: 202-544-6
Density: 1.749 g/ml
Flash Point: 187.5 °C
Boiling Point: 386.3 °C
Melting Point: 169 °C
Water Solubility: <0.1 g/100 mL at 20.5 ºC
Merck: 7409
Stability: Stable
Picramic acid (96-91-3) is used as dye intermediates and indicator.
1. | mmo-sat 5 µmol/plate | NEZAAQ Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. 38 (1983),533. | ||
2. | mma-sat 5 µmol/plate | NEZAAQ Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. 38 (1983),533. | ||
3. | ivn-dog LDLo:150 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 50 (1935),20. | ||
4. | ipr-pgn LDLo:140 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 50 (1935),20. |
Poison by intravenous and intraperitoneal routes. Mutation data reported. Combustible when exposed to heat, flame or oxidizers. A powerful explosive when dry. May explode when shocked or heated. When heated to decomposition it emits toxic fumes of NOx. See also EXPLOSIVES, HIGH.
Safety information of Picramic acid (96-91-3):
Hazard Codes E,Xn
Risk Statements
1 Explosive when dry
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
52/53 Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements
35 This material and its container must be disposed of in a safe way
61 Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR 3317
RTECS SJ5800000
HazardClass 4.1
PackingGroup II
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