CAS No.88-89-1,2,4,6-Trinitrophenol Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	88-89-1
Name:	2,4,6-Trinitrophenol
Article Data:	355

Formula:	C₆H₃N₃O₇
Molecular Weight:	229.106
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;
EINECS:	201-865-9
Density:	1.856 g/cm³
Melting Point:	122-123 °C
Boiling Point:	303.6 °C at 760 mmHg
Flash Point:	133.9 °C
Solubility:	Soluble in water
Appearance:	Yellow solid
Hazard Symbols:	F, T, E, Xn
Risk Codes:	1-4-11-23/24/25-2-36-20/21/22
Safety:	35-45-37-28-36/37-36-26-16-25
Transport Information:	UN 1344 4.1/PG 1
PSA:	157.69000
LogP:	2.68640

Synthetic route

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

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

Conditions

Conditions	Yield
With water	100%

: 88-88-0
2,4,6-trinitrochlorobenzene

: 124-41-4
sodium methylate

: 123-54-6
acetylacetone

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

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

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

Conditions

Conditions	Yield
In methanol; dimethyl sulfoxide at 25℃; Rate constant; Mechanism;	A 1% B 1% C 96%

...Expand

: 37590-58-2
S,S'-bis(2,4,6-trinitrophenyl) dithiooxalate

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

Conditions

Conditions	Yield
With nitric acid	95%
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

: 88-88-0
2,4,6-trinitrochlorobenzene

: 124-41-4
sodium methylate

: 105-45-3
acetoacetic acid methyl ester

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

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

Conditions

Conditions	Yield
In methanol at 25℃; Rate constant; Mechanism;	A n/a B 94%

...Expand

: 108-95-2
phenol

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

B: 106-51-4
p-benzoquinone

Conditions

Conditions	Yield
With NO+18-crown-6H(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%

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

A: 5128-28-9
4,6-dinitrobenzofuroxan

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

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In methanol at 45 - 50℃; for 1h;	A 93% B n/a

: 88-88-0
2,4,6-trinitrochlorobenzene

: 2,4-dinitrophenylhydroxylamine potassium salt

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

B: 3702-88-3
5-nitrobenzofuroxane

Conditions

Conditions	Yield
In methanol at 20℃; for 0.5h;	A n/a B 92%

...Expand

: 10123-09-8
2,4,6-trinitronitrosobenzene

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

Conditions

Conditions	Yield
With sulfuric acid; water at 50℃; for 4h;	91%

: 100-02-7
4-nitro-phenol

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

Conditions

Conditions	Yield
With Zn(NO3)2*2N2O4 In dichloromethane for 0.583333h; Heating;	90%
With nitric acid

: 88-88-0
2,4,6-trinitrochlorobenzene

: 2,6-dinitrophenylhydroxylamine potassium salt

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

B: 18771-85-2
4-nitrobenzofuroxan

Conditions

Conditions	Yield
In methanol at 20℃; for 0.5h;	A n/a B 88%

...Expand

Raw Materials

605-71-0

615-58-7

100-66-3

110-89-4

91-64-5

Downstream Products

99-65-0

96-91-3

88-88-0

103-70-8

612-96-4

102-07-8

Total:70 Page 1 of 2 1 2 Next>>

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Chemistry

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

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.

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.

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.

Consensus Reports

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

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.

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)

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.