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PICRIC ACID

PICRIC ACID
PICRIC ACID structure
CAS No.
88-89-1
Chemical Name:
PICRIC ACID
Synonyms
Picral;picric;TNP、PA;Lyddite;NA 1344;Pertite;Shimose;Melinite;CI 10305;Reflorit
CBNumber:
CB1195194
Molecular Formula:
C6H3N3O7
Formula Weight:
229.1
MOL File:
88-89-1.mol

PICRIC ACID Properties

Melting point:
122-123 °C (dried material, Lit. Merck Index 12th Ed.)(lit.)
Boiling point:
300℃
Density 
1.00 g/mL at 20 °C
vapor density 
7.9 (vs air)
vapor pressure 
1 mm Hg ( 195 °C)
refractive index 
1.7630 (estimate)
Flash point:
150℃
storage temp. 
Store at RT.
solubility 
alcohol: soluble1 (g/12 mL)(lit.)
pka
0.38(at 25℃)
form 
solution (saturated aqueous)
Colour Index 
10305
Specific Gravity
1.005
color 
yellow solution
PH Range
0.2(colourless)-1(yellow)
explosive limit
0.01%
λmax
354nm
Merck 
13,7492
BRN 
423400
Exposure limits
TLV-TWA skin 0.1 mg/m3 (ACGIH, OSHA, and MSHA).
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
Major Application
Explosives, power circuits, energetic materials, liquefied gas fuels, thin films, power generation, batteries, fuel cells, steel, gold films, nanopowder, antifreeze fluid for automobiles, polymerization inhibitors, tattoo removal from skin, antiinfiammatroy agent, treatment of neoplasm
InChIKey
OXNIZHLAWKMVMX-UHFFFAOYSA-N
CAS DataBase Reference
88-89-1(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
  • NFPA
Hazard Codes  F,T,E,Xn
Risk Statements  1-4-11-23/24/25-2-36-20/21/22-3
Safety Statements  35-45-37-28-36/37-36-26-16-25
RIDADR  UN 1344 4.1/PG 1
WGK Germany  2
RTECS  TJ7875000
HazardClass  4.1
PackingGroup  I
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H228 Flammable solid Flammable solids Category 1
Category 2
Danger
Warning
P210, P240,P241, P280, P370+P378
H311 Toxic in contact with skin Acute toxicity,dermal Category 3 Danger P280, P302+P352, P312, P322, P361,P363, P405, P501
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H332 Harmful if inhaled Acute toxicity,inhalation Category 4 Warning P261, P271, P304+P340, P312
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P312 Call a POISON CENTER or doctor/physician if you feel unwell.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378 In case of fire: Use … for extinction.
P403+P235 Store in a well-ventilated place. Keep cool.

NFPA 704

Diamond Hazard Value Description
4
3 4
Health   3 Short exposure could cause serious temporary or moderate residual injury (e.g. liquid hydrogen, sulfuric acid, calcium hypochlorite, hexafluorosilicic acid)
Flammability   4 Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Includes pyrophoric substances. Flash point below room temperature at 22.8 °C (73 °F). (e.g. acetylene, propane, hydrogen gas)
Instability   4 Readily capable of detonation or explosive decomposition at normal temperatures and pressures (e.g. nitroglycerin,chlorine dioxide, nitrogen triiodide)
Special  

(NFPA, 2010)

PICRIC ACID price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 197378 Picric acid moistened with water, ≥98% 88-89-1 100g $49.2 2018-11-13 Buy
Sigma-Aldrich 197378 Picric acid moistened with water, ≥98% 88-89-1 500g $150 2018-11-13 Buy
Sigma-Aldrich P6744 Picric acid solution 1.3% in H 88-89-1 1ga $169 2018-11-20 Buy
Sigma-Aldrich 197378 Picric acid moistened with water, ≥98% 88-89-1 2x500g $261 2018-11-13 Buy
Sigma-Aldrich 46209 Picric acid solution 100μg/mL in acetonitrile, PESTANAL 88-89-1 10ml $139 2018-11-20 Buy

PICRIC ACID Chemical Properties,Uses,Production

Description

Picric acid is a white to yellowish crystalline substance, soluble in most organic solvents and highly flammable. Picric acid is a derivative of phenol. It reacts with metals to form metal picrates, which like picric acid itself are highly sensitive. It is often used for tissue fixative (Bouin solution) for histology specimens, as a booster to detonate another, less sensitive explosive, such as trinitotoluene (TNT). It is used in the manufacture of fireworks, matches, electric batteries, coloured glass, dyes, antiseptics, explosives, disinfectants, leather industries, pharmaceutical, and textile. Picric acid is also used as a yellow dye, as an antiseptic, and in the synthesis of chloropicrin, or nitro-trichloromethane. Picric acids are highly sensitive to heat, shock, or friction and because of the explosive nature it is among the most hazardous substances found in the laboratory.

Chemical Properties

Also known as picronitric acid, trinitrophenol, nitroxanthic acid, carbazotic acid or phenoltrinitrate, C6H2(N02)3OH is yellow crystals that are soluble in water, alcohol, chloroform, benzene, and ether with a very bitter taste. It is derived by the nitration of phenolsulfonic acid, obtained by heating phenol with concentrated sulfuric acid, and is used for explosives, matches, electric batteries, and etching copper.

Chemical Properties

Picric acid is a highly flammable, white to yellowish crystalline substance. It used in the manufacture of fi reworks, matches, electric batteries, colored glass, explosives, and disinfectants. Pharmaceutical, textile, and leather industries also make use of picric acid.

Chemical Properties

Picric acid is a pale yellow, odorless solid. Usually found in solution with 10%20% water. Must be kept wetted; the crystalline form is highly unstable. The dry crystal form is explosive upon rapid heating or mechanical shock.

Uses

Explosives, matches; in leather industry; electric batteries; etching copper; manufacture of colored glass; textile mordant; also as reagent.

Uses

Picric acid and its metal salts are used as explosives. It is also used in making matches; electric batteries, colored glass; in etching copper; and for dyeing textiles.

Uses

Preparation of organic derivatives for identification.

Definition

A yellow crystalline solid made by nitrating phenolsulfonic acid. It is used as a dye and as an explosive. With aromatic hydrocarbons picric acid forms characteristic charge-transfer complexes (misleadingly called picrates), used in analysis for identifying the hydrocarbon.

General Description

A paste or slurry consisting of the yellow crystalline solid mixed with water. The dry compound is a sensitive high explosive. The mixture with water is considered safe for storage, handling and shipping. Can be detonated with a number 8 electric blasting cap. The primary hazard is blast where the entire load explodes instantaneously and not from flying projectiles fragments. Can explode under prolonged exposure to heat.

Air & Water Reactions

Water soluble.

Reactivity Profile

PICRIC ACID undergoes vigorous reactions with both oxidizing or reducing agents. Burns if ignited by a flame and continues to burns quietly if the quantity is small or, if large, is thinly spread over an area. The dry compound can explode if shocked or exposed to heat. Wetting significantly reduces the tendency to explode. Readily forms salts on contact with many metals (including copper, lead, mercury, zinc, nickel, iron) . The salts are sensitive explosives when subjected to heat, friction, or impact. Contact with concrete floors may form the friction-sensitive explosive calcium picrate [Urbanski, 1964, vol. 1, p. 518]. Contact with metallic zinc or lead can cause detonation. Salts with ammonia, amines and complexes with hydrocarbons are less sensitive [Kirk-Othmer, 1965, vol. 8, p. 617].

Health Hazard

Some are toxic and may be fatal if inhaled, swallowed or absorbed through skin. Contact may cause burns to skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may cause pollution.

Health Hazard

Exposures to picric acid cause different adverse effects on the skin of animals and humans, such as allergies, dermatitis, irritation, and sensitization. Absorption of picric acid by the system causes headache, fever, nausea, diarrhea, and coma. In high concentrations, picric acid is known to cause damage to the erythrocytes, kidneys, and liver.

Health Hazard

Picric acid is a highly toxic substance. Ingestion can cause severe poisoning in humans. The toxic symptoms are headache, nausea, vomiting, abdominal pain, and yellow coloration of the skin. High doses can cause destruction of erythrocytes, gastroenteritis, nephritis, hepatitis, and hematuria. Contact with the eyes can produce irritation and corneal injury. Skin contact with powder can result in sensitization dermatitis. The lethal dose (oral) in rabbits is 120 mg/kg.

Fire Hazard

Picric acid is a high explosive. It is as stable as TNT and about as sensitive to explosive decomposition as TNT. It reacts with many metals and bases, readily forming metal picrates, which are highly sensitive explosive compounds. Metal picrates of iron(III), copper(II), and lead in the dry state are as sensitive as PETN. Its sensitivity is reduced by wetting with water. It explodes when heated above 300°C (572°F).

Contact allergens

Contact dermatitis occurred primarily in the explosives industry.

Safety Profile

Poison by ingestion and subcutaneous routes. Mutation data reported. An irritant and an allergen. Shin contact can cause local and systemic allergic reactions. Flammable solid when exposed to heat or flame; can react vigorously with oxidzing materials. Very unstable. A severe explosion hazard when shocked or exposed to heat. It forms salts easily, and many of its salts, known as picrates, are more sensitive explosives than picric acid. It forms unstable salts with concrete, NH3, bases, and metals (e.g., copper, lead, mercury, and zinc). Many of these are heat-, friction-, or impact- sensitive. Mixtures with uranium perchlorate are extremely powerful explosives. mxtures with aluminum and water igmte after a delay period. Can react vigorously with reducing materials. Used in synthesis of dyes, as a drug, to manufacture explosives and matches, to etch copper, and to make colored glass. See also NITRO COMPOUNDS OF AROMATIC HYDROCARBONS and EXPLOSIVES, HIGH.

Potential Exposure

Picric acid is used in the synthesis of dye intermediates and in manufacturing picrates; in the manufacture of explosives, rocket fuels; fireworks, colored glass; matches, electric batteries; and disinfectants. It is also used in the pharmaceutical and leather industries; in copper and steel etching; forensic chemistry; histology, textile printing; and photographic emulsions.

First aid

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

Shipping

UN0154 Picric acid, dry or wetted with <30% water, by mass, Hazard Class: 1D; Labels:1D-Explosive (with a mass explosion hazard); D-Substances or articles which may mass detonate (with blast and/or fragment hazard) when exposed to fire. UN1344 Picric acid, wetted with not less than 30% water, Hazard Class: 4.1; Labels: 4.1-Flammable solid.

Purification Methods

Crystallise the acid first from acetic acid, then acetone, toluene, CHCl3, aqueous 30% EtOH, 95% EtOH, MeOH or H2O. Dry it in a vacuum for 2hours. Alternatively, dry it over Mg(ClO4)2 or fuse (CARE) and allow it to solidify under a vacuum three times. Because it is EXPLOSIVE, picric acid should be stored moistened with H2O, and only small portions should be dried at any one time. The dry acid should NOT be heated. [Beilstein 6 IV 1388.]

Incompatibilities

Explosive when dry. Violent reaction with oxidizers and reducing materials. Air or oxygen is not required for decomposition. Shock sensitive compounds can be formed on contact with plaster, concrete. An explosive mixture results when the aqueous solution crystallizes. May explosively decompose from heat, shock, friction, or concussion. Copper, lead, zinc and other metals, or their salts can form other salts that are initiators and much more sensitive to shock than this chemical. Corrodes metals.

Waste Disposal

Controlled incineration in a rotary kiln incinerator equipped with particulate abatement and wet scrubber devices.

Precautions

Workers should use protective clothing, avoid skin contact, and use goggles and face masks to avoid dust.

References

https://en.wikipedia.org/wiki/Picric_acid
https://pubchem.ncbi.nlm.nih.gov/compound/picric_acid#section=InChI

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