Name | 2,4-Dinitrophenol |
Synonyms | DNP 2,4-Dinitrophenol alpha-dinitro-pheno camellomosquitocoils 2,4-dinitrophenolate cobrasalts(impregnasalts) 2,4-dinitrophenol, reagent grade 2,4-dinitrophenol, industry grade 2,4-DINITROPHENOL PESTANAL, WITH APPROX. |
CAS | 51-28-5 |
EINECS | 200-087-7 |
InChI | InChI=1/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H/p-1 |
Molecular Formula | C6H4N2O5 |
Molar Mass | 184.11 |
Density | 1,683 g/cm3 |
Melting Point | 108-112 °C (lit.) |
Boling Point | 318.03°C (rough estimate) |
Flash Point | 11°C |
Water Solubility | 0.6 g/100 mL (18 ºC) |
Solubility | Solubility Sparingly soluble in water; soluble in ethanol, benzene |
Vapor Presure | 39(x 10-5 mmHg) at 20 °C (Schwarzenbach et al., 1988) |
Vapor Density | 6.35 (vs air) |
Appearance | crystals |
Color | Light yellow |
Odor | Sweet, musty |
Merck | 14,3280 |
BRN | 1246142 |
pKa | 3.96(at 15℃) |
Storage Condition | 2-8°C |
Stability | Stable. Combustible. |
Sensitive | Light Sensitive |
Refractive Index | 1.4738 (estimate) |
Physical and Chemical Properties | Melting point 106-112°C water-soluble 0.6g/100 mL (18°C) |
Use | For the manufacture of dyes, picric acid and imaging agents |
Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R33 - Danger of cumulative effects R50 - Very Toxic to aquatic organisms R39/23/24/25 - R11 - Highly Flammable R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R1 - Explosive when dry |
Safety Description | 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. S28A - S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. S7 - Keep container tightly closed. S35 - This material and its container must be disposed of in a safe way. |
UN IDs | UN 1320 4.1/PG 1 |
WGK Germany | 3 |
RTECS | SL2800000 |
TSCA | Yes |
HS Code | 29089990 |
Hazard Class | 4.1 |
Packing Group | I |
Toxicity | LD50 (subcutaneous) for rats 25 mg/kg (quoted, RTECS, 1985). |
pH indicator color change ph range | 2.8(colourless)-4.7(yellow) |
Henry's Law Constant | 5.70 x 10-8(atm?m3/mol) at 5 °C (average derived from six field experiments, Lüttke and Levsen, 1997) |
main applications | Display device, recording materials, inks, paints, method for preserving food, method for gene expression profiling, treatment of parasitic diseases, neurological diseases, epilepsy, cancer, keratin materials, neoplasms, infectious diseases, neutropenia, detecting chromosome aberrations, bacteria in gastrointestinal track |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | is mainly used for the production of sulfide dyes, such as sulfide black BN, BRN, 2BRN, etc. It is also used to produce picric acid and developer. Used as an acid-base indicator in analytical chemistry, the color change range is pH = 2.8 (colorless)-4.4 (yellow); It can also be used to detect potassium, ammonium, magnesium, etc. used to make dyes, picric acid and imaging agents, etc. used as dyes, pesticides and pharmaceutical intermediates, etc. |
Production method | is obtained by hydrolysis of 2,4-dinitrochlorobenzene in alkaline solution. Add 1400L of water to the hydrolysis pot, stir and heat to 60 ℃, and add 750kg of melted 2,4-dinitrochlorobenzene to the pot. Continue to raise the temperature to 90 ℃, and gradually add 780L 30% sodium hydroxide solution within 1.5h. The temperature rises during feeding, the control temperature shall not exceed 102-104 ℃, and the temperature shall be kept for 30min. Cooling and filtering the precipitated sodium salt. Dissolve with water and acidify to pH 1, that is, the yellow crystals of 2, 4-dinitrophenol are precipitated. Another preparation method is obtained by low-temperature nitration of phenol. The 67% sulfuric acid, 53% nitric acid and phenol are evenly mixed below 30 ℃, and then heated to 90 ℃ under stirring. The mixture starts to react violently and releases nitrogen oxide to control the reaction speed and reduce the loss of reactants. After the reaction is relaxed, heat it for 30min, cool it, filter it, and wash it to obtain the product. Refining can be by acid-base method or recrystallization with ethanol. |
category | flammable solids |
toxicity classification | highly toxic |
acute toxicity | oral-rat LD50: 30 mg/kg; Oral-mouse LD50: 45 mg/kg |
stimulation data | skin-rabbit 300 mg/4 weeks mild |
explosive hazard characteristics | blastable when mixed with oxidant |
flammability hazard characteristics | flammable in case of open flame, high temperature and oxidant; toxic nitrogen oxide smoke from combustion |
storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from oxidant |
fire extinguishing agent | water, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |