Name | 2,4-Dichlorobenzoic acid |
Synonyms | 2,4-DCBA 2,4-Dichlorobenzoic 2,4-dichlorobenzoate Furosemide EP Impurity E 2,4-Dichlorobenzoic acid 2,4-Dichlolrobenzoic Acid 2,4-Dichlorobenzyl alcohol EP Impurity E TETRASUL PESTANAL (2,4,4',5-TETRA- CHLOR Furosemide Impurity 5(Furosemide EP Impurity E) |
CAS | 50-84-0 |
EINECS | 200-067-8 |
InChI | InChI=1/C7H4Cl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11)/p-1 |
Molecular Formula | C7H4Cl2O2 |
Molar Mass | 191.01 |
Density | 1.4410 (rough estimate) |
Melting Point | 157-160 °C (lit.) |
Boling Point | 200 °C |
Flash Point | 141°C |
Water Solubility | 0.36 g/L (15 ºC) |
Solubility | Soluble in ethanol (100 mg/ml), water (0.48 mg/ml), alcohol, ether, and acetone. |
Vapor Presure | 0.000275mmHg at 25°C |
Appearance | White to light yellow powder |
Color | White to almost white |
BRN | 1868192 |
PH | 2.8 (0.36g/l, H2O, 15℃) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Incompatible with strong oxidizing agents. |
Refractive Index | 1.4590 (estimate) |
MDL | MFCD00002414 |
Physical and Chemical Properties | White to light yellow needle-like crystal or powder. melting point 160 ℃ solubility: soluble in ethanol, ether, benzene, acetone, chloroform, 5% caustic soda solution, insoluble in water and heptane. |
Use | Used as pharmaceutical, dye, pesticide intermediates |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S22 - Do not breathe dust. |
WGK Germany | 3 |
RTECS | DG6650000 |
TSCA | Yes |
HS Code | 29163900 |
Hazard Note | Irritant |
white to light yellow needle-like crystals or powder. Soluble in ethanol, ether, benzene, acetone, chloroform, 5% caustic soda solution, insoluble in water and heptane. Melting point 160 ℃, easy sublimation, no boiling point.
2, 4-aminotoluene is replaced by 2, 4-chlorotoluene in the presence of sulfuric acid and sodium nitrite by diazotization reaction and cuprous chloride, the latter is oxidized with potassium permanganate to obtain 2,4-= chlorobenzoic acid potassium salt, and then acidified with hydrochloric acid to obtain 2,4-chlorobenzoic acid. The reaction product is crystallized, washed and dried to obtain a finished product.
This product can be used as an intermediate of dye, bactericide, drug (antimalarial drug, non-mercury mud drug, etc.).
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Uses | 2,4-dichlorobenzoic acid is an intermediate of the fungicide pyridine and an intermediate of the herbicides benzoxazole and pyrazole. Used as an intermediate in medicine, dyes, and pesticides Used in dye manufacturing and organic synthesis Can be used as an intermediate in dyes, fungicides, and drugs. It is used for the production of antimalarial drug Adipine hydrochloride and non-mercury diuretic furosemide. used in pharmaceutical industry |
production method | 2,4-diaminotoluene is subjected to diazotization reaction in the presence of sulfuric acid and sodium nitrite, and then replaced in the presence of cuprous chloride to obtain 2,4-dichlorotoluene, the latter is oxidized with potassium permanganate to obtain 2,4-dichlorobenzoic acid potassium salt, and then acidified with hydrochloric acid to obtain 2,4-dichlorobenzoic acid, the reaction product is crystallized, wash and dry to get the finished product. the preparation method is to use 2, 4-dichlorotoluene as raw material, side chain chlorination with chlorine or phosgene to obtain 2,4-α,α,α,-pentachlorotoluene, and then hydrolysis to obtain 2, 4-dichlorobenzoyl chloride and 2, 4-dichlorobenzoic acid. 2, 4-dichlorotoluene can also be oxidized, the oxidant can be potassium permanganate, or air oxidation in the presence of a catalyst, and 2, 4-dichlorobenzoic acid can be obtained. |