HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichlorobenzoic Acid
2,4-DCBA · 2,4-Dichlorobenzoic · 2,4-Dichlolrobenzoic Acid · Benzoic acid, 2,4-dichloro- · 2,4-Dichlorobenzoicacid,98% · 'LGC' (1305) · 2.4-Dichlorobe · orbenzoic acid
Identifiers & Physical Properties
| CAS No. | 50-84-0 |
|---|---|
| Molecular formula | C7H4Cl2O2 |
| Average molar mass | 191.01 g/mol |
| Monoisotopic mass | 189.95883473 g/mol |
| SMILES | O=C(O)c1ccc(Cl)cc1Cl |
| InChIKey | ATCRIUVQKHMXSH-UHFFFAOYSA-N |
| PubChem CID | 5787 |
| ChEMBL | CHEMBL1492029 |
| ChEBI | CHEBI:30748 |
| EC No. | 200-067-8 |
| DTXSID | DTXSID0024977 |
Chemical & Physical Properties
| XLogP | 2.8 |
|---|---|
| Topological polar surface area | 37.3 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 1 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 161 |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| Pesticides | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP (partition coefficient) | 2.76 |
| Solubility | less than 1 mg/mL at 66 °F (NTP, 1992)ethanol: soluble1g/10 mL, clear, colorless0.36 g/L (15 ºC) |
| Boiling point | Sublimes (NTP, 1992)200 °C |
| Melting point | 315 to 320 °F (NTP, 1992)157-160 °C (lit.) |
| Physical Description | 2,4-dichlorobenzoic acid is a white to slightly yellowish powder. (NTP, 1992) |
| Density | 1.4410 (rough estimate) |
| Refractive index | 1.4590 (estimate) |
| Flash point | 80° |
| Storage conditions | Sealed in dry,Room Temperature |
| pKa (acidity coefficient) | 2.68±0.25(Predicted) |
| Physical state | Powder |
| Color | White to almost white |
| pH | 2.8 (0.36g/l, H2O, 15℃) |
| BRN | 1868192 |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C7H4Cl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11) |
| InChIKey | ATCRIUVQKHMXSH-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccc(Cl)cc1Cl |
| CAS DataBase Reference | 50-84-0(CAS DataBase Reference) |
| EWG's Food Scores | 2 |
| FDA UNII | 0SR0320D45 |
| NIST Chemistry Reference | 2,4-Dichlorobenzoic acid(50-84-0) |
| EPA Substance Registry System | Benzoic acid, 2,4-dichloro- (50-84-0) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36-37/39-22 |
| Water hazard class (WGK) | 3 |
| RTECS number | DG6650000 |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Customs code | 29163900 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
Safety & Regulations
| GHS classification | WarningH302 (96.6%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 117 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzoic acid, 2,4-dichloro-2,4-Dichlorobenzoic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Fire hazards | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| Health hazards | SYMPTOMS: Symptoms of exposure to this compound may include irritation. |
| Reactive group | Acids, Carboxylic |
| Reactivity Profile | 2,4-DICHLOROBENZOIC ACID is a halogenated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in waterthose with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactionslike other acids, they often catalyze (increase the rate of) chemical reactions. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (96.6%) |
| Fire fighting | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| First aid | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Nonfire spill response | SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is stored, weighed and diluted, wear an approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | DG6650000 |
| Customs code | 29163900 |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| hazard_note | Irritant |
| Safety statements (S) | 26-36-37/39-22 |
| Storage class | 11 - Combustible Solids |
| Target organs | Respiratory system |
| GHS hazard statements | H302-H315-H319-H335 |
| Hazard class | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| GHS precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
2,4-Dichlorobenzoic Acid is a di-halogenated benzoic acid derivative and an intermediate in the synthesis of spirodiclofen (S682990), a tetronic acid acaricide fungicide used in controlling red mites.
Uses
2,4-Dichlorobenzoic acid is used as reagent during the synthesis of pyrimido[2,1:2,3]thiazolo[4,5-b]quinoxaline derivatives. It is also used as starting reagent during the synthesis of 1-(substituted)-1,4-dihydro-6-nitro-4-oxo-7-(sub-secondary amino)-quinoline-3-carboxylic acids.
General Description
White to slightly yellowish powder.