| Identification | More | [Name]
2,4-Dichlorobenzoic acid | [CAS]
50-84-0 | [Synonyms]
2,4-DCBA
2,4-DICHLOROBENZOIC ACID
AKOS BBS-00003747
'LGC' (1305)
RARECHEM AL BO 0324
2,4-dichloro-benzoicaci
Benzoic acid, 2,4-dichloro-
2,4-Dichlorbenzoic acid
2,4-Dichlolrobenzoic Acid
TETRASUL PESTANAL (2,4,4',5-TETRA-CHLOR
2,4-Dichlorobenzoicacid,98%
2,4-Dichlorobenzoic | [EINECS(EC#)]
200-067-8 | [Molecular Formula]
C7H4Cl2O2 | [MDL Number]
MFCD00002414 | [Molecular Weight]
191.01 | [MOL File]
50-84-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
157-160 °C (lit.) | [Boiling point ]
200 °C
| [density ]
1.4410 (rough estimate) | [refractive index ]
1.4590 (estimate) | [Fp ]
80° | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
ethanol: soluble1g/10 mL, clear, colorless | [form ]
Powder | [pka]
2.68±0.25(Predicted) | [color ]
White to almost white | [PH]
2.8 (0.36g/l, H2O, 15℃) | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
0.36 g/L (15 ºC) | [BRN ]
1868192 | [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) | [NIST Chemistry Reference]
2,4-Dichlorobenzoic acid(50-84-0) | [EPA Substance Registry System]
50-84-0(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29163900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Potassium permanganate-->Copper(I) chloride-->Phosgene-->2,4-Dichlorotoluene-->2,4-Diaminotoluene-->2,4-Dichlorobenzoyl chloride-->Potassium formate-->2,3,4,5,6-Pentachlorotoluene-->3,4-Dichlorobenzoic acid-->2,4-Dichlorobenzaldehyde | [Preparation Products]
7-Chloro-10-(4-hydroxyanilino)-2-methoxy benzo(b)-1,5-naphthy ridine-->2,4-Dichlorobenzoyl chloride-->4-Chloro-2-(4-methoxy-phenylamino)-benzoic acid-->6-chloro-1H-indazol-3-amine-->2,4-Dichloro-3,5-dinitrobenzoic acid-->2,4-Dichloro-5-sulfamoylbenzoic acid-->Lobenzarit-->Ethyl 2,4-dichlorobenzoate-->Furosemide-->2,4-Dichlorobenzonitrile-->2,4-Dichlorobenzyl chloride-->2,4-Dichlorophenylacetonitrile-->2,4-Dichlorobiphenyl-->2,4,5-Trichlorobenzoic acid-->5-broMo-2,4-dichloro benzoic acid-->ethyl N-(2,4-dichlorobenzoyl)glycinate |
| Hazard Information | Back Directory | [General Description]
White to slightly yellowish powder. | [Reactivity Profile]
2,4-DICHLOROBENZOIC ACID(50-84-0) 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 water; those 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 2,4-DICHLOROBENZOIC ACID(50-84-0) 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 reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, 2,4-DICHLOROBENZOIC ACID is probably combustible. | [Chemical Properties]
white powder | [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. | [Definition]
ChEBI: A chlorobenzoic acid that is benzoic acid in which the ring hydrogens at positions 2 and 4 are substituted by chloro groups. | [Purification Methods]
Crystallise the acid from aqueous EtOH (charcoal), then *benzene (charcoal). It can also be recrystallised from water. [Beilstein 9 IV 998.] It can be freed from isomeric acids (to <0.05%) via the (±)--methylbenzylamine salt as follows: dissolve the dichloro-acid (10g, 50.2mmol) in isopropanol (200mL), heat to 60o and add the (±)-benzylamine (5.49g, 45.3mmol), then stir it at 60o for 1hour. Cool the mixture to room temperature, filter the slurry, wash it with isopropanol (25mL) and dry it in vacuo at 40o overnight to give 79% of the salt with m 185.2o. Dissolve the salt (5g) in H2O (50mL) and MeOH (20mL), then heat to 60o and add concentrated HCl to pH <2.0. Cool the solution to room temperature add H2O (12mL), filter it, wash it with H2O (30mL) and dry it in vacuo at 40o overnight to give 94% of the acid with m 162.0o. [Ley & Yates Organic Process Research & Development 12 120 2008.] |
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