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2,5-Dichlorobenzoic acid

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2,5-Dichlorobenzoic acid Basic information

Product Name:
2,5-Dichlorobenzoic acid
CAS:
50-79-3
MF:
C7H4Cl2O2
MW:
191.01
EINECS:
200-065-7
Mol File:
50-79-3.mol
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2,5-Dichlorobenzoic acid Chemical Properties

Melting point:
151-154 °C(lit.)
Boiling point:
301 °C(lit.)
Density 
1.4410 (rough estimate)
refractive index 
1.4590 (estimate)
Flash point:
300-302°C
storage temp. 
Store below +30°C.
solubility 
0.8g/l
form 
Powder
color 
White to beige
Water Solubility 
<0.1 g/100 mL at 19 ºC
BRN 
973353
Stability:
Stable.
CAS DataBase Reference
50-79-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2,5-dichloro-(50-79-3)
EPA Substance Registry System
Benzoic acid, 2,5-dichloro- (50-79-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
RTECS 
DG6825000
TSCA 
Yes
HS Code 
29163900

MSDS

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2,5-Dichlorobenzoic acid Usage And Synthesis

Chemical Properties

white crystalline powder

Definition

ChEBI: A chlorobenzoic acid that is benzoic acid in which the ring hydrogens at positions 2 and 5 are substituted by chloro groups.

General Description

Needles (from water) or white powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

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 2,5-Dichlorobenzoic acid 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.

Fire Hazard

Flash point data for 2,5-Dichlorobenzoic acid are not available; however, 2,5-Dichlorobenzoic acid is probably combustible.

Purification Methods

Crystallise the acid from water. [Beilstein 9 IV 1005.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.]

2,5-Dichlorobenzoic acid Preparation Products And Raw materials

Preparation Products

Raw materials

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