3-Chloro-2-methylbenzoic acid Chemical Properties

Melting point:

163-166 °C (lit.)

Boiling point:

290.9±20.0 °C(Predicted)

Density 

1.310±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

3.58±0.10(Predicted)

color 

White to Light yellow to Light orange

BRN 

1072826

InChI

InChI=1S/C8H7ClO2/c1-5-6(8(10)11)3-2-4-7(5)9/h2-4H,1H3,(H,10,11)

InChIKey

HXGHMCLCSPQMOR-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=CC(Cl)=C1C

CAS DataBase Reference

7499-08-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

XU1645000

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Chloro-2-methylbenzoic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Synthesis

In a 100 mL three-necked flask equipped with a reflux condenser, 1.36 g (10 mmol) of 2-methylbenzoic acid was suspended in 25 mL of 30% (w/w) sulfuric acid. Subsequently, 2.4 g (15 mmol) of iodine monochloride was dissolved in 5 g of acetic acid and added slowly and dropwise to the reaction mixture over 40 min. The reaction was continued at 90°C for 5 hours. Upon completion of the reaction, the mixture was poured into 90 mL of water, the precipitate was collected by filtration and washed with aqueous sodium sulfite to give 1.6 g of crystalline solid product. Analysis of the product showed the following compositional distribution: 33% 2-methylbenzoic acid, 13% 5-chloro-2-methylbenzoic acid, 9% 3-chloro-2-methylbenzoic acid, 38% 5-iodo-2-methylbenzoic acid, 5% 3-iodo-2-methylbenzoic acid, and 2% other impurities. Attempts were made to purify the above mixture by recrystallization from acetic acid or isopropanol to isolate 5-iodo-2-methylbenzoic acid, but the purity of the mixture was not significantly improved, making it difficult to obtain pure 5-iodo-2-methylbenzoic acid.

References

[1] Patent: EP1595862, 2005, A1. Location in patent: Page/Page column 11-12

3-Chloro-2-methylbenzoic acid(7499-08-3)Related Product Information

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