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5-Fluoro-2-methylbenzoic acid

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CAS:33184-16-6
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CAS:33184-16-6
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CAS:33184-16-6
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Products Intro: Product Name:5-Fluoro-2-methylbenzoic acid
CAS:33184-16-6
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5-Fluoro-2-methylbenzoic acid manufacturers

5-Fluoro-2-methylbenzoic acid Basic information
Product Name:5-Fluoro-2-methylbenzoic acid
Synonyms:2-METHYL-5-FLUOROBENZOIC ACID;RARECHEM AL BO 0443;5-Fluoro-2-Methyl Benzoic Acid 2-Methyl-5-Fluorobenzoic Acid;5-Fluoro-2-methylbenzoic acid 99%;5-Fluoro-2-methylbenzoicacid99%;5-FLUORO-2-METHYLBENZOIC ACID;5-FLUORO-O-TOLUIC ACID;Benzoic acid, 5-fluoro-2-Methyl-
CAS:33184-16-6
MF:C8H7FO2
MW:154.14
EINECS:608-840-5
Product Categories:Aromatics;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzene series;Benzoic acid;C8;Carbonyl Compounds;Carboxylic Acids
Mol File:33184-16-6.mol
5-Fluoro-2-methylbenzoic acid Structure
5-Fluoro-2-methylbenzoic acid Chemical Properties
Melting point 130-132 °C (lit.)
Boiling point 262.1±20.0 °C(Predicted)
density 1.258±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility soluble in Methanol
form Crystalline Powder
pka3.53±0.25(Predicted)
color Beige to light gray
BRN 2249813
InChIInChI=1S/C8H7FO2/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4H,1H3,(H,10,11)
InChIKeyJVBLXLBINTYFPR-UHFFFAOYSA-N
SMILESC(O)(=O)C1=CC(F)=CC=C1C
CAS DataBase Reference33184-16-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29163990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
5-Fluoro-2-methylbenzoic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
Uses5-Fluoro-2-methylbenzoic acid is used in preparation of novel iminothiazole derivatives as cannabinoid receptor ligands.
Uses5-Fluoro-2-methylbenzoic acid may be used in the preparation of:
  • 5-fluoro-3-hydroxy-2-methylbenzoic acid
  • 5-fluoro-2-methyl-3-nitrobenzoic acid methyl ester
  • 5-fluoro-N,2-dimethylbenzamide
Synthesis
Carbon dioxide

124-38-9

5-Fluoro-2-methylbenzoic acid

33184-16-6

General procedure for the synthesis of 2-methyl-5-fluorobenzoic acid from carbon dioxide: Commercially available 2-bromo-4-fluorotoluene (5 g) was dissolved in ether (appropriate amount). About 1/3 of this solution was taken and magnesium shavings (761 mg) were added and covered with ether (25 ml). Once the reaction was initiated, the remaining 2-bromo-4-fluorotoluene solution was added slowly and dropwise. The reaction mixture was kept at reflux for 2 hours. The resulting Grignard reagent was poured into a mixture of ether (750 ml) containing crushed dry ice. The reaction mixture was allowed to warm up gradually to room temperature. Subsequently, the solvent was removed by evaporation and the resulting residue was dissolved in ethyl acetate (100 ml) and extracted with 1N aqueous hydrochloric acid (100 ml). The organic phase was dried with magnesium sulfate, filtered and concentrated to give 2-methyl-5-fluorobenzoic acid (2.3 g; 56% yield).1H-NMR (CDCl3) δ: 2.5 (s, 3H), 7.0-7.2 (m, 2H), 7.7 (m, 1H).

References[1] Patent: WO2006/116157, 2006, A2. Location in patent: Page/Page column 83
Tag:5-Fluoro-2-methylbenzoic acid(33184-16-6) Related Product Information
METHYL 2-METHYL-5-FLUOROBENZOATE o-Toluic acid 4-Bromomethylbenzoic acid p-Toluic acid m-Toluic acid 2-(Trifluoromethyl)benzoic acid 4-(Chloromethyl)benzoic acid EPA 4-(Aminomethyl)benzoic acid Methyl 5-fluoro-2-methyl-3-nitrobenzoate 5-FLUORO-2-METHOXYBENZONITRILE 5-Fluoro-2-methoxyphenyl acetic acid 5-Fluoro-2-methoxyphenol 5-FLUORO-2-METHOXYACETOPHENONE 5-FLUORO-2-METHOXYBENZALDEHYDE Fluorine 5-FLUORO-2-(TRIFLUOROMETHYL)BENZOIC ACID Benzoic acid, 2-cyano-5-fluoro- (9CI)

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