| Identification | More | [Name]
5-Fluoro-2-methylbenzoic acid | [CAS]
33184-16-6 | [Synonyms]
2-METHYL-5-FLUOROBENZOIC ACID
5-FLUORO-2-METHYLBENZOIC ACID
5-FLUORO-O-TOLUIC 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% | [EINECS(EC#)]
608-840-5 | [Molecular Formula]
C8H7FO2 | [MDL Number]
MFCD00042294 | [Molecular Weight]
154.14 | [MOL File]
33184-16-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [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 | [pka]
3.53±0.25(Predicted) | [color ]
Beige to light gray | [BRN ]
2249813 | [InChI]
InChI=1S/C8H7FO2/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4H,1H3,(H,10,11) | [InChIKey]
JVBLXLBINTYFPR-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(F)=CC=C1C | [CAS DataBase Reference]
33184-16-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
5-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
| [Uses]
5-Fluoro-2-methylbenzoic acid is used in preparation of novel iminothiazole derivatives as cannabinoid receptor ligands.
| [Synthesis]
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 |
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