| Identification | More | [Name]
2-Fluoro-4-methylbenzoic acid | [CAS]
7697-23-6 | [Synonyms]
2-FLUORO-4-METHYLBENZOIC ACID
RARECHEM AL BO 2237 | [EINECS(EC#)]
211-485-5 | [Molecular Formula]
C8H7FO2 | [MDL Number]
MFCD03092906 | [Molecular Weight]
154.14 | [MOL File]
7697-23-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
186-189°C | [Boiling point ]
271.7±20.0 °C(Predicted) | [density ]
1.258±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
3.44±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C8H7FO2/c1-5-2-3-6(8(10)11)7(9)4-5/h2-4H,1H3,(H,10,11) | [InChIKey]
ALFWHEYHCZRVLO-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(C)C=C1F | [CAS DataBase Reference]
7697-23-6(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 .
S36:Wear suitable protective clothing . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow to dark yellow solid | [Uses]
2-Fluoro-4-methylbenzoic Acid is a useful reagent for preparing tubulin inhibitors for antitumor agents. | [Synthesis]
Step A: 3-Fluorotoluene (Compound 1, 18.7 g, 170 mmol) was added to a 500 mL three-necked flask under nitrogen protection and cooled to -78 °C. Subsequently, a THF solution of potassium tert-butoxide (11.0 g, 170 mmol) was slowly added via syringe.After 10 min, a pentane solution of tert-butyllithium (19.0 g, 170 mmol) was slowly added via cannula. The reaction mixture was stirred at -78 °C for 2.5 hours. Upon completion of the reaction, the reaction was quenched with a large amount of crushed fresh dry ice, removed from the -78 °C bath and manually stirred with a metal spatula until the dark brown substance was transformed into a light yellow slurry. After 20 minutes of manual mixing, approximately 500 mL of water was added and the reaction mixture continued to be stirred. Subsequently, the reaction mixture was washed with ether (Et2O) and then acidified with 6N hydrochloric acid to pH less than 3 and extracted again with ether. The organic phases were combined, washed with brine, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give compound 2 (10 g, 45% yield).1H NMR (400 MHz, CDCl3) δ 7.90 (t, 1H), 7.04 (d, 1H), 6.97 (d, 1H), 2.39 (s, 3H). | [References]
[1] Patent: US2004/176325, 2004, A1. Location in patent: Page/Page column 31; sheet 33 |
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