| Identification | More | [Name]
2-FLUORO-6-IODOBENZOIC ACID | [CAS]
111771-08-5 | [Synonyms]
2-FLUORO-6-IODOBENZOIC ACID
RARECHEM AL BO 0280
TIMTEC-BB SBB006699
2-Fluoro-6-iodobenzoic
2-Fluoro-6-iodobenzoic acid 98%
2-Fluoro-6-iodobenzoicacid98% | [Molecular Formula]
C7H4FIO2 | [MDL Number]
MFCD00042289 | [Molecular Weight]
266.01 | [MOL File]
111771-08-5.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow to light brown powder | [Melting point ]
123-126 °C (lit.) | [Boiling point ]
301.6±27.0 °C(Predicted) | [density ]
1.9575 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Powder | [pka]
1.93±0.10(Predicted) | [color ]
Yellow to light brown | [Sensitive ]
Light Sensitive | [BRN ]
4982371 | [InChI]
1S/C7H4FIO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11) | [InChIKey]
CYCXAPWOBWWNRK-UHFFFAOYSA-N | [SMILES]
OC(=O)c1c(F)cccc1I | [CAS DataBase Reference]
111771-08-5(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 . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to light brown powder | [Uses]
2-Fluoro-6-iodobenzoic acid may be used for the synthesis of fluoro-substituted benzoyl chlorides. It may be used for the one-pot regioselective synthesis of isocoumarins. | [General Description]
2-Fluoro-6-iodobenzoic acid is loose white crystal. It can be synthesized by using 2-amino-6-fluorobenzoic acid as the starting material. | [Synthesis]
At -70°C, n-butyllithium (n-BuLi, 120 mL) was slowly added dropwise to an ether (300 mL) solution of diisopropylamine (33.33 g, 330.00 mmol). The resulting solution was stirred continuously at -70 °C for 1 h. Subsequently, a solution of 1-fluoro-3-iodobenzene (22.2 g, 100.00 mmol) in ether (100 mL) was added. After continued stirring at -70 °C for 1 h, carbon dioxide (CO2, gas) was passed into the reaction mixture. The reaction mixture was stirred at -50°C for 1 hour. After the reaction was completed, the reaction mixture was extracted with deionized water (1 x 300 mL). The pH of the aqueous layer was adjusted to 1 by dropwise addition of 4 M hydrochloric acid (HCl), followed by extraction of the aqueous layer with ethyl acetate (EtOAc, 3 × 300 mL). The organic layers were combined, washed with saturated saline (2 × 100 mL), dried over anhydrous sodium sulfate (Na2SO4), and concentrated to dryness under reduced pressure to afford 8 g (33% yield) of 2-fluoro-6-iodobenzoic acid as a yellow solid. | [References]
[1] European Journal of Organic Chemistry, 2002, # 19, p. 3351 - 3358
[2] Synthesis, 2005, # 4, p. 617 - 621
[3] Patent: WO2008/103615, 2008, A1. Location in patent: Page/Page column 41 |
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