| Identification | More | [Name]
2-FLUORO-6-HYDROXYBENZALDEHYDE | [CAS]
38226-10-7 | [Synonyms]
2-FLUORO-6-HYDROXYBENZALDEHYDE
6-FLUOROSALICYLALDEHYDE
6-Fluorosalicylaldehyde,97%
2-Fluoro-6-hydroxybenzaldehyde 98% | [EINECS(EC#)]
642-482-0 | [Molecular Formula]
C7H5FO2 | [MDL Number]
MFCD01090996 | [Molecular Weight]
140.11 | [MOL File]
38226-10-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
37-39°C | [Boiling point ]
201.3±20.0 °C(Predicted) | [density ]
1.350±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to lump | [pka]
7.18±0.10(Predicted) | [color ]
White to Yellow to Orange | [Sensitive ]
Air Sensitive | [BRN ]
1935289 | [InChI]
InChI=1S/C7H5FO2/c8-6-2-1-3-7(10)5(6)4-9/h1-4,10H | [InChIKey]
FZIBGCDUHZBOLA-UHFFFAOYSA-N | [SMILES]
C(=O)C1=C(O)C=CC=C1F | [CAS DataBase Reference]
38226-10-7(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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [Hazard Note ]
Irritant | [HS Code ]
2912490090 |
| Hazard Information | Back Directory | [Uses]
2-FLUORO-6-HYDROXYBENZALDEHYDE is used in the preparation of aromatic compounds as human PAI-1 inhibitors.
| [Synthesis]
Step 3: Synthesis of 2-fluoro-6-hydroxybenzaldehyde
A solution of 2-fluoro-6-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde (6.5 g, 29.0 mmol) and p-toluenesulfonic acid (TsOH, 2 g, 11.6 mmol) in dichloromethane (DCM, 30 mL) was stirred for 5 hours at room temperature. After completion of the reaction, the mixture was diluted with dichloromethane (100 mL). The organic layer was washed sequentially with saturated aqueous sodium bicarbonate and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 100:1 to 20:1 gradient elution) to afford 2-fluoro-6-hydroxybenzaldehyde (3.0 g, 74% yield) as a light yellow solid.
1H NMR (400 MHz, CDCl3): δ 11.49 (s, 1H), 10.29 (s, 1H), 7.46-7.52 (m, 1H), 6.79 (d, J = 8.8 Hz, 1H), 6.63-6.68 (m, 1H). | [References]
[1] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 19, p. 2925 - 2929
[2] Patent: US2017/37038, 2017, A1. Location in patent: Paragraph 0096; 0378; 0382; 0383 |
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