| Identification | More | [Name]
5-FLUORO-2-METHOXYBENZALDEHYDE | [CAS]
19415-51-1 | [Synonyms]
2-METHOXY-5-FLUOROBENZALDEHYDE
5-FLUORO-2-METHOXYBENZALDEHYDE
5-FLUORO-O-ANISALDEHYDE
5-FLUORO-2-METHOXYBEZALDEHYDE, 96%
5-Fluoro-o-2-methoxybenzaldehyde | [Molecular Formula]
C8H7FO2 | [MDL Number]
MFCD00143458 | [Molecular Weight]
154.14 | [MOL File]
19415-51-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale yellow powder and lumps | [Melting point ]
41-46 °C (lit.) | [Boiling point ]
118 °C / 14mmHg | [density ]
1.192±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to lump | [color ]
White to Almost white | [Sensitive ]
Air Sensitive | [CAS DataBase Reference]
19415-51-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
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 ]
29130000 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow powder and lumps | [Uses]
5-Fluoro-2-methoxybenzaldehyde may be used in the synthesis of 5-(5-fluoro-2-methoxyphenyl)imidazolidine-2,4-dione. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 53, p. 3145, 1988 DOI: 10.1021/jo00249a004
Synthetic Communications, 19, p. 2001, 1989 DOI: 10.1080/00397918908052593 | [General Description]
5-Fluoro-2-methoxybenzaldehyde is an aryl fluorinated building block. | [Synthesis]
Synthesis of compound 1.2. 2-Bromo-4-fluoroanisole (100 g, 487.75 mmol, 1.00 equiv) and THF (1.5 L) were added to a 3000 mL three-necked round-bottomed flask under nitrogen protection. With stirring at -78 °C, n-butyllithium (n-BuLi, 215.6 mL) was added slowly and dropwise. The reaction mixture was continued stirring at -78 °C for 1 hour. Subsequently, N,N-dimethylformamide (DMF, 71.54 g, 978.79 mmol, 2.01 eq.) was added slowly and dropwise at the same temperature. The reaction system was warmed up to room temperature and stirred for 1 hour. Upon completion of the reaction, the reaction was quenched by the addition of 800 mL of aqueous ammonium chloride (NH4Cl aq.). The reaction mixture was extracted with 500 mL of ethyl acetate, the organic layers were combined and concentrated under reduced pressure. The crude product was purified by column chromatography to afford 65.7 g (87% yield) of 5-fluoro-2-methoxybenzaldehyde (1.2) as a light yellow solid. | [References]
[1] Patent: WO2017/91600, 2017, A1. Location in patent: Paragraph 0386-0387
[2] Patent: US2017/166584, 2017, A1. Location in patent: Paragraph 0418-0420
[3] Journal of Organic Chemistry, 2013, vol. 78, # 12, p. 5955 - 5963 |
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