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About This Item
Linear Formula:
CH3CONHC6H4F
CAS Number:
Molecular Weight:
153.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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Assay
98%
mp
82-84 °C (lit.)
solubility
methanol: soluble 25 mg/mL, clear, colorless to yellow
SMILES string
CC(=O)Nc1cccc(F)c1
InChI
1S/C8H8FNO/c1-6(11)10-8-4-2-3-7(9)5-8/h2-5H,1H3,(H,10,11)
InChI key
AQLLDCFUQXGLHM-UHFFFAOYSA-N
General description
3′-Fluoroacetanilide is a substituted acetanilide. Fieldel-Crafts acylation of 3-fluoroacetanilide with chloroacetyl chloride is reported to yield 2′-fluoro-4′-acteamido-2-(1H-1,2,4-triazole-1-yl) acetophenone. Nitration of 3-fluoroacetanilide with nitronium tetrafluoroborate is reported.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Nitrations of acetanilides by reagents of NO2X type.
Lynch BM, et al.
Canadian Journal of Chemistry, 46(7), 1141-1152 (1968)
E Livni et al.
International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology, 19(2), 191-199 (1992-02-01)
[4-18F] 2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-l-yl)-2-propanol [( 4-18F] fluconazole) was synthesized from its amino precursor. Fieldel-Crafts acylation of 3-fluoroacetanilide with chloroacetyl chloride produced 2'-fluoro-4'-acteamido-2-(1H-1,2,4-triazole-1-yl) acetophenone in 12% yield. Sequential reaction with (1) dimethylsulphoxonium methylide and (2) 1,2,4-triazole followed by in situ hydrolysis resulted in
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