Description
Naphthalene-2-carbonyl fluoride (CAS No. 37827-83-1) is a high-purity fluorinated aromatic compound with the molecular formula C11H7FO. This specialized chemical is widely utilized in organic synthesis, pharmaceutical research, and material science due to its reactive carbonyl fluoride group and naphthalene backbone. The compound exhibits excellent stability under controlled conditions, making it a valuable intermediate for nucleophilic substitution reactions, cross-coupling methodologies, and fluorination processes. Available in rigorously tested batches (≥98% purity by GC/HPLC), it is supplied in amber glass vials under inert gas to ensure longevity. Ideal for researchers developing advanced fluorophores, liquid crystals, or bioactive molecules. Handle with proper PPE due to moisture sensitivity.
Properties
- CAS Number: 37827-83-1
- Complexity: 202
- IUPAC Name: naphthalene-2-carbonyl fluoride
- InChI: InChI=1S/C11H7FO/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
- InChI Key: YDNZYORUANJTLF-UHFFFAOYSA-N
- Exact Mass: 174.048093005
- Molecular Formula: C11H7FO
- Molecular Weight: 174.17
- SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)F
- Topological: 17.1
- Monoisotopic Mass: 174.048093005
- Synonyms: 37827-83-1, naphthalene-2-carbonyl fluoride, DTXSID20567024, DTXCID90517798, 2-Naphthoyl fluoride, 2-Naphthalenecarbonyl fluoride (9CI), 2-NAPHTHALENECARBONYL FLUORIDE, starbld0011074, SCHEMBL8344284, MFCD13173898, HS-3437, DB-261352, F87958
Application
Naphthalene-2-carbonyl fluoride serves as a key building block in synthesizing fluorinated naphthalene derivatives for optoelectronic materials. It is employed in Pd-catalyzed cross-coupling reactions to create conjugated systems for OLED applications. Researchers also utilize it to introduce fluorine motifs into pharmaceutical candidates, enhancing metabolic stability. Its reactivity with Grignard reagents enables access to tertiary alcohols with naphthalene cores.
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