This compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
External Descriptors
Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Peso molecolare
316.220 g/mol
XLogP3
4.100
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
4
Exact Mass
316.052 Da
Monoisotopic Mass
316.052 Da
Topological Polar Surface Area
26.300 Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
370.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
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Recensioni
Recensioni dei clienti
Application Protocols
No validated biological assay protocols are specified for this catalog item. For general laboratory handling:
Prepare stock solutions at 10–100 mM in DMSO, DMF, or acetonitrile as solubility permits (literature-general). Filter through 0.22 µm PTFE if particulate is present.
For SNAr reactions: Charge substrate, base, nucleophile, and solvent under inert atmosphere; heat to target temperature and monitor by LC–MS/HPLC. Quench into water, extract into EtOAc, wash, dry, and purify by silica gel chromatography.
For spectroscopic work: Protect from strong UV during storage; record UV–Vis to assess background absorption typical of diaryl ketones.
Note: These are general research guidelines; adapt to your specific application and consult primary literature. No application testing has been performed by the supplier.
Biological Roles
This product is a synthetic aromatic ketone and does not have established endogenous biological roles.
No known participation in metabolic pathways or signaling is reported for this specific structure (literature-general for non-natural diaryl ketones).
The perfluoroaryl motif is often used in research to modulate physicochemical properties (e.g., lipophilicity, metabolic stability) of small molecules; such use is strictly as a research intermediate.
Note: Any biological testing should be performed under appropriate laboratory approvals. This product is supplied strictly for research use only and is not intended for diagnostic, therapeutic, or clinical applications.
Buffer Applications
Not typically applicable. As a hydrophobic diaryl ketone, this compound is not used to prepare aqueous buffering systems. For experimental work requiring stock solutions, researchers commonly prepare organic stock solutions (e.g., in DMSO or acetonitrile) and then dilute into the assay medium as tolerated.
For guidance on solution preparation and solvent choice, see the Solvent Selection and Application Protocols sections.
Green Alternatives
While the compound itself is a fixed structure, its processing can be improved by greener solvent and reagent choices (literature-general):
Prefer ethyl acetate, 2-MeTHF, cyclopentyl methyl ether (CPME), or toluene over chlorinated solvents when compatible with the chemistry and analytics.
For SNAr, replace DMF/DMSO with propylene carbonate or dimethyl isosorbide where feasible; monitor rates and selectivity.
Use carbonate bases (K2CO3, Cs2CO3) or organic superbases in catalytic amounts with phase-transfer strategies to reduce inorganic waste.
Comparison (general):
Chlorinated solvents (DCM, CHCl3): excellent solubility and workup; environmental and safety concerns.
2-MeTHF/CPME: renewable origin (2-MeTHF), broader safety margin, easier separation; sometimes slower kinetics for polar SNAr.
Ethyl acetate/toluene: lower toxicity; may require higher temperatures for dissolution or reaction.
Process tips:
Employ microscale DoE to identify the greenest solvent/base combination meeting rate and selectivity needs.
Optimize solid handling (slurries, high-solids reactions) to reduce solvent volumes.
Favor room-temperature or flow conditions to minimize energy input where compatible.
Pharmaceutical Uses
No pharmacopeial or excipient status is indicated for this item. In a pharmaceutical R&D context (non-clinical):
May serve as a synthetic intermediate or reference compound in medicinal chemistry programs exploring perfluoroaryl benzophenone–derived scaffolds (literature-general).
Could be used to generate SAR analogs via SNAr diversification of the pentafluorophenyl ring, followed by evaluation in preclinical assays.
This product is supplied for research use only and is not intended for human or veterinary use, drug formulation, or clinical applications.
Physical Properties
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Melting point / Boiling point: Not specified for this item; refer to CoA/Spec Sheet. (Aryl ketone derivatives of benzophenone are typically crystalline solids with moderate melting points; literature-general.)
Density / Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
Solubility (literature-general):
Expected to be sparingly soluble in water due to aromaticity and fluorination.
Good solubility in common organic solvents such as dichloromethane, chloroform, THF, acetone, ethyl acetate, DMF, and DMSO.
Partitioning (literature-general): Perfluoroaryl substitution and ethoxy group suggest a moderately high logP relative to benzophenone, indicating lipophilicity; exact value not specified.
pKa: Not applicable (no acidic/basic center expected to ionize under neutral conditions; literature-general for diaryl ketones).
UV–Vis (literature-general): Diaryl ketones exhibit strong π→π* absorption in the UV; the perfluoroaryl ring may cause hypsochromic shifts versus benzophenone; numeric cutoffs not specified for this item.
Note: For exact numeric specifications (mp, bp, density, UV cutoff, trace impurities), consult the CoA/Spec Sheet for this specific SKU.
Quality and Grades
Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
Interpretive guidance (general):
For structure–activity studies or synthetic intermediates, a research-grade or ≥95–98% purity is typically sufficient; for photophysical studies or analytical calibration, higher assay and low UV-absorbing impurities may be desirable (literature-general).
If an inhibitor to peroxide formation or a stabilizer were present, it would be listed; none is specified for this item.
CoA typically includes: assay by HPLC/GC/NMR, identity confirmation (NMR/HRMS), and residual solvent profile. Trace metals or specific impurities limits are application-dependent and should be verified on the CoA.
What to verify before use:
Target assay/purity, water content (Karl Fischer), and the absence of residual acids/bases if the compound will be used in base- or acid-sensitive reactions.
For photochemistry or spectroscopy, confirm UV–Vis profile and background fluorescence if relevant.
Reaction and Applications
Functional motifs present (literature-general): an electron-poor pentafluorophenyl ring primed for nucleophilic aromatic substitution (SNAr), and a benzophenone carbonyl amenable to typical aryl ketone transformations.
Representative applications:
SNAr diversification of the perfluoroaryl ring: Installation of amines, alkoxides, and thiolates at positions activated by the adjacent carbonyl (often ortho/para). Typical conditions: K2CO3/Cs2CO3, DMF/DMSO, 60–120 °C. This enables rapid library generation of diaryl ketones bearing tailored nucleophiles.
Imine/oxime/hydrazone formation: Condensation of the carbonyl with amines, hydroxylamine, or hydrazines under acid catalysis for derivatization and analytical tagging.
Selective reduction: Conversion to the corresponding benzhydrol using NaBH4 or hydrosilanes (e.g., PMHS) under Lewis acid catalysis; subsequent functionalization enables diarylmethane synthesis.
Photochemistry (benzophenone-like; literature-general): Under UV irradiation, diaryl ketones can access excited triplet states, participate in hydrogen abstraction or act as photosensitizers; perfluoroaryl substitution modulates triplet energy and reactivity.
Electrophilic aromatic substitution on the ethoxy ring: The para-ethoxy ring (anisyl-like) is activated toward EAS (e.g., nitration, halogenation) with directing effects to ortho/para; conditions must avoid undesired SNAr elsewhere.
Use cases:
Building block for medicinal chemistry SAR where perfluoroaryl motifs tune lipophilicity and electronics.
Precursor to fluorinated biaryl scaffolds via stepwise SNAr then cross-coupling on newly installed handles.
Reaction Conditions
General literature guidance for transformations of perfluoroaryl benzophenones (illustrative; adjust to your substrate and scale):
SNAr (O-, N-, S-nucleophiles):
Solvent: DMF, DMSO, NMP, or acetonitrile.
Base: K2CO3 (2–3 equiv) or Cs2CO3 (1.5–2 equiv); stronger bases (t-BuOK, NaH) for less nucleophilic partners.
Temperature: 60–120 °C (microwave 100–150 °C can shorten times to 10–30 min).
Time: 2–18 h (conventional heating); monitor by LC–MS.
Notes: Ortho/para positions to the carbonyl are typically most reactive in perfluoroaryl systems.
Carbonyl reduction to benzhydrol:
Reagent: NaBH4 (1.5–3 equiv) in MeOH/THF at 0–25 °C; or PMHS + TiCl4 (cat.) in DCM.
Workup: Quench with saturated NH4Cl; extract with EtOAc.
Imine/oxime formation:
Reagent: Primary amine or NH2OH·HCl, catalytic acid (AcOH, p-TsOH), Dean–Stark in toluene or 3 Å sieves in DCM/MeCN.
Temperature: rt to reflux; 2–16 h.
Electrophilic aromatic substitution on ethoxy ring:
Conditions: Lewis/Brønsted acid catalysis (e.g., AlCl3 for acylations; FeBr3 for bromination) in DCM or nitrobenzene; control to avoid overreaction.
Yields and selectivity depend strongly on nucleophile identity and position; consult primary literature for analogous substrates.
Safety and Handling
GHS classification / Signal word / H-statements / Pictograms: Not specified for this item; refer to the SDS for authoritative hazard communication.
General hazards (literature-general for aromatic ketones): May cause irritation to skin, eyes, and respiratory tract on contact or inhalation of dust. Avoid dust formation.
PPE: Laboratory coat, safety glasses or chemical splash goggles, and suitable gloves (e.g., nitrile). Use in a fume hood to minimize exposure.
Handling notes:
Avoid contact with strong bases or strong nucleophiles unless performing controlled SNAr chemistry.
Prevent prolonged exposure to strong UV light if photoreactivity is a concern (diaryl ketones can undergo photochemical reactions; literature-general).
Incompatibilities (literature-general): Strong reducing agents (which can reduce aryl ketones), strong oxidizers (general chemical hygiene caution), and strong bases/nucleophiles that may induce substitution on the pentafluorophenyl ring.
First aid (overview; defer to SDS):
Skin/eye contact: Rinse with water for at least 15 minutes; remove contaminated clothing.
Inhalation: Move to fresh air; seek medical attention if symptoms persist.
Ingestion: Rinse mouth; seek medical attention.
Spill response: Avoid dust; collect mechanically or with inert absorbent; dispose according to local regulations.
Always consult the product-specific SDS for complete hazard, toxicological, and regulatory information.
Solvent Selection
This diaryl ketone is generally nonpolar to moderately polar and dissolves well in a range of organic media.
Water miscibility: Poor; stock solutions are typically prepared in DMSO, DMF, or acetonitrile for assays; for reactions, DCM/THF/DMF are common.
Dielectric considerations: For SNAr on the pentafluorophenyl ring, polar aprotic solvents (DMF, DMSO, NMP) enhance nucleophilicity; for electrophilic aromatic substitution on the ethoxy-phenyl ring, chlorinated solvents or nitrobenzene are seen in literature.
Volatility and workup: DCM/ethyl acetate facilitate easy removal and extraction; DMF/DMSO require high-vacuum or aqueous workup.
When to choose alternatives:
If base-sensitive nucleophiles are used, acetonitrile can be milder than DMF.
For greener profiles, consider 2-MeTHF instead of THF or toluene/ethyl acetate mixtures instead of chlorinated solvents (see Green Alternatives).
Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
Reconstitution:
Prepare solutions in dry organic solvents (e.g., DCM, THF, acetonitrile, DMF, or DMSO) according to intended use. For biological assays, DMSO stock solutions (10–100 mM) are typical; dilute into assay buffer immediately before use to minimize precipitation.
If weighing a hygroscopic or finely powdered solid, minimize air exposure and use antistatic measures.
Stability (literature-general): Aromatic ketones are generally stable at ambient conditions. Avoid prolonged exposure to strong UV light and strong bases unless intended for reaction (SNAr can occur under basic conditions).
Freeze–thaw: If preparing aliquots in DMSO/DMF, store in sealed amber vials; minimize freeze–thaw cycles to reduce moisture ingress. For long-term solution storage, purge headspace with inert gas and keep at 2–8 °C or below as compatible with solvent.
Always refer to the item-specific CoA/SDS for detailed storage and stability guidance.
Structure and Identity
A perfluoroaryl–aryl ketone bearing a para-ethoxy substituent on the non-fluorinated ring; an electron-poor pentafluorophenyl ring is conjugated to the benzophenone carbonyl.
Core: Benzophenone (diaryl ketone) with a central carbonyl (C=O) flanked by two aryl rings.
Ring A (perfluoroaryl): 2',3',4',5',6'-pentafluorophenyl directly attached to the carbonyl; strongly electron-withdrawing, activating the ring toward SNAr at positions ortho/para to the carbonyl (literature behavior).
Ring B (anisole-like): A phenyl ring bearing a para-ethoxy (–OCH2CH3) substituent relative to the carbonyl; electron-donating by resonance, directing electrophilic substitution to ortho/para (literature behavior).
Stereochemistry: None (achiral, planar aromatic system around a trigonal carbonyl carbon).
2D description in words: an ethoxy-substituted anisyl ring linked through a carbonyl to a pentafluorophenyl ring; five fluorines replace all ring hydrogens on the perfluoroaryl partner.
Synthetic Utility
Reactivity map (literature-general):
Carbonyl (ketone): Nucleophilic additions (hydride, organometallics), condensations (imines, oximes, hydrazones), and reductions to benzhydrols. Potential for acyl transfer under activating conditions (rare for diaryl ketones without activation).
Pentafluorophenyl ring: Highly activated toward SNAr; F can be displaced by O-, N-, S-nucleophiles with base. Positioning relative to the carbonyl influences leaving group lability (ortho/para typically most activated).
Ethoxy-substituted phenyl ring: Electron-rich; undergoes EAS and can serve as a handle for further functionalization (e.g., demethylation-type strategies adapted to ethoxy if needed, or conversion after O-dealkylation).
Strategic uses:
Late-stage diversification: Install a diverse set of nucleophiles on the perfluoroaryl ring, then manipulate the benzhydrol (via selective reduction) to access diarylmethanes or introduce further functionality via Mitsunobu or halogenation–cross-coupling sequences.
Polarity tuning: The ethoxy group modulates solubility and electronics, assisting fine-tuning of binding or ADME properties in probe development.
Photochemical handles: Diaryl ketones can act as triplet sensitizers; incorporation into photoredox or energy-transfer systems is feasible with appropriate design.
Target Specificity
Not applicable. This product is a small-molecule chemical, not a biological targeting reagent. No antigen, epitope, or isotype information applies.
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