(R)-α-[2-(1-naphthalenyloxy)ethyl]-benzene methanol RC00263

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:   www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Dapoxetine 】

【 Providing a complete set of intermediates and impurities for Dapoxetine 】

【 Providing a complete set of intermediates and impurities for Dapoxetine 】

Here is a detailed product description for  (R)-α-[2-(1-Naphthalenyloxy)ethyl]-benzenemethanol (CAS 156453-53-1) :

1. Chemical Identity:  *  IUPAC Name:  (R)-α-[2-(Naphthalen-1-yloxy)ethyl]benzenemethanol *  Common Synonyms:  * (R)-2-(1-Naphthyloxy)-1-phenylethanol * (R)-1-(1-Naphthyloxy)-3-phenylpropan-2-ol  (Note: While structurally accurate based on carbon chain numbering, the "benzenemethanol" naming emphasizes the chiral center phenyl group)  * (R)-α-(2-((1-Naphthalenyl)oxy)ethyl)benzenemethanol *  CAS Registry Number:  156453-53-1 *  Molecular Formula:  C₁₉H₁₈O₂ *  Molecular Weight:  278.35 g/mol *  Structure:  Features a central chiral benzylic alcohol carbon (the carbinol carbon of benzenemethanol), bonded to a phenyl ring and a -CH₂CH₂O- linker, which is terminated by a 1-naphthyl (naphthalen-1-yl) group. The stereochemistry at the chiral carbon is specified as  (R) -configuration.

2. Structural Characteristics & Properties:  *  Chirality:  Possesses one stereogenic center at the benzhydrol carbon ( α -carbon bearing the OH and phenyl groups). Supplied specifically as the  (R) -enantiomer. Enantiomeric purity is a critical specification. *  Functional Groups:  Primary alcohol (benzylic), aromatic ether (alkyl naphthyl ether), two aromatic rings (benzene and naphthalene). The benzylic OH group is mildly acidic and reactive. *  Physical State:  Typically a white to off-white solid at room temperature. *  Melting Point:  Literature values often report melting points around 90-95 °C, but this can vary slightly depending on purity and crystal form.  (Specific lot-dependent data should be confirmed).  *  Solubility:  Moderately soluble in common organic solvents such as dichloromethane (DCM), chloroform (CHCl₃), ethyl acetate (EtOAc), tetrahydrofuran (THF), and dimethylformamide (DMF). Slightly soluble or insoluble in water and aliphatic hydrocarbons (hexane, petroleum ether). *  Optical Activity:  Exhibits optical rotation due to its chiral nature. The specific rotation ([α]ᴅ) value depends on concentration, solvent, and temperature. Typical values might range significantly (e.g., +30° to +60° in common solvents like CHCl₃ or ethanol), but the exact value is a key specification for each batch. *  Spectroscopic Data:  Characteristic peaks expected in: *  IR:  Broad O-H stretch (~3200-3400 cm⁻¹), C-H aromatic stretches (~3000-3100 cm⁻¹), C-O stretch (alcohol and ether ~1000-1300 cm⁻¹), aromatic C=C stretches (~1450-1600 cm⁻¹). *  ¹H NMR:  Complex aromatic region (δ ~6.8-8.3 ppm), benzylic CH(OH) methine (~δ 4.8-5.2 ppm), diastereotopic -OCH₂CH(OH)- methylene protons (δ ~2.9-4.0 ppm), OH proton (~δ 2.0-3.0 ppm, exchangeable). *  ¹³C NMR:  Signals for aromatic carbons, benzylic CH (~δ 65-75 ppm), methylene carbons (~δ 60-70 ppm). *  MS (EI):  M⁺ expected at m/z 278, base peak often related to benzylic cleavage (e.g., m/z 105 [C₇H₇O⁺] or m/z 141 [C₁₀H₇O⁺ + H?]).

3 . Handling & Storage:  *  Stability:  Stable under inert atmosphere (N₂, Ar) at recommended temperatures. Sensitive to strong acids, strong bases, and oxidizing agents. The benzylic alcohol could oxidize slowly over time. Light sensitivity possible (store in amber glass). *  Storage Conditions:  Store tightly sealed in a cool (2-8°C), dry place, preferably under inert gas and desiccant (argon/nitrogen atmosphere with silica gel). Protect from light and moisture. Long-term storage may require freezing (-20°C). *  Handling:  Handle with standard laboratory precautions. Use in a well-ventilated fume hood. Avoid contact with skin, eyes, and clothing. Avoid inhalation of dust. Wear appropriate PPE (lab coat, gloves, safety glasses). *  Hygroscopicity:  May have low to moderate hygroscopicity

4 . Applications:  *  Chiral Building Block/Synthon:  Primarily used in organic synthesis, especially asymmetric synthesis, as a source of chirality due to its defined  (R) -configuration. The alcohol and ether functionalities offer handles for further chemical modification (e.g., esterification, etherification, substitution reactions after activation). *  Pharmaceutical Intermediates:  May serve as a key intermediate in the synthesis of more complex chiral molecules, potentially for bioactive compounds or APIs (Active Pharmaceutical Ingredients), though this specific molecule is not generally recognized as a drug itself. Structural analogs have been explored. *  Ligand or Catalyst Precursor:  The chiral environment provided by the molecule could make it suitable for derivatization into chiral ligands for asymmetric catalysis or organocatalysts. *  Resolution Agent:  Potential use as a chiral derivatizing agent for the resolution of racemic acids (via diastereomeric ester formation).

5 . Safety (General - Consult SDS for Specific Batch):  *  Hazards:  May be harmful if swallowed, inhaled, or absorbed through skin. May cause eye, skin, or respiratory irritation. Combustible solid. *  Precautionary Statements:  P261 (Avoid breathing dust/fume/gas/mist/vapours/spray), P264 (Wash skin thoroughly after handling), P270 (Do not eat, drink or smoke when using this product), P271 (Use only outdoors or in a well-ventilated area), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P302+P352 (IF ON SKIN: Wash with plenty of soap and water), P304+P340 (IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing), P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing), P312 (Call a POISON CENTER or doctor/physician if you feel unwell), P330 (Rinse mouth), P332+P313 (If skin irritation occurs: Get medical advice/attention), P337+P313 (If eye irritation persists: Get medical advice/attention), P362 (Take off contaminated clothing and wash before reuse), P403+P233 (Store in a well-ventilated place. Keep container tightly closed), P405 (Store locked up), P501 (Dispose of contents/container in accordance with local/regional/national/international regulations). *  GHS Pictograms:  GHS07 (Exclamation Mark - Irritant), GHS02 (Flame - Combustible).