(1R)-3-Chloro-1-phenyl-propan-1-ol RC00268

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  (1R)-3-Chloro-1-phenylpropan-1-ol  (CAS RN:  100306-33-0 ):

1. Chemical Identification  *  CAS Registry Number:  100306-33-0 *  Systematic Name (IUPAC):  (1R)-3-Chloro-1-phenylpropan-1-ol *  Synonyms:  * (R)-3-Chloro-1-phenylpropan-1-ol * (R)-3-Chloro-1-phenyl-1-propanol * (R)-γ-Chloro-β-phenylpropyl alcohol * (R)-3-Chloro-β-phenylpropyl alcohol * (R)-1-Phenyl-3-chloropropan-1-ol *  Structural Formula:   ClCH₂CH₂CH(OH)C₆H₅  *  Stereochemistry:  (R)-enantiomer. This compound is chiral and possesses a specific absolute configuration at the carbon bearing the hydroxyl group. *  Molecular Formula:  C₉H₁₁ClO *  Molecular Weight:  170.64 g/mol *  Chemical Class:  Chiral secondary alcohol; Chlorohydrin; Chloroalkylbenzene derivative.

2. Physical Properties  (Typical values - may vary slightly depending on purification/source) *  Appearance:  Colorless to pale yellow viscous liquid. *  Boiling Point:  Often reported in the range of 140-150 °C at reduced pressure (e.g., 15 mmHg). High boiling point at atmospheric pressure (decomposition likely). *  Melting Point:  Not a solid at room temperature. *  Density:  ~1.16 - 1.18 g/cm³ (estimated). *  Refractive Index (nD²⁰):  ~1.530 - 1.540 (estimated). *  Optical Rotation ([α]D²⁰):  Typically reported as (+) for the (R)-enantiomer. Exact value depends on concentration, solvent, and enantiomeric purity (e.g., [α]D²⁰ ≈ +15° to +25° (c=1, CHCl₃ or EtOH) for high ee material).  Always check the supplier's Certificate of Analysis (CoA) for specific optical rotation and ee (Enantiomeric Excess).  *  Solubility:  * Soluble in common organic solvents (e.g., ethanol, diethyl ether, ethyl acetate, dichloromethane, chloroform, acetone). * Sparingly soluble to insoluble in water. *  Stability:  Sensitive to strong acids, strong bases, and oxidizing agents. The benzylic alcohol can oxidize over time or under oxidizing conditions. The chlorine atom can be displaced via nucleophilic substitution. Store under inert atmosphere (N₂ or Ar) and refrigerated for extended periods.

3. Chemical Properties & Reactivity  *  Functional Groups:  Secondary benzylic alcohol (reducible, oxidizable, can form esters/ethers, acts as nucleophile) and primary alkyl chloride (susceptible to nucleophilic substitution: SN2 reactions, elimination, organometallic formation via Mg insertion). *  Chirality:  This enantiomerically enriched material is highly valuable for asymmetric synthesis. Reactions often occur with high diastereoselectivity due to the existing chiral center. *  Key Reactions:  *  Nucleophilic Substitution (Cl group):  Can undergo substitution with various nucleophiles (e.g., CN⁻, N₃⁻, R₂NH, RS⁻, etc.) to form compounds like β-amino alcohols, nitriles, azides, thioethers. Useful for building chiral side chains. *  Organometallic Formation:  Reacts with magnesium metal to form the chiral Grignard reagent (R)-ClCH₂CH₂CH(C₆H₅)OMgCl, which has limited stability but can be used  in situ . *  Reduction:  The chloride can be reduced (e.g., LiAlH₄, catalytic hydrogenation) to the corresponding propanol. *  Oxidation:  The alcohol can be oxidized (e.g., Dess-Martin periodinane, Swern) to the chiral aldehyde (R)-3-Chloro-1-phenylpropanal. *  Esterification:  Forms esters with carboxylic acids or anhydrides. *  Cyclization:  Can undergo intramolecular Williamson ether synthesis or amine alkylation upon substitution of Cl with appropriate heteroatoms.

4. Applications & Uses  *  Chiral Building Block:  Primarily used as a versatile chiral synthon in the enantioselective synthesis of complex molecules, especially pharmaceuticals and biologically active compounds. *  Pharmaceutical Intermediates:  Crucial starting material or intermediate in the synthesis of chiral drugs, including: * Antidepressants (e.g., precursors to Fluoxetine analogs). * Antihypertensive agents (e.g., precursors to β-blockers like Propranolol analogs). * Kinase inhibitors. * Other therapeutics targeting the central nervous system (CNS). *  Agrochemical Synthesis:  Intermediate for chiral pesticides and herbicides. *  Ligand Synthesis:  Used to prepare chiral ligands for asymmetric catalysis. *  Research Chemical:  Used in academic and industrial research laboratories for developing new synthetic methodologies and studying stereochemistry.

5. Handling, Safety, and Storage  *  Safety Data Sheet (SDS):   ALWAYS CONSULT THE CURRENT MATERIAL SAFETY DATA SHEET (SDS) FROM THE SUPPLIER BEFORE HANDLING.  *  Hazard Statements (Likely):  *  H315:  Causes skin irritation. *  H319:  Causes serious eye irritation. *  H335:  May cause respiratory irritation. *  H302:  Harmful if swallowed. *  Precautionary Statements:  Handle wearing appropriate PPE (gloves, safety glasses/goggles, lab coat). Use only in a well-ventilated area (fume hood). Avoid contact with skin, eyes, and clothing. Avoid breathing dust/fume/gas/mist/vapors/spray. Wash thoroughly after handling. *  Storage:  Store in a cool (< 8°C recommended for long term), dry, well-ventilated place. Keep tightly closed under an inert atmosphere (nitrogen or argon). Protect from moisture and light. Store away from oxidizing agents, strong acids, and strong bases. Store locked up. *  Disposal:  Dispose of contents/container in accordance with local, regional, national, and international regulations. Not classified as hazardous waste, but should be treated as such due to organic chloride content.