(1S)-3-chloro-1-phenylpropan-1-ol

• ChemBase ID: 70793
• Molecular Formular: C9H11ClO
• Molecular Mass: 170.63604
• Monoisotopic Mass: 170.04984265
• SMILES: [C@@H](CCCl)(O)c1ccccc1
• Canonical SMILES: ClCC[C@@H](c1ccccc1)O
• InChI: InChI=1S/C9H11ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2/t9-/m0/s1
• InChIKey: JZFUHAGLMZWKTF-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-3-chloro-1-phenylpropan-1-ol
• IUPAC Traditional name: (1S)-3-chloro-1-phenylpropan-1-ol
• Synonyms: (S)-3-Chloro-1-phenylpropan-1-ol; (S)-(-)-alpha-(2-Chloroethyl)benzyl alcohol; (αR)-α-(2-Chloroethyl)benzenemethanol; (R)-3-Chloro-1-phenyl-1-propanol; (R)-(+)-3-Chloro-1-phenyl-1-propanol; (αS)-α-(2-Chloroethyl)benzenemethanol; α-(2-Chloroethyl)benzenemethanol; (S)-3-Chloro-1-phenyl-1-propanol; (S)-(-)-3-Chloro-1-phenyl-1-propanol; α-(2-Chloroethyl)benzyl alcohol; (S)-(-)-α-(2-Chloroethyl)benzyl alcohol; (S)-(-)-3-Chloro-1-phenylpropanol; (S)-(-)-3-Chloro-1-phenyl-1-propanol; α-(2-氯乙基)苄醇; (S)-(-)-α-(2-氯乙基)苄醇; (S)-(-)-3-氯-1-苯丙醇; (S)-(-)-3-氯-1-苯基-1-丙醇

Database IDs

• CAS Number: 100306-34-1; 100306-33-0
• MDL Number: MFCD00013309
• PubChem SID: 162036503; 24859454
• PubChem CID: 2777894

CALCULATED PROPERTIES

• Acid pKa: 14.444721
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.9901127
• LogD (pH = 7.4): 1.9901127
• Log P: 1.9901127
• Molar Refractivity: 46.7528 cm^3
• Polarizability: 18.280256 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 52-54°C; 58-60 °C(lit.); 58-60°C
• Optical Rotation: [α]19/D -25°, c = 1 in chloroform; -26 (c=1 in chloroform)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 98%; 98+%
• Optical Purity: ee: 99% (GLC)
• Linear Formula: ClCH2CH2CH(C6H5)OH

DETAILS

Sigma Aldrich - 324612

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - C379596

Intermediate in the preparation of (S)-Norfluoxetine

REFERENCES

• Zhang, P., et al.: Bioorg. Med. Chem. Lett., 18, 6067 (2008)
• Graves, A., et al.: J. Mol. Biol., 377, 914 (2008)
• Cashman, J., et al.: Bioorg. Med. Chem., 17, 337 (2008)