(3R)-6-(3-chlorophenyl)-6-hydroxy-5-methylthiomorpholine-3-carboxylic acid

• ChemBase ID: 164522
• Molecular Formular: C12H14ClNO3S
• Molecular Mass: 287.76246
• Monoisotopic Mass: 287.03829199
• SMILES: c1(cccc(c1)C1(C(N[C@@H](CS1)C(=O)O)C)O)Cl
• Canonical SMILES: OC(=O)[C@@H]1CSC(C(N1)C)(O)c1cccc(c1)Cl
• InChI: InChI=1S/C12H14ClNO3S/c1-7-12(17,8-3-2-4-9(13)5-8)18-6-10(14-7)11(15)16/h2-5,7,10,14,17H,6H2,1H3,(H,15,16)/t7?,10-,12?/m0/s1
• InChIKey: NUKIHEHYUSKICU-HLIOBJQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-6-(3-chlorophenyl)-6-hydroxy-5-methylthiomorpholine-3-carboxylic acid
• IUPAC Traditional name: (3R)-6-(3-chlorophenyl)-6-hydroxy-5-methylthiomorpholine-3-carboxylic acid
• Synonyms: (3R,5RS,6RS)-6-(3-Chlorophenyl)-6-hydroxy-5-methyl-3-thiomorpholine Carboxylic Acid(Bupropion Impurity)

Database IDs

• CAS Number: 1246812-57-6
• PubChem SID: 162258657
• PubChem CID: 71314788

CALCULATED PROPERTIES

• Acid pKa: 1.4632947
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.048697654
• LogD (pH = 7.4): -0.06259501
• Log P: -0.048645526
• Molar Refractivity: 70.8015 cm^3
• Polarizability: 28.294376 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 78-80°C

DETAILS

Toronto Research Chemicals - C378460

Bupropion impurity.