(1R,4aS,10aR)-1-isothiocyanato-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

• ChemBase ID: 156468
• Molecular Formular: C20H27NS
• Molecular Mass: 313.50008
• Monoisotopic Mass: 313.18642087
• SMILES: CC(C)c1ccc2c(c1)CC[C@@H]1[C@@]2(CCC[C@@]1(C)N=C=S)C
• Canonical SMILES: S=C=N[C@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1)C(C)C)C
• InChI: InChI=1S/C20H27NS/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(17,3)10-5-11-20(18,4)21-13-22/h6,8,12,14,18H,5,7,9-11H2,1-4H3/t18-,19-,20-/m1/s1
• InChIKey: LKPKIJGOKZTHAA-VAMGGRTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4aS,10aR)-1-isothiocyanato-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene
• IUPAC Traditional name: (1R,4aS,10aR)-7-isopropyl-1-isothiocyanato-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene
• Synonyms: DDHAIC; Degradingdehydroabietyl isothiocyanate; (1R,4aS,10aR)-7-Isopropyl-1-isothiocyanato-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

Database IDs

• CAS Number: 784213-51-0
• MDL Number: MFCD19704820
• PubChem SID: 162250606
• PubChem CID: 26594681

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.530045
• LogD (pH = 7.4): 6.530045
• Log P: 6.530045
• Molar Refractivity: 98.0016 cm^3
• Polarizability: 38.362823 Å^3
• Polar Surface Area: 12.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +44±2°, c = 0.1 in acetonitrile

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥98.0% (elemental analysis)
• Grade: for chiral derivatization
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C20H27NS

DETAILS

Sigma Aldrich - 89394

Application
Chiral derivatizing reagent for the enantioseparation of racemic amino acids by CE.