(4R)-2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinan-2-one

• ChemBase ID: 144962
• Molecular Formular: C11H15O4P
• Molecular Mass: 242.208161
• Monoisotopic Mass: 242.07079559
• SMILES: CC1(COP(=O)(O[C@@H]1c1ccccc1)O)C
• Canonical SMILES: CC1(C)COP(=O)(O[C@@H]1c1ccccc1)O
• InChI: InChI=1S/C11H15O4P/c1-11(2)8-14-16(12,13)15-10(11)9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,12,13)/t10-/m1/s1
• InChIKey: PSZSDCWNBXVDFG-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ^5-dioxaphosphinan-2-one
• IUPAC Traditional name: (4R)-2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ^5-dioxaphosphinan-2-one
• Synonyms: (2R,4R)-5,5-Dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide; (R)-(-)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide; (4R)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide; (2R,4R)-5,5-二甲基-2-羟基-4-苯基-1,3,2-二氧磷杂环己烷 2-氧化物; (R)-(-)-2-羟基-5,5-二甲基-4-苯基-1,3,2-二氧磷杂环己烷 2-氧化物; (4R)-2-羟基-5,5-二甲基-4-苯基-1,3,2-二噁磷己环 2-氧化物

Database IDs

• CAS Number: 98674-80-7
• MDL Number: MFCD00044976
• Beilstein Number: 4294714
• PubChem SID: 24868406; 162239174
• PubChem CID: 9829482

CALCULATED PROPERTIES

• Acid pKa: 1.8521078
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.026313566
• LogD (pH = 7.4): 0.0040602377
• Log P: 2.3801677
• Molar Refractivity: 59.555 cm^3
• Polarizability: 23.960382 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 224-227 °C; 224-227 °C(lit.)
• Optical Rotation: [α]20/D -62±3°, c = 0.5% in methanol; [α]20/D -62°, c = 0.5 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (calc. based on dry substance, T); 98%
• Grade: purum
• Impurities: <5% water; ≤4% water
• Empirical Formula (Hill Notation): C11H15O4P

DETAILS

Sigma Aldrich - 448427

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 40710

Other Notes
Resolving agent for amines1