10-phenoxy-9,11-dioxa-10-phosphapentacyclo[10.6.1.11,4.016,19.08,20]icosa-4(20),5,7,12,14,16(19)-hexaene

• ChemBase ID: 135759
• Molecular Formular: C23H19O3P
• Molecular Mass: 374.368921
• Monoisotopic Mass: 374.1071811
• SMILES: c1ccc(cc1)OP1Oc2cccc3c2C2(CC3)CCc3c2c(ccc3)O1
• Canonical SMILES: c1ccc(cc1)OP1Oc2cccc3c2C2(c4c(O1)cccc4CC2)CC3
• InChI: InChI=1S/C23H19O3P/c1-2-8-18(9-3-1)24-27-25-19-10-4-6-16-12-14-23(21(16)19)15-13-17-7-5-11-20(26-27)22(17)23/h1-11H,12-15H2
• InChIKey: JVANYVSBBJFGMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-phenoxy-9,11-dioxa-10-phosphapentacyclo[10.6.1.1^1,^4.0^1^6,^1^9.0^8,^2^0]icosa-4(20),5,7,12,14,16(19)-hexaene
• IUPAC Traditional name: 10-phenoxy-9,11-dioxa-10-phosphapentacyclo[10.6.1.1^1,^4.0^1^6,^1^9.0^8,^2^0]icosa-4(20),5,7,12,14,16(19)-hexaene
• Synonyms: (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1′,7′-fg][1,3,2]dioxaphosphocin-5-phenoxy; Phenyl-[(R)-1,1-spirobiindane-7,7-diyl]-phosphite; (R)-ShiP; (11aR)-(+)-10,11,12,13-四氢二茚并[7,1-de:1′,7′-fg][1,3,2] 二氧磷杂八环-5-苯氧基; 苯基-[(R)-1,1-螺二氢茚-7,7-二基]-亚磷酸酯

Database IDs

• CAS Number: 656233-53-3
• MDL Number: MFCD08459341
• PubChem SID: 162230032
• PubChem CID: 11660770

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.67515
• LogD (pH = 7.4): 6.6751995
• Log P: 6.6752
• Molar Refractivity: 116.9848 cm^3
• Polarizability: 41.03196 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 91-105 °C
• Optical Rotation: [α]22/D +209°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C23H19O3P