5,5-dimethyl-1,3,2λ5-dioxaphosphinan-2-one

• ChemBase ID: 150253
• Molecular Formular: C5H11O3P
• Molecular Mass: 150.112801
• Monoisotopic Mass: 150.04458084
• SMILES: CC1(COP(=O)OC1)C
• Canonical SMILES: CC1(C)COP(=O)OC1
• InChI: InChI=1S/C5H11O3P/c1-5(2)3-7-9(6)8-4-5/h9H,3-4H2,1-2H3
• InChIKey: QHXZLTUNAVKFIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,5-dimethyl-1,3,2λ^5-dioxaphosphinan-2-one
• IUPAC Traditional name: 5,5-dimethyl-1,3,2λ^5-dioxaphosphinan-2-one
• Synonyms: 2,2-Dimethylpropane-1,3-diol cyclic phosphonate; Cyclic 2,2-dimethyltrimethylene phosphonate; Neopentylene phosphite; Neopentylglycol hydrogen phosphite; 5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one; 5,5-二甲基-1,3,2-二氧磷杂环己烷-2-酮

Database IDs

• CAS Number: 4090-60-2
• EC Number: 223-832-8
• PubChem SID: 162244414; 24878543
• PubChem CID: 6335186

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.9882
• LogD (pH = 7.4): 0.9882
• Log P: 0.9882
• Molar Refractivity: 33.1924 cm^3
• Polarizability: 13.97792 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-56 °C(lit.)
• Flash Point: 109 °C; 228.2 °F

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 3

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C5H11O3P

DETAILS

Sigma Aldrich - 541524

Packaging
5 g in glass bottle
Application
Reactant for:
• Palladium(I) catalyzed addition of P(O)-H bonds1
• Highly regioselective modified Pudovik addition reaction2
• Radical reactions mediated by manganese(III) acetate3
• Stable cyclic DEPMPO derivatives as mechanistic markers of stereoselective hydroxyl radical adduct formation in biological systems4
• Copper-catalyzed aerobic oxidative dehydrogenative coupling reactions5
• Bisphosphonates/phosphanamidates as anticancer agents6