4-methyl-1-phenyl-2,3-dihydro-1H-1λ5-phosphol-1-one

• ChemBase ID: 75023
• Molecular Formular: C11H13OP
• Molecular Mass: 192.194081
• Monoisotopic Mass: 192.07040167
• SMILES: P1(=O)(c2ccccc2)CCC(=C1)C
• Canonical SMILES: CC1=CP(=O)(CC1)c1ccccc1
• InChI: InChI=1S/C11H13OP/c1-10-7-8-13(12,9-10)11-5-3-2-4-6-11/h2-6,9H,7-8H2,1H3
• InChIKey: YMKWWHFRGALXLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-1-phenyl-2,3-dihydro-1H-1λ^5-phosphol-1-one; 4-methyl-1-phenyl-2,3-dihydro-1H-1$l^{5}-phosphol-1-one
• IUPAC Traditional name: 3-methyl-1-phenyl-4,5-dihydro-1λ^5-phosphol-1-one; 3-methyl-1-phenyl-4,5-dihydro-1$l^{5}-phosphol-1-one
• Synonyms: 1-Oxo-3-methyl-1-phenyl-2-phospholene; 2,3-Dihydro-4-methyl-1-phenylphosphole 1-oxide; MPPO; NSC 107634; 3-Methyl-1-phenyl-2-phospholene 1-oxide; 3-METHYL-1-PHENYL-2-PHOSPHOLENE-1-OXIDE; 3-Methyl-1-phenyl-2-phospholene oxide; 3-甲基-1-苯基-2-磷 1-氧化物; 3-甲基-1-苯基-2-磷杂环戊烯-1-氧化物

Database IDs

• CAS Number: 707-61-9
• EC Number: 211-901-5
• MDL Number: MFCD00014518
• Beilstein Number: 609223
• PubChem SID: 162039941; 24851507
• PubChem CID: 69722

CALCULATED PROPERTIES

• Acid pKa: 18.23488
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0919
• LogD (pH = 7.4): 2.0919
• Log P: 2.0919
• Molar Refractivity: 55.5757 cm^3
• Polarizability: 21.824446 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Lump
• Melting Point: 60-65°C; 65°C
• Boiling Point: 150 °C/0.15 mmHg(lit.); 173°C; 173-174°C/0.7mm
• Flash Point: 109°C(228°F); 113 °C; 235.4 °F
• Refractive Index: n20/D 1.5707(lit.)

Safety Information

• Storage Warning: Hygroscopic
• RTECS: SZ6105100
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-40; 22
• Safety Statements: 26-28-36/37/39-45; 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302-H312-H315-H319-H332-H335-H351
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 85%; 94%; 97%
• Grade: technical grade
• Impurities: 5% dichloromethane
• Empirical Formula (Hill Notation): C11H13OP

DETAILS

MP Biomedicals - 05222008

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 191744

Packaging
1, 10 g in glass bottle
Application
Catalyst for:
• Intramolecular aza-Wittig cyclization reactions1
• Polymerization reactions2Reactant for preparation of:
• Phospha sugars and their radical bromination derivatives as anticancer agents3

REFERENCES

• (previously believed to have the double bond in the 3-position)
• Catalyst for conversion of isocyanates to carbodiimides: Org. Synth. Coll., 5, 501 (1973).