methyltriphenoxyphosphanium iodide

• ChemBase ID: 150916
• Molecular Formular: C19H18IO3P
• Molecular Mass: 452.222651
• Monoisotopic Mass: 452.00382907
• SMILES: C[P+](Oc1ccccc1)(Oc1ccccc1)Oc1ccccc1.[I-]
• Canonical SMILES: C[P+](Oc1ccccc1)(Oc1ccccc1)Oc1ccccc1.[I-]
• InChI: InChI=1S/C19H18O3P.HI/c1-23(20-17-11-5-2-6-12-17,21-18-13-7-3-8-14-18)22-19-15-9-4-10-16-19;/h2-16H,1H3;1H/q+1;/p-1
• InChIKey: VKTOBGBZBCELGC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: methyltriphenoxyphosphanium iodide
• IUPAC Traditional name: methyltriphenoxyphosphanium iodide
• Synonyms: Triphenyl phosphite methoiodide; Methyltriphenoxyphosphonium iodide; Methyltriphenoxyphosphorus(1+) Iodide; Methyltriphenoxyphosphonium Iodide; 甲基三苯氧基碘磷; 甲基三苯氧基碘化膦

Database IDs

• CAS Number: 17579-99-6
• EC Number: 241-551-9
• MDL Number: MFCD00011911
• Beilstein Number: 3580189
• PubChem SID: 24853569; 162245076
• PubChem CID: 2735090

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.831346
• LogD (pH = 7.4): 4.831346
• Log P: 4.831346
• Molar Refractivity: 91.0794 cm^3
• Polarizability: 36.43178 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Yellow-Brownish Solid
• Melting Point: >90°C (dec.); 142-146 °C(lit.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Storage Warning: Moisture Sensitive
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥96.0% (AT); 96%
• Grade: technical
• Linear Formula: CH3P(I)(OC6H5)3

DETAILS

Sigma Aldrich - 226432

Packaging
10, 50 g in glass bottle
Application
Used in the transformation of the 5′-hydroxyl group in nucleosides to the 5′-deoxy-5′-iodo group.1

Sigma Aldrich - 69490

Caution
may discolor to brown on storage
Other Notes
Reagent for the selective dehydration of secondary alcohols1; Selective conversion of prim. alcohols to iodides2; Deoxygenation of epoxides to olefins3

Toronto Research Chemicals - M330990

Used in the transformation of the 5’-hydroxyl group in nucleosides to the 5’-deoxy-5’-iodo group.