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3-Methyl-1-phenyl-2-phospholene 1-oxide, 94%
3-Methyl-1-phenyl-2-phospholene 1-oxide, 94%
3-Methyl-1-phenyl-2-phospholene 1-oxide, 94%
Thermo Scientific Chemicals

3-Methyl-1-phenyl-2-phospholene 1-oxide, 94%

CAS: 707-61-9 | C11H13OP | 192.198 g/mol
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Catalog number A11792.06
also known as A11792-06
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5 g
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Price (USD)
79.65
Online Exclusive
87.80
Save 8.15 (9%)
Each
Chemical Identifiers
CAS707-61-9
IUPAC Name4-methyl-1-phenyl-2,3-dihydro-1H-1λ⁵-phosphol-1-one
Molecular FormulaC11H13OP
InChI KeyYMKWWHFRGALXLE-UHFFFAOYNA-N
SMILESCC1=CP(=O)(CC1)C1=CC=CC=C1
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SpecificationsSpecification SheetSpecification Sheet
Melting Point (clear melt)57-66°C
FormCrystals or powder or crystalline powder
Identification (FTIR)Conforms
Appearance (Color)White to cream
Assay (GC)≥92.0%
3-Methyl-1-phenyl-2-phospholene 1-oxide is used as a catalyst for intramolecular aza-wittig cyclization reactions and polymerization reactions. It is a reactant used for the preparation of phospha sugars and their radical bromination derivatives as anticancer agents.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
3-Methyl-1-phenyl-2-phospholene 1-oxide is used as a catalyst for intramolecular aza-wittig cyclization reactions and polymerization reactions. It is a reactant used for the preparation of phospha sugars and their radical bromination derivatives as anticancer agents.

Solubility
Soluble in polar solvents.

Notes
Hygroscopic. Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. (previously believed to have the double bond in the 3-position)
  2. Catalyst for conversion of isocyanates to carbodiimides: Org. Synth. Coll., 5, 501 (1973).
  3. Makita, R.; Yamashita, M.; Yamaoka, M.; Fuije, M.; Nakamura, S.; Oshikawa, T.; Yamashita, J.; Yamada, M.; Asai, K.; Suyama, T.; Kondo, M.; Hasegawa, H.; Okita, Y.; Hirakawa, K.; Toda, M.; Ohnishi, K.; Sugimura, H. Novel Multiple Type Molecular Targeted Antitumor Agents: Preparation and Preclinical Evaluation of Low-Molecular-Weight Phospha Sugar Derivatives. Phosphorus Sulfur 2015, 190 (5-6), 733-740.
  4. Hu, G.; Gao, Y.; Zhao, Y. Copper-Catalyzed Decarboxylative C-P Cross-Coupling of Alkynyl Acids with H-Phosphine Oxides: A Facile and Selective Synthesis of (E)-1-Alkenylphosphine Oxides. Org. Lett. 2015, 16 (17), 4464-4467.