309567

(Methoxymethyl)triphenylphosphonium chloride

97%

• Synonym(s): Triphenyl(methoxymethyl)phosphonium chloride
• Linear Formula: (C₆H₅)₃P(Cl)CH₂OCH₃
• CAS Number: 4009-98-7
• Molecular Weight: 342.80
• Beilstein: 3599844
• EC Number: 223-664-5
• MDL number: MFCD00011800
• UNSPSC Code: 12352107
• PubChem Substance ID: 24858739
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• reaction suitability: reaction type: C-C Bond Formation
• mp: 185-195 °C (dec.) (lit.)
• functional group: ether; phosphine
• SMILES string: [Cl-].COC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C20H20OP.ClH/c1-21-17-22(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1
• InChI key: SJFNDMHZXCUXSA-UHFFFAOYSA-M

Description

Application

(Methoxymethyl)triphenylphosphonium chloride is a Wittig reagent that reacts with aldehydes and ketones to give substituted alkenes. This Wittig reaction finds application as the key step in the synthesis of:

• Antimalarial drug, (+)-artemisinin.
• Substituted quinolines.
• Akuammiline alkaloid picrinine.
• 7H-pyrrolo[2,3-d]pyrimidine derivatives for signal transducers and activators of transcription 6 (STAT6) inhibitors.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H411
• Precautionary Statements: P264 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): >482.0 °F
• Flash Point(C): > 250 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves