2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride

• Catalog No.: 92742
• CAS Number: 82495-75-8
• M. F.: C24H30ClOPSi
• M. W.: 429.006661
• Purity: ≥97.0% (AT)

SYNONYMS

• Title: 2-(三甲基硅烷)乙氧三苯甲基氯化膦
• IUPAC name: triphenyl({[2-(trimethylsilyl)ethoxy]methyl})phosphanium chloride
• IUPAC Traditional name: triphenyl({[2-(trimethylsilyl)ethoxy]methyl})phosphanium chloride
• Synonyms: SEM-三苯基氯化磷; SEM-triphenylphosphonium chloride

DATABASE IDS

• Beilstein Number: 4632507
• CAS Number: 82495-75-8
• PubChem SID: 24889705
• MDL Number: MFCD00043159

PROPERTIES

• Grade: purum
• Linear Formula: (CH3)3SiCH2CH2OCH2P(C6H5)3Cl
• Purity: ≥97.0% (AT)
• Melting Point: 145-149 °C(lit.)
• Melting Point: 166-169 °C
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• GHS Precautionary statements: P261-P305 + P351 + P338
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• Storage Temperature: 2-8°C
• German water hazard class: 3

DETAILS

Description (English)

Other Notes
For the preparation of 2-(trimethylsilyl)ethyl protected dienol ethers which may undergo intramolecular Diels-Alder reactions5; Homologation of carbonyl compounds6,7
Application
Reactant for:
• Enantioselective synthesis of (-)-sarain A using asymmetric Michael addition, cyclization, ring-closing metathesis, intramolecular Stille coupling, and late-state installation of tertiary amine-aldehyde proximity interaction1
• Preparation of aliphatic and alicyclic aldehydes by homologation of aldehydes2
• Wittig reactions3
• Preparation of optically active (1S,5R)-(+)-3-azabicyclo[3.2.2]non-6-en-2-one via enantioselective intramolecular cyclopropanation4

Description (简体中文)

Other Notes
用于制备 2-(三甲基硅基)乙基保护二烯醇醚，该产物可经受分子内 Diels-Alder 反应5；羰基化合物的同系化反应6,7
Application
Reactant for:
• Enantioselective synthesis of (-)-sarain A using asymmetric Michael addition, cyclization, ring-closing metathesis, intramolecular Stille coupling, and late-state installation of tertiary amine-aldehyde proximity interaction1
• Preparation of aliphatic and alicyclic aldehydes by homologation of aldehydes2
• Wittig reactions3
• Preparation of optically active (1S,5R)-(+)-3-azabicyclo[3.2.2]non-6-en-2-one via enantioselective intramolecular cyclopropanation4