330671

2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride

98%

• Synonym(s): SEM-triphenylphosphonium chloride
• Linear Formula: (CH₃)₃SiCH₂CH₂OCH₂P(C₆H₅)₃Cl
• CAS Number: 82495-75-8
• Molecular Weight: 429.01
• Beilstein/REAXYS Number: 4632507
• MDL number: MFCD00043159
• UNSPSC Code: 12352002
• PubChem Substance ID: 24859880
• NACRES: NA.22

Properties

• assay: 98%
• reaction suitability: reaction type: C-C Bond Formation
• mp: 145-149 °C (lit.)
• SMILES string: [Cl-].C[Si](C)(C)CCOC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C24H30OPSi.ClH/c1-27(2,3)20-19-25-21-26(22-13-7-4-8-14-22,23-15-9-5-10-16-23)24-17-11-6-12-18-24;/h4-18H,19-21H2,1-3H3;1H/q+1;/p-1
• InChI key: NEUMNYXEDIPGJD-UHFFFAOYSA-M

Description

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 interaction
• Preparation of aliphatic and alicyclic aldehydes by homologation of aldehydes
• Wittig reactions
• Preparation of optically active (1S,5R)-(+)-3-azabicyclo[3.2.2]non-6-en-2-one via enantioselective intramolecular cyclopropanation

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves