93093

Triphenylphosphine, polymer-bound

100-200 mesh, extent of labeling: ~3 mmol/g triphenylphosphine loading

• 동의어(들): Copolymer of styrene and divinylbenzene, diphenylphosphinated, Diphenylphosphino-polystyrene, Polystyrene crosslinked with divinylbenzene, diphenylphosphinated
• Linear Formula: -C₆H₄P(C₆H₅)₂
• CAS Number: 39319-11-4
• Molecular Weight: 262.29
• MDL number: MFCD00148025
• UNSPSC 코드: 12352200
• PubChem Substance ID: 57653515
• NACRES: NA.22

속성

• 양식: solid
• Quality Level: 200
• 반응 적합성: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reaction type: solution phase peptide synthesis; reagent type: ligand
• 라벨링 범위: ~3 mmol/g triphenylphosphine loading
• Matrix: crosslinked with 2% DVB
• 입자 크기: 100-200 mesh
• 작용기: phosphine oxide
• SMILES string: c1ccc(cc1)P(c2ccccc2)c3ccccc3
• InChI: 1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
• InChI key: RIOQSEWOXXDEQQ-UHFFFAOYSA-N

설명

애플리케이션

Polymer-bound triphenylphosphine is a solid-supported reagent that can be used as a better alternative to triphenylphosphine in the Mitsunobu reaction.
It can also be used:

• For the esterification of alkylphosphonic acids using primary alcohols in the presence of iodine and imidazole.
• To catalyze the conversion of 3-[3-(1,3-dioxolan-2-yl)-1-hydroxypropyl]pyridine to 3-[1-bromo-3-(1,3-dioxolan-2-yl)propyl]pyridine using carbon tetrabromide.
• To isomerize (Z)-nitro olefins to the (E)-isomers.
• To prepare polymer-bound ylides which are useful in Wittig reactions.
• To convert alcohols or carboxylic acids to the corresponding chlorides.
• In combination with carbon tetrachloride for the coupling N-alkoxycarbonyl α-amino acids and primary amines to form the corresponding amides.

기타 정보

Polymer-bound triphenylphosphine is used for preparing polymer-bound yields which are highly useful for Wittig reactions; removal of the polymer at the end of the reaction removes all the phosphine oxide.

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Faceshields, Gloves