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HomeProduct name listEthyltriphenylphosphonium bromide

Ethyltriphenylphosphonium bromide

Synonym(s):TEP

  • CAS NO.:1530-32-1
  • Empirical Formula: C20H20BrP
  • Molecular Weight: 371.25
  • MDL number: MFCD00011838
  • EINECS: 216-223-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-24 19:19:26
Ethyltriphenylphosphonium bromide Structural

What is Ethyltriphenylphosphonium bromide?

Chemical properties

White to off-white crystalline powder

The Uses of Ethyltriphenylphosphonium bromide

Ethyltriphenylphosphonium Bromide (ETPB) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. It is also used as catalysts in the synthesis of certain organic compounds and as a pharmaceutical intermediate.

  1. Ethyltriphenylphosphonium bromide acts as a reactant in the synthesis of D-amino acids from L-cysteine-derived thiazolidines, Leiodolide A through aldol reactions and Horner-Wadsworth-Emmons olefination.
  2. It is also used in the preparation of cycloalkanoindolines through diastereoselective intramolecular inimo-ene reactions.
  3. it is used as a reagent in solid-state metathesis polycondensation to prepare alkyl-dipropenylthiophene monomers.
  4. Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization reactions.

Description

Ethyltriphenyl phosphonium bromide (ETPB) is a white to off-white crystalline powder used as a phase-transfer catalyst in the production of epoxy resins and powder coatings, and as a pharmaceutical intermediate.

Purification Methods

Recrystallise it from H2O and dry it in high vacuum at 100o. IR has bands at 1449, 1431 and 997cm-1 . [Wittig & Wittenberg Justus Liebigs Ann Chem 606 1 1957, Bergmann & Dusza J Org Chem 23 1245 1958, Beilstein 16 IV 982.]

Properties of Ethyltriphenylphosphonium bromide

Melting point: 203-205 °C(lit.)
Boiling point: 240℃[at 101 325 Pa]
Density  1.38[at 20℃]
vapor pressure  0-0.1Pa at 20-25℃
Flash point: 200 °C
storage temp.  Inert atmosphere,Room Temperature
solubility  174g/l soluble
form  Crystalline Powder
color  White to off-white
Water Solubility  120 g/L (23 ºC)
Sensitive  Hygroscopic
BRN  3599630
CAS DataBase Reference 1530-32-1(CAS DataBase Reference)
EPA Substance Registry System Phosphonium, ethyltriphenyl-, bromide (1530-32-1)

Safety information for Ethyltriphenylphosphonium bromide

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H318:Serious eye damage/eye irritation
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Ethyltriphenylphosphonium bromide

InChIKey JHYNXXDQQHTCHJ-UHFFFAOYSA-M

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