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Ethyltriphenylphosphonium bromide

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Ethyltriphenylphosphonium bromide Basic information

Product Name:
Ethyltriphenylphosphonium bromide
Synonyms:
  • Ethyltriphenylbromophosphine
  • ethyltriphenyl-phosphoniubromide
  • Ethyl(trisphenyl)phosphonium bromide
  • Ethyl triphenyl phosphoniuM broMide (ETPB)
  • TEP (oniuM coMpound)
  • ETHYLTRIPHENYLPHOSPHONIUM BRIMIDE
  • ethyl triphenylphosphoiuum bromide
  • ETHYLTRIPHENYLPHOSPHONIUM BROMIDE 99+%
CAS:
1530-32-1
MF:
C20H20BrP
MW:
371.25
EINECS:
216-223-3
Product Categories:
  • Phosphonium SaltsC-C Bond Formation
  • Greener Alternatives: Catalysis
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents
  • Phase Transfer Catalysts
  • Phosphonium Compounds
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
  • organophosphorus compound
Mol File:
1530-32-1.mol
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Ethyltriphenylphosphonium bromide Chemical Properties

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
InChIKey
JHYNXXDQQHTCHJ-UHFFFAOYSA-M
LogP
-0.69--0.446 at 35℃
CAS DataBase Reference
1530-32-1(CAS DataBase Reference)
EPA Substance Registry System
Phosphonium, ethyltriphenyl-, bromide (1530-32-1)
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Safety Information

Hazard Codes 
Xn,N,Xi
Risk Statements 
22-51/53-36/37/38-21/22
Safety Statements 
61-36/37/39-26-36
RIDADR 
UN 3077 9/PG 3
WGK Germany 
2
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29310095

MSDS

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Ethyltriphenylphosphonium bromide Usage And Synthesis

Chemical Properties

White to off-white crystalline powder

Uses

suzuki reaction

Uses

Ethyltriphenylphosphonium Bromide is used as a wittig reagent. Ethyltriphenylphosphonium Bromide and other phosphonium salts show antiviral activity.

Uses

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.

Uses

PTC catalyst

Flammability and Explosibility

Not classified

reaction suitability

reaction type: C-C Bond Formation

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.]

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