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Ethyltriphenylphosphonium bromide

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
Ethyltriphenylphosphonium bromide Structure
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℃
Fp 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
InChIKeyJHYNXXDQQHTCHJ-UHFFFAOYSA-M
LogP-0.69--0.446 at 35℃
CAS DataBase Reference1530-32-1(CAS DataBase Reference)
EPA Substance Registry SystemPhosphonium, ethyltriphenyl-, bromide (1530-32-1)
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 Information
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Ethyltriphenylphosphonium bromide English
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Ethyltriphenylphosphonium bromide Usage And Synthesis
Chemical PropertiesWhite to off-white crystalline powder
Usessuzuki reaction
UsesPTC catalyst
UsesEthyltriphenylphosphonium Bromide is used as a wittig reagent. Ethyltriphenylphosphonium Bromide and other phosphonium salts show antiviral activity.
UsesEthyltriphenylphosphonium 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.
Flammability and ExplosibilityNotclassified
Purification MethodsRecrystallise 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.]
Ethyltriphenylphosphonium bromide Preparation Products And Raw materials
Preparation Products(Z)-2-methoxy-4-(prop-1-enyl)phenol-->4-trans-propenylveratrole-->ISOEUGENYLMETHYLETHER-->BENZENE,(1-METHYL-1-PROPENYL)-->Phenol, 4-(1E)-1-propenyl--->1-BENZYL-4-VINYLPIPERIDINE
Ethyltriphenylphosphonium iodide Methyltriphenylphosphonium bromide PHENYLMAGNESIUM BROMIDE Tris(triphenylphosphine)rhodiu Tetraethylammonium bromide Rocuronium bromide Vecuronium bromide Tetraphenylphosphonium bromide Dimidium bromide DICHLOROTRIPHENYLPHOSPHORANE Ethyltriphenylphosphonium bromide Allyl bromide Triphenylphosphine oxide Ethylmagnesium bromide Triphenylphosphine Triphenylphosphine hydrobromide Methyl bromide Butyltriphenylphosphonium bromide
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