Ethyltriphenylphosphonium bromide

Base Information

• Chemical Name: Ethyltriphenylphosphonium bromide
• CAS No.: 1530-32-1
• Deprecated CAS: 1091590-86-1,154489-89-1,2069974-11-2
• Molecular Formula: C20H20BrP
• Molecular Weight: 371.257
• Hs Code.: HOSPHONIUM BROMIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 216-223-3
• NSC Number: 60660
• UNII: R85V84UL5V
• DSSTox Substance ID: DTXSID90883687
• Wikidata: Q27287962
• ChEMBL ID: CHEMBL353497
• Mol file: 1530-32-1.mol

Synonyms:Ethyltriphenylphosphonium bromide;1530-32-1;Ethyl triphenyl phosphonium bromide;Phosphonium, ethyltriphenyl-, bromide;Triphenylethylphosphonium bromide;Ethyl triphenylphosphonium Bromide;ethyltriphenylphosphoniumbromide;ethyltriphenylphosphanium bromide;Guaifenesin Powder;C20H20BrP;UNII-R85V84UL5V;MFCD00011838;Phosphonium, ethyltriphenyl-, bromide (1:1);Ethyltriphenylfosfonium bromide;R85V84UL5V;ethyl(triphenyl)phosphanium;bromide;EINECS 216-223-3;SCHEMBL42887;ethyltriphenylphosphoniumbromid;ethyltriphenylphophonium bromide;CHEMBL353497;ethyl-triphenylphosphoniumbromide;NSC-60660;EC 216-223-3;PubChem18705;AC1L2KDS;AC1Q1RAN;KSC491K2T;Jsp002963;(ethyl)triphenylphosphonium bromide;ethyl(triphenyl)phosphonium bromide;TRIPHENYL ETHYL PHOSPHONIUM BROMIDE;ETHYL(TRISPHENYL)PHOSPHONIUM BROMIDE;C20H20P.Br;TEP (ONIUM COMPOUND);C20-H20-P.Br;ethyl-triphenylphosphonium bromide;ethyltriphenyl-phosphonium bromide;DTXSID90883687;ethyl triphenyl-phosphonium bromide;ethyl-triphenyl-phosphonium bromide;triphenyl-ethyl phosphonium bromide;Ethyl-Triphenyl-Phosphanium Bromide;(ethyl)triphenyl-phosphonium bromide;AMY23341;BCP22499;NSC60660;STR06599;NSC 60660;AKOS015832988;AKOS025117488;Ethyltriphenylphosphonium bromide, 99%;GC10166;bromide (1:1)ethyltriphenyl-phosphonium;J237.373D;CS-0015072;E0382;FT-0625799;FT-0668411;EN300-52977;D70271;J-008972;J-521358;Q27287962;ETHYLTRIPHENYLPHOSPHONIUM BROMIDE;TEP

Chemical Property of Ethyltriphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0-0.1Pa at 20-25℃
• Melting Point: 203-205 °C(lit.)
• Boiling Point: 240℃[at 101 325 Pa]
• Flash Point: 200 °C
• PSA: 13.59000
• Density: 1.38[at 20℃]
• LogP: 1.00440
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: 174g/l soluble
• Water Solubility.: 120 g/L (23 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 370.04860
• Heavy Atom Count: 22
• Complexity: 247

Purity/Quality:

99% ^*data from raw suppliers

Ethyltriphenylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N,Xi
• Statements: 22-51/53-36/37/38-21/22
• Safety Statements: 61-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: suzuki reaction PTC catalyst Ethyltriphenylphosphonium Bromide is used as a wittig reagent. Ethyltriphenylphosphonium Bromide and other phosphonium salts show antiviral activity. 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. 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. It is also used in the preparation of cycloalkanoindolines through diastereoselective intramolecular inimo-ene reactions. it is used as a reagent in solid-state metathesis polycondensation to prepare alkyl-dipropenylthiophene monomers. Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization reactions.

Technology Process of Ethyltriphenylphosphonium bromide

There total 13 articles about Ethyltriphenylphosphonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

ethyl bromide (74-96-4) + triphenylphosphine (603-35-0) → ethyltriphenylphosphonium bromide (1530-32-1)

Guidance literature:

for 48h; Heating;

DOI:10.1016/S0022-1139(01)00543-7

Reference yield: 97.0%

ethanol (64-17-5) + triphenylphosphine (603-35-0) → ethyltriphenylphosphonium bromide (1530-32-1)

Guidance literature:

With hydrogen bromide; at 110 ℃; for 48h;

Reference yield: 73.0%

(diethoxymethyl)benzene (774-48-1) + triphenylphosphine hydrobromide (6399-81-1) → ethyltriphenylphosphonium bromide (1530-32-1) + benzaldehyde (100-52-7)

Guidance literature:

In dichloromethane; at 50 ℃; for 0.0833333h; Microwave irradiation; Sealed tube;

DOI:10.3998/ark.5550190.0014.308

upstream raw materials:

ethyl bromide

triphenylphosphine

(diethoxymethyl)benzene

triphenylphosphine hydrobromide

Downstream raw materials:

4-methyl-3-phenyl-pent-2ξ-ene

(2-hydroxyimino-1-methyl-2-phenyl-ethyl)-triphenyl-phosphonium; bromide

1-Ethyliden-4-isopropyl-cyclohexan

α-Methylsulfonyl-aethyliden-triphenylphosphoran

Refernces

• 1、 Fecker, Ann Christin,Craciun, Bogdan-Florin,Freytag, Matthias,Jones, Peter G.,Walter, Marc D.. "Synthesis and coordination chemistry of pentadienyl ligands derived from (1 R)-(-)-myrtenal". . p. 3792 - 3803. Retrieved 2014.
• 2、 Hoshino, Tsutomu,Miyahara, Yuri,Hanaoka, Masaki,Takahashi, Kazunari,Kaneko, Ikki. "β-Amyrin Biosynthesis: The Methyl-30 Group of (3S)-2,3-Oxidosqualene Is More Critical to Its Correct Folding to Generate the Pentacyclic Scaffold than the Methyl-24 Group". . p. 15769 - 15784. Retrieved 2015.
• 3、 Frydrych, Ivo,Urban, Milan,?arek, Jan,Benická, Sandra,D?ubák, Petr,Gurská, Soňa,Hajdúch, Marián,Kotulová, Jana,Li?ková, Barbora,Olejníková, Denisa,Pokorny, Jan. "Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters". . . Retrieved 2021/07/28.
• 4、 -. "Isoxazoline derivative and application thereof in agriculture". Paragraph 0233; 0237-0238. . Retrieved 2020/11/25.