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Home > Encyclopedia > Ethyltriphenylphosphonium bromide

Ethyltriphenylphosphonium bromide

Ethyltriphenylphosphonium bromide structure

Ethyltriphenylphosphonium bromide 

structure
  • CAS No:

    1530-32-1

  • Formula:

    C20H20P.Br

  • Chemical Name:

    Ethyltriphenylphosphonium bromide

  • Synonyms:

    Phosphonium,ethyltriphenyl-,bromide (1:1);Phosphonium,ethyltriphenyl-,bromide;Ethyltriphenylphosphonium bromide;Triphenylethylphosphonium bromide;TEP;TEP (onium compound);SA 242;154489-89-1;1091590-86-1;2069974-11-2

  • Categories:

    Organic Chemistry  >  Phosphines

Description

White to off-white crystalline powder

Ethyltriphenylphosphonium bromide Basic Attributes

371.25

370.048584

3599630

216-223-3

R85V84UL5V

60660

29310095

Characteristics

0

1.00440

White to off-white Crystalline Powder

198-201 °C

200 °C

H2O: 120 g/L (23 ºC)

Store below +30°C.

Safety Information

III

6.1

UN 3077 9/PG 3

2

22-51/53-36/37/38-21/22

61-36/37/39-26-36

Xn,N,Xi

Stable under normal temperatures and pressures.

P273-P301 + P310

H301-H411

|Danger|H301 (31.39%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 452 companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Ethyltriphenylphosphonium bromide Use and Manufacturing

Methods of Manufacturing

In a 1500 ml reaction flask, 54 g (0.5 mol) of ethyl bromide and210 g (0.8 mol) of triphenylphosphine and 1000 ml of toluene were added, Heated to reflux with stirring for 10 hours, the reaction was cooled to 50 ° C, A large amount of solid precipitated, suction filtered, the filter cake was washed with toluene (50ml * 3 times)The solid was dried in a vacuum oven at 50 ° C, Ethyl triphenylphosphonium bromide 170.4g, yield 91.8percent

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. 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.

Phosphonium, ethyltriphenyl-, bromide (1:1): ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Computed Properties

Molecular Weight:371.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:370.04860
Monoisotopic Mass:370.04860
Heavy Atom Count:22
Complexity:247
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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