2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide Chemical Properties

Melting point:

144-146 °C(lit.)

storage temp. 

Store at room temperature

solubility 

soluble in Methanol

form 

solid

color 

White to Light yellow to Light orange

BRN 

5209374

InChI

1S/C23H24O2P.BrH/c1-4-10-20(11-5-1)26(21-12-6-2-7-13-21,22-14-8-3-9-15-22)19-16-23-24-17-18-25-23;/h1-15,23H,16-19H2;1H/q+1;/p-1

InChIKey

ZCJKBPSRKLHANV-UHFFFAOYSA-M

SMILES

[Br-].C1COC(CC[P+](c2ccccc2)(c3ccccc3)c4ccccc4)O1

CAS DataBase Reference

86608-70-0(CAS DataBase Reference)

EPA Substance Registry System

Phosphonium, [2-(1,3-dioxolan-2-yl)ethyl]triphenyl-, bromide (1:1) (86608-70-0)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-33-41-52/53

Safety Statements 

22-26-39-61

WGK Germany 

2

F 

3

TSCA 

TSCA listed

HS Code 

29322090

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Aquatic Chronic 3
Eye Dam. 1
STOT RE 2

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide Usage And Synthesis

Chemical Properties

Pale yellow powder

Uses

suzuki reaction

Uses

Reactant for:

• Wittig olefination
• Preparationof ligands for histamine receptor binding with H3/H4 subtype selectivity
• Preparation of dual inhibitors of phosphodiesterase-4 and serotonin reuptake

reaction suitability

reaction type: C-C Bond Formation

Synthesis

In a 100ml four-necked flask equipped with reflux condenser tube (gas absorption device at the top), dropping funnel, stirrer, add 20ml of water, slowly add 24ml of concentrated sulfuric acid, cool down and then add 2-(2-hydroxyethyl)-1,3-dioxane, mix well and then add 20g of finely ground sodium bromide, heated to reflux for 1h. Cool down and then converted to decompression distillation device, reduce the pressure to 6mmHg, collect the crude product. 90-100 ?? when the fraction, the crude product. The crude product was poured into a separatory funnel, 20 ml of water was added to wash out the aqueous layer, the organic phase was poured into another dry separatory funnel, washed with 10 ml of concentrated sulfuric acid to separate out the acid layer, and the organic phase was washed with 20 ml of water and 20 ml of saturated sodium bicarbonate solution, respectively, to obtain the pure product of 2-(1,3-dioxolan-2-yl)ethyltriphenylene. In a 100 ml four-necked flask equipped with a thermometer and a stirrer, 10 g of triphenylphosphine, 10.5 g of 2-(2-bromoethyl)-1,3-dioxane were added, and heated at 100??C under the protection of N2 for 12 h. The reaction was then dispersed with ether and placed in dry ethyl acetate to form crystals by precipitating twice with ether. Recrystallization was carried out with a mixed solvent of ethyl acetate and ether to obtain the target compound 2-(1,3-dioxolan-2-yl)ethyltriphenylphosphonium bromide.

2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide(86608-70-0)Related Product Information

• Potassium bromide
• Tetraethylammonium bromide
• TETRAPHENYLPHOSPHONIUM IODIDE
• [3-(ETHOXYCARBONYL)PROPYL]TRIPHENYLPHOSPHONIUM BROMIDE
• (3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE
• (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide
• Tetraphenylcyclopentadienone
• Sodium bromide
• Sodium bromate
• Tetrabutylammonium bromide
• 1,4-Dioxane
• Clidinium bromide
• Ethidium bromide
• Methyl bromide
• Ethyltriphenylphosphonium bromide
• 2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide