ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE

ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE Basic information
Product Name:ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE
Synonyms:acetonyltriphenyl-phosphoniuchloride;(2-OXOPROPYL)-TRIPHENYLPHOSPHONIUM CHLORIDE;ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE;AURORA KA-1148;ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE, 9 8%;Acetonyltriphenylphosphonium chloride,99%;OxopropyltriphenylphosphoniuM chlorid;2-Oxopropyltriphenylphosphonium chloride 98%
CAS:1235-21-8
MF:C21H20ClOP
MW:354.81
EINECS:214-974-1
Product Categories:Phosphonium Compounds;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction
Mol File:1235-21-8.mol
ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE Structure
ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE Chemical Properties
Melting point 243-245 °C(lit.)
storage temp. Store below +30°C.
form solid
color White to Light yellow to Light orange
Water Solubility Soluble in hot water.
Sensitive Hygroscopic
CAS DataBase Reference1235-21-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-S24/25-S22-60-37-26
WGK Germany 3
RTECS TA1841000
3
HS Code 29319019
Toxicitymouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01535,
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE Usage And Synthesis
Chemical PropertiesWHITE TO SLIGHTLY BEIGE FINE CRYSTALLINE POWDER
UsesAcetonyltriphenylphosphonium chloride is used to investigate the antimycobacterial activities of Me alkenyl quinolones. It is used as a reactant for synthesis of unsaturated esters and ketones containing multiple aromatic and heteroaromatic rings using Suzuki coupling - Wittig olefination.
UsesUsed to investigate the antimycobacterial activities of Me alkenyl quinolones

Reactant for synthesis of:
  • Unsaturated esters and ketones containing multiple aromatic and heteroaromatic rings using Suzuki coupling - Wittig olefination
  • Fused oxygen and nitrogen heterocycles via regioselective cyclocondensation

Reactant for Wittig olefinations
Purification MethodsRecrystallise it from CHCl3/*C6H6/pet ether (b 60-80o) or by dissolving it in CHCl3 and pouring it into dry Et2O. max nm() 255(3,600), 262(3,700), 268(4,000) and 275(3,100). The iodide salt crystallises from H2O and has m 207-209o. [Ramirez & Dershowitz J Org Chem 22 41 1957.] Itisan IRRITANT and is hygroscopic. When shaken with a 10% aqueous solution of Na2CO3 (8hours) it gives acetylmethylene triphenyl phosphorane which is recrystallised from MeOH/H2O and after drying at 70o/0.1mm has m 205-206o. UV: nm() 268 (6600), 275 (6500) and 288 (5700), IR: max 1529 (s), 1470 (m), 1425 (s), max 1374 (m), 1105 and 978 (s) (cm-1). [Ramirez & Dershowitz J Org Chem 22 41, 44 1957, Beilstein 16 H 761, 16 II 373.]
ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE Preparation Products And Raw materials
Benfotiamine Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate AC-NLE-OH (ACETYLACETONATO)DICARBONYLIRIDIUM(I) Acetyl-D-2-aminobutyric acid AURORA KA-1161 (3-ETHOXYCARBONYL-2-OXOPROPYL)TRIPHENYLPHOSPHONIUM CHLORIDE AURORA KA-411 Acetone 3-CHLORO-2-OXOPROPYL TRIPHENYLPHOSPHONIUM CHLORIDE BENZOYLMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE

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