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ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE

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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
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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 Reference
1235-21-8(CAS DataBase Reference)
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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
Toxicity
mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01535,

MSDS

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ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE Usage And Synthesis

Chemical Properties

WHITE TO SLIGHTLY BEIGE FINE CRYSTALLINE POWDER

Uses

Acetonyltriphenylphosphonium 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.

Uses

Used 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 Methods

Recrystallise 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.]

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