ChemicalBook > CAS DataBase List > ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE

ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE

Product Name
ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE
CAS No.
13148-05-5
Chemical Name
ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE
Synonyms
ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE;Ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate;Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate,97%;[3-(ETHOXYCARBONYL)-2-OXOPROPYLIDENE]TRIPHENYLPHOSPHORANE;4-(Triphenylphosphoranylidene)acetoacetic Acid Ethyl Ester;3-Oxo-4-(triphenylphosphoranylidene)butanoic Acid Ethyl Ester;[3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane, 98 %;Butanoic acid, 3-oxo-4-(triphenylphosphoranylidene)-, ethyl ester;Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate, [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
CBNumber
CB6100591
Molecular Formula
C24H23O3P
Formula Weight
390.41
MOL File
13148-05-5.mol
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ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE Property

Melting point:
101-106 °C
Boiling point:
544.0±52.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Acetone, Dichloromethane, Methanol
form 
solid
color 
Off-White to Pale Yellow
Stability:
Moisture Sensitive
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
420670
Product name
Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate
Purity
97%
Packaging
5g
Price
$228
Updated
2023/01/07
TRC
Product number
E925425
Product name
Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate
Packaging
5g
Price
$65
Updated
2021/12/16
SynQuest Laboratories
Product number
6678-1-X1
Product name
[3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
Packaging
5G
Price
$72
Updated
2021/12/16
SynQuest Laboratories
Product number
6678-1-X1
Product name
[3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
Packaging
25g
Price
$248
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ING0003240
Product name
[3-(ETHOXYCARBONYL)-2-OXOPROPYLIDENE]TRIPHENYLPHOSPHORANE
Purity
95.00%
Packaging
5G
Price
$468
Updated
2021/12/16
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ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE Chemical Properties,Usage,Production

Description

Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate is a Wittig reagent for the stereoselective synthesis of (Z)-enones; annulation reagent for the synthesis of cyclohexenones.

Chemical Properties

Off-White Powder

Uses

Can be coupled with glyoxals in a one-step route to 4-hydroxycyclopentanones. Also used to prepare 2H-pyran-2-ones from oxazolones.

Uses

Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate can be a useful synthetic intermediate in the production of antibiotics.

reaction suitability

reaction type: C-C Bond Formation

Synthesis

Ethyl 4- (Triphenylphosphoranylidene)acetoacetate is prepared in two steps from ethyl or methyl 4-chloroacetoacetates (see Ethyl 4-Chloroacetoacetate), respectively, in 58-68% overall yield (eq 1).

ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE Preparation Products And Raw materials

Raw materials

Preparation Products

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ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE Suppliers

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13148-05-5, ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATERelated Search:

ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE 1-(TRIPHENYL-LAMBDA5-PHOSPHANYLIDENE)-BUTAN-2-ONE (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE

  • [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane, 98 %
  • ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE
  • [3-(ETHOXYCARBONYL)-2-OXOPROPYLIDENE]TRIPHENYLPHOSPHORANE
  • Ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate
  • Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate, [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
  • 3-Oxo-4-(triphenylphosphoranylidene)butanoic Acid Ethyl Ester
  • 4-(Triphenylphosphoranylidene)acetoacetic Acid Ethyl Ester
  • Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate,97%
  • Butanoic acid, 3-oxo-4-(triphenylphosphoranylidene)-, ethyl ester
  • 13148-05-5
  • C6H53PCHCOCH2CO2C2H5
  • C24H23O3P
  • C-C Bond Formation
  • Synthetic Reagents
  • Wittig Reagents
  • Olefination
  • Wittig Reagents
  • Miscellaneous Reagents
  • C-C Bond Formation
  • Olefination