ChemicalBook > CAS DataBase List > Ethyl 2-(triphenylphosphoranylidene)propionate

Ethyl 2-(triphenylphosphoranylidene)propionate

Product Name
Ethyl 2-(triphenylphosphoranylidene)propionate
CAS No.
5717-37-3
Chemical Name
Ethyl 2-(triphenylphosphoranylidene)propionate
Synonyms
(CARBETHOXYETHYLIDENE)TRIPHENYLPHOSPHORANE;CEETPP;CEY;AURORA KA-4803;idene)triphenyL;(CarbethoxyethyL;LABOTEST-BB LT00454031;Sacubitril Impurity 81;Sacubitril/Valsartan intermediates;1-Ethoxycarbonyl-ethyliden-phosphoran
CBNumber
CB6381055
Molecular Formula
C23H23O2P
Formula Weight
362.4
MOL File
5717-37-3.mol
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Ethyl 2-(triphenylphosphoranylidene)propionate Property

Melting point:
158-162 °C (lit.)
Boiling point:
497.2±28.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Crystalline Powder
color 
Yellow
Water Solubility 
Soluble in water.
Sensitive 
Air Sensitive
BRN 
757112
InChIKey
KZENFXVDPUMQOE-UHFFFAOYSA-N
CAS DataBase Reference
5717-37-3(CAS DataBase Reference)
NIST Chemistry Reference
Propanoic acid, 2-(triphenylphosphoranylidene)-, ethyl ester(5717-37-3)
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Safety

Hazard Codes 
T
Risk Statements 
36/37/38-25
Safety Statements 
45-37/39-26
RIDADR 
2811
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
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

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
377708
Product name
(Carbethoxyethylidene)triphenylphosphorane
Purity
94%
Packaging
5g
Price
$62.2
Updated
2024/03/01
Sigma-Aldrich
Product number
377708
Product name
(Carbethoxyethylidene)triphenylphosphorane
Purity
94%
Packaging
25g
Price
$217
Updated
2024/03/01
TCI Chemical
Product number
C1641
Product name
Ethyl 2-(Triphenylphosphoranylidene)propionate
Purity
>97.0%(HPLC)
Packaging
5g
Price
$84
Updated
2024/03/01
Alfa Aesar
Product number
A15619
Product name
(1-Ethoxycarbonylethylidene)triphenylphosphorane, 97%
Packaging
10g
Price
$77.65
Updated
2024/03/01
Alfa Aesar
Product number
A15619
Product name
(1-Ethoxycarbonylethylidene)triphenylphosphorane, 97%
Packaging
25g
Price
$168.65
Updated
2024/03/01
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Ethyl 2-(triphenylphosphoranylidene)propionate Chemical Properties,Usage,Production

Chemical Properties

yellow crystalline powder

Uses

(1-Ethoxycarbonylethylidene)triphenylphosphorane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals. It?s also a Horner-Wadsworth-Emmons reagent. It can be used for olefination. It can also be utilized for the synthesis of more complex compounds, such as (29S,37S)-isomer of malevamide E, a potent ion-channel inhibitor.

Synthesis

Ethyl 2-(triphenylphosphoranylidene)propionate was prepared this reagent from ethyl 2-bromopropanoate and triphenylphosphine.A 500-mL, one-necked, round-bottomed flask equipped with an egg-shaped magnetic stirring bar is charged with triphenylphosphine (52.46 g, 200.0 mmol), ethyl acetate (130 mL), and ethyl 2-bromopropanoate (26.03 mL, 200.0 mmol). A reflux condenser is attached to the flask and the solution is heated under reflux (oil bath temperature: 75-80 °C) under argon for 24 h. The resulting white precipitate is collected through suction filtration on a Büchner funnel and washed with ethyl acetate (100 mL). The salt is dissolved in dichloromethane (500 mL) and the solution is transferred to a 1-L separation funnel. Aqueous sodium hydroxide solution (2 M, 200 mL) is added and, after vigorously shaking, the organic and aqueous layers are separated. The aqueous phase is extracted with dichloromethane (100 mL). The combined organic phases are washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated at 30 °C under rotary evaporation (20-25 mmHg); drying under vacuum (0.1-0.2 mmHg) affords 54.51 g (75.2%) of ethyl 2-(triphenylphosphoranylidene)propionate as a light-yellow solid, mp 156-158 °C.

Ethyl 2-(triphenylphosphoranylidene)propionate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl 2-(triphenylphosphoranylidene)propionate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Ethyl 2-(triphenylphosphoranylidene)propionate 5717-37-3
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2020-01-14
Henan Fengda Chemical Co., Ltd
Product
(Carbethoxyethylidene)triphenylphosphorane 5717-37-3
Price
US $5.00-0.50/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-13
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ethyl 2-(triphenylphosphoranylidene)propionate 5717-37-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-23

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