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Ethyl (triphenylphosphoranylidene)acetate

Ethyl (triphenylphosphoranylidene)acetate structure

CAS No:
1099-45-2
Formula:
C22H21O2P
Chemical Name:
Ethyl (triphenylphosphoranylidene)acetate
Synonyms:
(triphenylphosphoranylidene)-aceticaciethylester;ETHYL (TRIPHENYLPHOSPHORANYLIDEN)ACETATE;ETHYL (TRIPHENYLPHOSPHORANYLIDENE)ACETATE;ETHYL (TRIPHENYLPHOSPHORYLIDENE)ACETATE;EMY;AURORA KA-1176;(TRIPHENYLPHOSPHORANYLIDENE)ACETIC ACID ETHYL ESTER;(Carbethoxymethylene)triphenylphosphorane,free of carbomethoxymethylene-analogue
Categories:
Organic Chemistry > Phosphines

Description

Ethyl (triphenylphosphoranylidene)acetate is a common Wittig reagent in organic synthesis as well as a cholinesterase inhibitor that inhibits both AChE and BChE. It is used in the preparation of indole from o-nitrobenzaldehydes, coumarins from o-hydroxy acetophenone.

Off-White Solid

Crystallise it by dissolving it in AcOH and adding pet ether (b 40-50o) to give colourless plates. UV (A 1% ): 222nm (865) and 268nm (116) [Isler et max 1mm al. Helv Chim Acta 40 1242 1957]. [Beilstein 16 IV 977.]

Ethyl (triphenylphosphoranylidene)acetate Basic Attributes

Molecular Weight：

348.37

Exact Mass：

348.37

BRN：

754639

EC Number：

214-151-7

NSC Number：

72406

TSCA：

TSCA listed

DSSTox ID：

DTXSID7061485

Color/Form：

White to light yellow

HScode：

29310095

Characteristics

PSA：

26.3

XLogP3：

4.3

Appearance：

White to light yellow Powder

Density：

1.086 g/cm3

Melting Point：

128-130 °C (lit.)

Boiling Point：

490.4±28.0 °C(Predicted)

Flash Point：

263.5±44.3 °C

Refractive Index：

1.601

Water Solubility：

Insoluble

Storage Conditions：

2-8°C

Vapor Pressure：

9.18E-10mmHg at 25°C

Critical Temperature & Pressure：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

T,Xi,Xn

safety instructions：

22-24/25-45-37/39-26-36

Marks：

T,Xi,Xn

Hazard note：

Irritant

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P260, P261, P264, P270, P272, P273, P280, P301+P310, P302+P352, P305+P351+P338, P314, P321, P330, P333+P313, P337+P313, P363, P391, P405, P501

Hazard Statements：

36/37/38-25-20/21/22

RIDADR：

UN2811

GHS Classification：

|Danger|H300 (50%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P314, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Ethyl (triphenylphosphoranylidene)acetate Use and Manufacturing

Uses

A common Wittig reagent.A cholinesterase inhibitor.

(Ethoxycarbonylmethylene)triphenylphosphoran is used as a Wittig reagent in organic synthesis. It is used in the preparation of indole from o-nitrobenzaldehydes, coumarins from o-hydroxy acetophenone. It acts as an inhibitor and inhibits the activity of cholinesterase.

Manufacturing Info：

Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester: ACTIVE

Computed Properties

Molecular Weight:348.4
XLogP3:4.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:348.12791691
Monoisotopic Mass:348.12791691
Topological Polar Surface Area:26.3
Heavy Atom Count:25
Complexity:414
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Ethyl (triphenylphosphoranylidene)acetate

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
Learn More Other Chemicals

Ethyl (triphenylphosphoranylidene)acetate

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