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3-(triphenylphosphonio)propanoate is a phosphonium salt with the chemical formula C21H20O2P+. It is a white crystalline solid that is soluble in organic solvents. 3-(triphenylphosphonio)propanoate is widely used in organic synthesis as a reagent, particularly in the formation of carbon-carbon bonds through the Wittig reaction. The triphenylphosphonio group acts as a leaving group, facilitating the reaction by stabilizing the negative charge on the carbonyl oxygen during the reaction. It is also used in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Due to its reactivity and stability, 3-(triphenylphosphonio)propanoate is a valuable tool in the field of organic chemistry.

4365-60-0

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4365-60-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4365-60-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,6 and 5 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4365-60:
(6*4)+(5*3)+(4*6)+(3*5)+(2*6)+(1*0)=90
90 % 10 = 0
So 4365-60-0 is a valid CAS Registry Number.

4365-60-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-triphenylphosphaniumylpropanoate

1.2 Other means of identification

Product number -
Other names triphenylphosphoniopropionate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4365-60-0 SDS

4365-60-0Relevant academic research and scientific papers

Kinetic study of the reaction of triphenylphosphine with acrylic acid in alcohol media

Salin,Sobanov,Bakhtiyarova,Khabibullin,Galkin

, p. 1738 - 1742 (2010)

Kinetic study of the reaction of triphenylphosphine with acrylic acid in alcohol media was carried out by spectrophotometric method. Use of alcohols as solvents is shown to introduce a specific feature in the kinetic picture of the reaction due to the app

Kinetics and mechanism of quaternization of tertiary phosphines with unsaturated carboxylic acids. Kinetic studies of the reactions in aprotic solvents

Salin,Sobanov,Bakhtiyarova,Khabibullin,Galkin

, p. 824 - 830 (2011)

Data obtained while studying the kinetics of quaternization of tertiary phosphines with the unsaturated carboxylic acids in the series of aprotic solvents indicate the participation of a second molecule of acid playing the part of the external proton dono

Synthesis and characterization of 2-carboxyethyltriphenyl phosphonium tribromide and its application as catalyst in silylation of alcohols and thiols under solvent-free condition

Dey, Rupa Rani,Dhar, Siddhartha Sankar

supporting information, p. 2355 - 2363 (2014/07/22)

A phosphonium-based catalyst, 2-carboxyethyltriphenyl phosphonium tribromide (CTPTB), has been synthesized by reacting triphenyl phosphine with acrylic acid and potassium bromide under solvent-free condition followed by oxidation of Br- to with KMnO4. This hitherto unknown tribromide reagent is characterized by ultraviolet-visible, Fourier transform-infrared, 1H NMR, and 31P NMR spectroscopy. Its efficacy as catalyst is established by investigating its catalytic activity in silylation of alcohols and thiols by hexamethyl disilazane (HMDS). It is found to be a very good catalyst and selectively and efficiently catalyzes the silylation reactions. Copyright

Carboxylate phosphabetaines based on tertiary phosphines and unsaturated dicarboxylic acids

Bakhtiyarova,Sagdieva,Galkina,Galkin,Cherkasov,Krivolapov,Gubaidullin,Litvinov

, p. 207 - 213 (2007/10/03)

By reaction of triorganylphosphines with unsaturated dicarboxylic acids adducts of betaine structure were synthesized whose stability depended on the character of substituents at phosphorus and on the structure of acid. The betaine obtained from phosphine

Synthesis and Properties of Phosphabetaine Structures. I. Reactions of Triphenylphosphine and Triphenyl Phosphite with Unsaturated Carboxylic Acids and Their Derivatives

Galkin,Bakhtiyarova,Polezhaeva,Shaikhutdinov,Klochkov,Cherkasov

, p. 1052 - 1056 (2007/10/03)

Reactions of triphenylphosphine and triphenyl phosphite with unsaturated carboxylic acids and their derivatives yield, depending on the nature of the reactants, phosphobetaine carboxylates, phosphonium salts, functionally substituted phosphonates, and als

Molecular structures of some tertiary phosphine betaines in their crystalline adducts

Li, Song-Lin,Mak, Thomas C.W.

, p. 135 - 148 (2007/10/03)

Direct reaction of Ph3P and Ph2P(CH2)2PPh2 with acrylic acid in AcOEt-acetone yielded the tertiary phosphine betaine triphenylphosphoniopropionate, ph3P+(CH2)2CO; (L1), and the novel double betaine ethylenebis(diphenylphosphoniopropionate) - O2C(CH2)2Ph2P+(CH2)2Ph2P+(CH2)2CO2/-(L2), respectively. Reaction of Ph3 P with fumaric acid in AcOEt/acetone did not afford the corresponding betaine derivative Ph3P+CH(CO2H)CH2CO2/-, but decarboxylates to L1 in situ. Four adducts of L1, L2 and Ph3P+(CH2)3CO2/- (L3) have been prepared and characterized by single- crystal X-ray analysis. In L1·2H2O, 1, two betaine molecules are joined by donor hydrogen bonds from solvated H2O molecules to form ten-membered rings which are further linked by hydrogen bonds to form chains extending parallel to [1 0 0]. In (HL1)2·(O2CCH=CHCO2)·HO2CCH=CHCO2H·2H2O, 2, the fumaric acid molecules, fumarate anions and water molecules are interlinked by hydrogen bonds to form layers with an interlayer separation of 1/c* = 10.713(4) A; the HL1 cations are sandwiched between adjacent layers and connected to them through hydrogen bonding. In L2·(CH3)2COγ5H2O, 3, two independent L2 molecules adopt different orientations and are cross-linked by hydrogen bonds with the water molecules to form layers with an interlayer spacing of 1/a* = 10.341(1) A; the (CH3)2CO molecules are sandwiched between adjacent layers. In [(HL3)2(NO3)]NO3, 4, two independent HL3 cations are joined by one of the NO3/- group to form a dimeric cation.

Co-ordination, Isomerisation and Disruption of the Ligands Ph2PO2C(CH2)nCH=CH2 (n = 0 or 1). X-Ray Crystal and Molecular Structure of Chloro(tetraphenyldiphosphoxane-κ2P,P')(triphenylphosphine)rhodium(I)-Tetrahydrofuran (1/1)

Irvine, Derek J.,Glidewell, Christopher,Cole-Hamilton, David J.,Barnes, John C.,Howie, Alan

, p. 1765 - 1772 (2007/10/02)

Reaction of Ph2PCl with CH2=CHCO2H and CH2=CHCH2CO2H, in the presence of triethylamine produces Ph2PO2CCH=CH2 (L) and Ph2PO2CCH2CH=CH2 (L') respectively.Both are found to undergo further intermolecular reaction to produce Ph2PP(O)Ph2.Reaction of L with , 1 mol L per Rh, produces which reverts back to if let in solution.The compound contains a bidentate L ligand co-ordinated via the phosphorus atom and the double bond.A similar reaction of L' with produces , involving metal-promoted double-bond migration in the L' ligand.Reaction of 2 mol of L per mol of rhodium produces involving a metal-promoted disruption of the L ligand to bidentate tetraphenyldiphosphoxane.Reaction of with TIPF6 produces .However addition of TIPF6 to the reaction solution of the above 2:1 reaction of L and results in the isolation of , a complex containing a triphenylphosphoniopropionate ligand, the formation of which involves a major alteration of the L ligand.Reaction, 1 mol ligand per 1 mol Rh, of L and L' with 2> produces complexes of the form , where L" = L or L' in which the mixed anhydride ligand is co-ordinated via the phosphorus atom and the double bond.Reaction of 2 mol of L per mol of Rh with 2> produces and as its major products.The former is a five-co-ordinate complex containing two bidentate L ligands, the later a binuclear complex containing a tetraphenyldiphosphoxane bridge between the metal centres each of which has a bidentate L ligand co-ordinated to it.All L ligands in these complexes are co-ordinated via the phosphorus atom and the double bond.The complexes have been characterised by spectroscopic means and by an X-ray crystal structure of *thf (thf = tetrahydrofuran).The crystals are triclinc, space group P1/ with a = 11.294(4), b = 11.475(6), c = 17.144(9) Angstroem, α = 102.31(4), β = 102.71(4), γ = 74.11(4) deg, and Z = 2.The structure was obtained from 2329 reflections measured on an automatic diffractometer and refined to an R' value of 0.075.The RhPOP ring is essentially planar with very small angles at Rh (68.4 deg) and O (95.4 deg) so that the two ring phosphorus atoms are brought very close together (2.457 Angstroem).Calculations confirm that, despite this short P...P distance, there is no bonding interaction.

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