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Triphenyl(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phosphonium bromide is a phosphonium salt with the chemical formula C34H43PBr. It is a white or off-white crystalline solid that is commonly used as a reactant in organic synthesis. Triphenyl(3,7,11-triMethyldodeca-2,6,10-trien-1-yl)phosphoniuM broMide is particularly known for its role as a phase-transfer catalyst, which enables the efficient transfer of reactants between different phases, typically from an aqueous to an organic phase. Its ability to facilitate such transfers makes it a valuable component in various synthetic reactions, including the preparation of cyclopropanes and the synthesis of a range of organic compounds.

75499-95-5

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75499-95-5 Usage

Uses

Used in Organic Synthesis:
Triphenyl(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phosphonium bromide is used as a reactant in organic synthesis for its ability to participate in a variety of chemical reactions, contributing to the formation of complex organic molecules.
Used as a Phase-Transfer Catalyst:
In the Chemical Industry, Triphenyl(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phosphonium bromide is used as a phase-transfer catalyst to enhance the efficiency of reactions involving the transfer of reactants between immiscible phases, such as from aqueous to organic phases. This application is crucial for improving reaction rates and yields in various chemical processes.
Used in the Preparation of Cyclopropanes:
Triphenyl(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phosphonium bromide is utilized in the synthesis of cyclopropanes, which are important structural motifs in organic chemistry and have applications in pharmaceuticals and agrochemicals. Its role in these reactions is to facilitate the formation of the cyclopropane ring through phase-transfer catalysis.
Used in the Synthesis of Organic Compounds:
In the field of Organic Chemistry, Triphenyl(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phosphonium bromide is used as a reagent in the synthesis of a wide range of organic compounds, taking advantage of its catalytic properties to improve the outcomes of various synthetic routes.
It is important to handle Triphenyl(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)phosphonium bromide with care due to its potentially hazardous nature, ensuring safety protocols are followed in its use and storage.

Check Digit Verification of cas no

The CAS Registry Mumber 75499-95-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,4,9 and 9 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 75499-95:
(7*7)+(6*5)+(5*4)+(4*9)+(3*9)+(2*9)+(1*5)=185
185 % 10 = 5
So 75499-95-5 is a valid CAS Registry Number.

75499-95-5Downstream Products

75499-95-5Relevant academic research and scientific papers

Process for the preparation of zeacarotenes

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Page/Page column 11, (2009/12/24)

The present invention relates to process for the preparation of zeacarotenes and to intermediates in the process for the preparation of zeacarotenes.

On the Photochemistry of 12,13-Didehydrosqualene

McWhorter, William W.,Jaun, Bernhard

, p. 1095 - 1103 (2007/10/02)

The photochemical formation of bicyclooctenes 3 from 12,13-didehydrosqualene (1) upon irradiation at wavelengths longer than 290 nm is reported.The same photoreaction is also observed with trienes 7 and 8 which like 1 have a remote double bond two C-atoms removed from the triene system.A configurational assignment for bicyclooctene 10 obtained from 8 and a mechanism for the observed photochemical reaction are proposed.

Synthese von (S)-1,2-Epoxy-1,2,7,8,7',8'-hexahydro-Ψ,Ψ-carotin ((S)-1,2-epoxy-1,2-dihydro-ζ-carotin)

Arm, Christoph,Pfander, Hanspeter

, p. 1540 - 1546 (2007/10/02)

The synthesis of (S)-1,2-epoxy-1,2-dihydro-ζ-carotene ((all-E,S)-1) using (E,E)-farnesol (3) as starting material, and a Sharpless epoxidation as key step is described.

Electro-organic Reactions. Part 16. The Preparative-scale Cathodic Hydrogenolysis and Coupling of Benzyl-, Allyl-, Cinnamyl-, and Polyenylphosphonium salts

Utley, James H. P.,Webber, Andrew

, p. 1154 - 1160 (2007/10/02)

An investigation of the cathodic reduction of benzyltriphenylphosphonium nitrate confirms that optimum yields of the product of coupling (bibenzyl) are formed at an aluminium cathode using high current densities and in dimethylformamide or hexamethylphosphoramide solution.The cathodic reduction of allylphosphonium salts gives mainly cleavage; e.g. α-farnesene (5) is obtained in 32percent yield from the corresponding farnesylphosphonium salt.Moderately efficient coupling (ca. 30percent) is observed for the electro-reduction of trans-cinnamyltriphenylphosphonium nitrate (6) and a C15 polyenylphosphonium salt (7).The products of coupling have been fully characterised; the relative proportions of positional isomers are apparently dictated by steric factors.

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