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DIMETHYLDIPHENYLPHOSPHONIUM IODIDE, with the molecular formula C14H16IP, is an ionic compound composed of a phosphonium cation and an iodide anion. It is a white crystalline solid that is soluble in organic solvents. Due to its sensitivity to moisture, it is typically handled and stored in a moisture-free environment.

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  • 1017-88-5 Structure
  • Basic information

    1. Product Name: DIMETHYLDIPHENYLPHOSPHONIUM IODIDE
    2. Synonyms: DIMETHYLDIPHENYLPHOSPHONIUM IODIDE;Dimethyldiphenylphosphoniumiodide,98%;Dimethyldiphenylphosphonium iodi;Nsc158461;dimethyl(diphenyl)phosphanium:iodide
    3. CAS NO:1017-88-5
    4. Molecular Formula: C14H16P*I
    5. Molecular Weight: 342.16
    6. EINECS: N/A
    7. Product Categories: Greener Alternatives: Catalysis;Phase Transfer Catalysts;Phosphonium Salts;organophosphorus compound
    8. Mol File: 1017-88-5.mol
  • Chemical Properties

    1. Melting Point: 246-249 °C(lit.)
    2. Boiling Point: °Cat760mmHg
    3. Flash Point: °C
    4. Appearance: white/crystal
    5. Density: g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. Stability: hygroscopic
    10. CAS DataBase Reference: DIMETHYLDIPHENYLPHOSPHONIUM IODIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: DIMETHYLDIPHENYLPHOSPHONIUM IODIDE(1017-88-5)
    12. EPA Substance Registry System: DIMETHYLDIPHENYLPHOSPHONIUM IODIDE(1017-88-5)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. F: 8
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 1017-88-5(Hazardous Substances Data)

1017-88-5 Usage

Uses

Used in Organic Synthesis:
DIMETHYLDIPHENYLPHOSPHONIUM IODIDE is used as a reagent in organic synthesis, particularly for the preparation of Wittig reagents, which are essential for olefin synthesis. Its ability to facilitate the formation of carbon-carbon double bonds makes it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DIMETHYLDIPHENYLPHOSPHONIUM IODIDE serves as a precursor for the synthesis of a wide range of pharmaceutical drugs. Its versatility in organic synthesis allows for the creation of diverse drug molecules, contributing to the development of new therapeutic agents.
Used in Research and Development:
DIMETHYLDIPHENYLPHOSPHONIUM IODIDE is also utilized in research and development settings, where its unique properties can be explored for potential applications in the creation of new materials, catalysts, or other chemical entities with specific functions or properties.

Check Digit Verification of cas no

The CAS Registry Mumber 1017-88-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,1 and 7 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1017-88:
(6*1)+(5*0)+(4*1)+(3*7)+(2*8)+(1*8)=55
55 % 10 = 5
So 1017-88-5 is a valid CAS Registry Number.
InChI:InChI=1/C14H16P/c1-15(2,13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,1-2H3/q+1

1017-88-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name dimethyl(diphenyl)phosphanium,iodide

1.2 Other means of identification

Product number -
Other names Dimethyl-diphenyl-phosphonium,Jodid

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:1017-88-5 SDS

1017-88-5Relevant articles and documents

Highly Efficient and Convenient Access to Phosphinates via CHCl3-Assisted Direct Phosphorylation between R2P(O)H and ROH by Phosphonium Salt Catalysis

Jiang, Zhiyu,Wang, Tianli,Yu, Xiaojun,Zhang, Hong-Su,Zhang, Song

, (2020)

A mild, efficient, convenient and scalable method to synthesize phosphinates via direct phosphorylation between R2P(O)H and ROH was developed. All aromatic substrates completed this transformation with excellent yields (up to 98 %), and preliminary mechanistic studies suggest that a carbene-involving process from CHCl3 to CH2Cl2 facilitates the phosphorylation.

The absolute configuration of isochamigrene: New insights into the cyclisation mechanism of trichodiene synthase

Burkhardt, Immo,Dickschat, Jeroen S.

, p. 3540 - 3542 (2018)

Isochamigrene, a side product of the trichodiene synthase, which is a key enzyme from the biosynthesis of the trichothecene mycotoxins from Fusarium spp., was enantioselectively synthesised and compared to the natural product from Fusarium sporotrichioides. As a result, its absolute configuration was assigned to (S)-isochamigrene. Implications for the recently extensively discussed cyclisation mechanism towards trichodiene and its side products are discussed.

P-derived organic cations as structure-directing agents: Synthesis of a high-silica zeolite (ITQ-27) with a two-dimensional 12-ring channel system

Dorset, Douglas L.,Kennedy, Gordon J.,Strohmaier, Karl G.,Diaz-Cabanas, Maria J.,Rey, Fernando,Corma, Avelino

, p. 8862 - 8867 (2006)

Recently, efforts have been made to synthesize large-pore, multidimensional zeolite frameworks as a basis for new catalysts to improve various hydrocarbon conversions. A new aluminosilicate zeolite, ITQ-27, has been prepared using the phosphorus-containin

Formation of a hydrido diphenylphosphinomethylzirconium(III) species by reduction of (C5H4-t-Bu)2Zr(CH2PPh2)2

Choukroun, Robert,Gervais, Daniele,Rifai, Charaf-Eddine

, p. C11 - C14 (1989)

Chemical reduction of (C5H4-t-Bu)2Zr(CH2PPh2)2 (1) was monitored by ESR and 1H NMR spectroscopy.A labile Zr(III) species, (C5H4-t-Bu)Zr(CH2PPh2)2 (2), was first characterized by its ESR signal (triplet of quintet; a(1H) 3.5 G; a(31P) 11.0 G).Evolution of

Design and Synthesis of the Active Site Environment in Zeolite Catalysts for Selectively Manipulating Mechanistic Pathways

Li, Chengeng,Ferri, Pau,Paris, Cecilia,Moliner, Manuel,Boronat, Mercedes,Corma, Avelino

supporting information, p. 10718 - 10726 (2021/07/28)

By combining kinetics and theoretical calculations, we show here the benefits of going beyond the concept of static localized and defined active sites on solid catalysts, into a system that globally and dynamically considers the active site located in an

Remarkable cage deboronation and rearrangement of a closo-1,12- dicarbadodecaborane to form a neutral nido-7,9-dicarbaundecaborane

Ioppolo, Joseph A.,Bhadbhade, Mohan,Fox, Mark A.,Rendina, Louis M.

supporting information, p. 3312 - 3314 (2013/06/27)

Deboronation and cage rearrangement of the closo-1,12-carborane salt [1,12-(PPh2Me)2-1,12-C2B10H 10]I2 occurs in refluxing methanol to give the zwitterionic nido-7,9-carborane 7,9-(PPh2Me)2-7,9-C 2B9H9. Notably, deboronation and cage substitution of the isomeric closo-1,7-carborane salt [1,7-(PPh 2Me)2-1,7-C2B10H10]I 2 takes place in methanol to afford the salt [10-OMe-7,9-(PPh 2Me)2-7,9-C2B9H9]I. The Royal Society of Chemistry 2013.

ITQ-40, New Crystalline Microporous Material

-

Page/Page column 6, (2011/07/08)

ITQ-40 (INSTITUTO DE TECNOLOGíA QUíMICA number 40) is a new crystalline microporous material with a framework of tetrahedral atoms connected by atoms capable of bridging the tetrahedral atoms, the tetrahedral atom framework being defined by the interconne

USE OF CYCLOVINYL PHOSPHINE/COPPER COMPLEXES AS ARYLATION CATALYSTS

-

, (2010/12/29)

The invention relates to the use of cyclovinyl phosphine compounds in the form of complexes with copper, as catalysts for reactions leading to the formation of carbon-carbon and carbon-heteroatom bonds. The invention also relates to complexes of copper with at least one cyclovinyl phosphine, as well as to the method for creating a carbon-carbon or a carbon-heteroatom bond catalysed by a cyclovinyl phosphine/copper complex.

Studies on the efficient generation of phosphorus-carbon bonds via a rearrangement of PIII esters catalysed by trimethylhalosilanes

Dabkowski, Wojciech,Ozarek, Alfred,Olejniczak, Sebastian,Cypryk, Marek,Chojnowski, Julian,Michalski, Jan

experimental part, p. 1747 - 1756 (2009/09/25)

Halotrimethylsilanes Me3SiX (X = Br, I) catalyse rearrangements of tricoordinate phosphorus esters R′R″P-OR into the corresponding phosphoryl systems R′R″P(O)R. This provides a simple and efficient route to a variety of structures containing phosphorus-carbon bonds, under mild conditions and with good yields. The reaction mechanism was investigated in detail by 31P NMR spectroscopy and independent synthesis of the reaction intermediates. It has been demonstrated that the primary products of this catalytic reaction are halogeno PIII structures R′R″PX and silyl ethers ROSiMe3 and that they subsequently react to give the corresponding phosphorus silyl esters - Me 3SiOPR′R″-and alkyl halides RX. At higher temperatures these intermediates then react to form R′R″P(P)R compounds. This paper also features the surprising observation that when esters Ph 2POR and halotrimethylsilanes Me3SiX (X = Br, I) are used in 2:1 ratio, phosphonium salts Ph2R2P+X - and trimethylsilyl diphenylphosphinate - Ph2P(O) OSiMe3 - are formed as the major products. Experimental evidence indicates that the mechanisms of both reactions are fundamentally different from that of the Michaelis-Arbuzov reaction. Me3SiCl is not reactive and this paper explains why.

Titanium (IV) catalysis in the reduction of phosphine oxides

Coumbe, Tristan,Lawrence, Nicholas J.,Muhammad, Faiz

, p. 625 - 628 (2007/10/02)

Phosphine oxides can be reduced by triethoxysilane, or more conveniently polymethylhydrosiloxane, and catalytic titanium (IV) isopropoxide and provides a system for the efficient one-pot generation of phosphonium salts; the reduction occurs with retention of configuration at phosphorus.

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