Methyltriphenylphosphonium iodide

Base Information

• Chemical Name: Methyltriphenylphosphonium iodide
• CAS No.: 2065-66-9
• Molecular Formula: C19H18P^.I
• Molecular Weight: 404.23
• Hs Code.: HOSPHONIUM IODIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 218-178-5,243-958-7
• NSC Number: 132585
• UNII: 3B2B7G7R4G
• DSSTox Substance ID: DTXSID00942850
• Mol file: 2065-66-9.mol

Synonyms:Methyltriphenylphosphonium iodide;2065-66-9;methyl triphenylphosphonium iodide;Phosphonium, methyltriphenyl-, iodide;methyltriphenylphosphanium iodide;Methyl(triphenyl)phosphanium;iodide;UNII-YW3OQ0LN2L;YW3OQ0LN2L;(Methyl-14C)tpmp iodide;3B2B7G7R4G;Triphenylmethylphosphinium iodide;(Methyl)triphenylphosphonium Iodide;EINECS 218-178-5;Methyl-14c-triphenylphosphonium iodide;NSC-132585;1560-52-7;Phosphonium, methyl-14c-triphenyl-, iodide;Methyltriphenylphosphonium iodide, (methyl-14C);C19H18IP;methyl(triphenyl)phosphanium iodide;methyl(triphenyl)phosphanium,iodide;methyl(triphenyl)phosphonium iodide;MFCD00066175;UNII-3B2B7G7R4G;SCHEMBL42631;methyltriphenylphosphine iodide;Triphenylmethylphosphine iodide;methyl triphenylphosphine iodide;Methyl triphenylphosphoniumiodide;Methyl triphenylphoshonium iodide;C19H18P.I;methyltriphenylphos-phonium iodide;DTXSID00942850;methyl triphenyl phosphonium iodide;methyl-triphenyl phosphonium iodide;AMY39383;BCP22507;C19-H18-P.I;CS-D1389;NSC132585;P(C)(c1ccccc1)(c2ccccc2)c3ccccc3;AKOS015833275;GC10164;NSC 132585;AS-14810;BB 0263000;FT-0628345;FT-0628926;FT-0628927;FT-0633665;FT-0672282;M0253;EN300-159793;O11982;A814786;J-013500;J-522703;PHOSPHONIUM, METHYLTRIPHENYL-, IODIDE (1:1);METHYL(TRISPHENYL)PHOSPHONIUM IODIDE;METHYLTRIPHENYLPHOSPHONIUM IODIDE;TRIPHENYLMETHYL PHOSPHONIUM IODIDE

Chemical Property of Methyltriphenylphosphonium iodide

Chemical Property:

• Appearance/Colour: White to light yellow powder
• Melting Point: 183-185 °C(lit.)
• PSA: 13.59000
• LogP: 0.61430
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive & Hygroscopic
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: SOLUBLE
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 404.01909
• Heavy Atom Count: 21
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Methyltriphenylphosphonium Iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36-45-37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[I-]
• Uses: suzuki reaction Methyltriphenylphosphonium iodide is as a reactant for synthesis of triphenylamine-based dyes and polyolefinic aromatic molecules with pyrene for use in dye-sensitized solar cells. Used as ligand in coupling reaction. It is also used as a precursor to a Wittig reagent.

Technology Process of Methyltriphenylphosphonium iodide

There total 68 articles about Methyltriphenylphosphonium iodide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

triphenylphosphine (603-35-0) + methyl iodide (74-88-4) → methyl-triphenylphosphonium iodide (2065-66-9)

Guidance literature:

for 0.00833333h; Heating; microwave irradiation;

DOI:10.1081/SCC-100106048

Reference yield: 100.0%

methyl N-acetyl-α-triphenylphosphoniumglycinate iodide (1314805-24-7) → α-(N-acetylamino)methyltriphenylphosphonium iodide (1314805-29-2) + methyl-triphenylphosphonium iodide (2065-66-9)

Guidance literature:

methyl N-acetyl-α-triphenylphosphoniumglycinate iodide; at 25 ℃; for 1h; under 1 - 2 Torr;

With triphenylphosphine hydrogen iodide; triphenylphosphine; at 110 ℃; for 1.5h;

DOI:10.1016/j.tca.2010.08.017

Reference yield: 100.0%

methyl N-pivaloyl-α-triphenylphosphonioglycinate iodide → C24H27NOP(1+)*I(1-) (1314805-31-6) + methyl-triphenylphosphonium iodide (2065-66-9)

Guidance literature:

methyl N-pivaloyl-α-triphenylphosphonioglycinate iodide; at 25 - 130 ℃; for 1h; under 1 - 2 Torr;

With triphenylphosphine hydrogen iodide; triphenylphosphine; at 120 - 130 ℃; for 1.5h;

DOI:10.1016/j.tca.2010.08.017

upstream raw materials:

triphenylphosphine

methyl iodide

diazomethane

tricyclohexyl(hydroxymethyl)phosphonium tetrafluoroborate

Downstream raw materials:

4,4-Dimethyl-1,2,5-hexatrien

6,8-diphenyl-9-methylene-3-thia-7-azabicyclo<3.3.1>nonane

6,8-diphenyl-7-methyl-9-methylene-3-thia-7-azabicyclo<3.3.1>nonane

1-chloro-4-(1,1-dimethyl-2-propenyl)benzene

Refernces

• 1、 Zhang, Wen-Ting,Liu, Jian-Zhi,Liu, Jing-Bo,Song, Kai-Yue,Li, Yi,Chen, Zhi-Rong,Li, Hao-Hong,Jiang, Rong. "Quaternary Phosphorus-Induced Iodocuprate(I)-Based Hybrids: Water Stabilities, Tunable Luminescence and Photocurrent Responses". . p. 4234 - 4244. Retrieved 2018.
• 2、 Szmant et al.. "". . p. 573. Retrieved 1971.
• 3、 Brinkhoff, H. C.,Matthijssen, A. G.,Oomes, C. G.. "". . p. 87 - 89. Retrieved 1971.
• 4、 Roubelakis, Manolis M.,Vougioukalakis, Georgios C.,Angelis, Yiannis S.,Orfanopoulos, Michael. "Solvent-dependent changes in the ene reaction of RTAD with alkenes: The cyclopropyl group as a mechanistic probe". . p. 39 - 42. Retrieved 2006.
• 5、 -. "THERAPY". Page/Page column 33. . Retrieved 2021/04/02.
• 6、 Woof, Callum R.,Durand, Derek J.,Fey, Natalie,Richards, Emma,Webster, Ruth L.. "Iron Catalyzed Double Bond Isomerization: Evidence for an FeI/FeIII Catalytic Cycle". supporting information. p. 5972 - 5977. Retrieved 2021/03/17.