(Cyanomethyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (Cyanomethyl)triphenylphosphonium bromide
• CAS No.: 15898-47-2
• Molecular Formula: C20H17 N P . Br
• Molecular Weight: 382.239
• Hs Code.: 2931900090
• European Community (EC) Number: 666-834-8
• DSSTox Substance ID: DTXSID60473317
• Mol file: 15898-47-2.mol

Synonyms:(Cyanomethyl)triphenylphosphonium bromide;15898-47-2;Phosphonium, (cyanomethyl)triphenyl-, bromide (1:1);(Cyanomethyl)triphenylphosphoniumbromide;cyanomethyl(triphenyl)phosphanium;bromide;Cyanomethyl triphenylphosphonium bromide;MFCD00031671;C20H17BrNP;(Cyanomethyl)triphenyl;SCHEMBL1654831;DTXSID60473317;QBGFELJINDMTMH-UHFFFAOYSA-M;AKOS016010479;triphenyl cyanomethyl phosphonium bromide;SY224150;CS-0030399;FT-0729365;W18316;A850243

Chemical Property of (Cyanomethyl)triphenylphosphonium bromide

Chemical Property:

• Melting Point: 256-258 °C
• PSA: 37.38000
• LogP: 0.50808
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 381.02820
• Heavy Atom Count: 23
• Complexity: 332

Purity/Quality:

99.3% ^*data from raw suppliers

(CYANOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC#N)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Technology Process of (Cyanomethyl)triphenylphosphonium bromide

There total 4 articles about (Cyanomethyl)triphenylphosphonium bromide 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: 99.0%

triphenylphosphine (603-35-0) + cyanomethyl bromide (590-17-0) → (cyanomethyl)triphenylphosphonium bromide (15898-47-2)

Guidance literature:

In xylene; for 0.05h; Heating; microwave;

DOI:10.1016/S0040-4039(99)02288-1

Reference yield: 73.0%

triphenylphosphine hydrobromide (6399-81-1) + chloroacetonitrile (107-14-2) → (cyanomethyl)triphenylphosphonium bromide (15898-47-2)

Guidance literature:

In N,N-dimethyl-formamide; at 70 ℃; for 1h;

Reference yield: 29.0%

chloroacetonitrile (107-14-2) + triphenylphosphine (603-35-0) → (cyanomethyl)triphenylphosphonium bromide (15898-47-2)

Guidance literature:

In toluene; for 1h; Heating;

upstream raw materials:

triphenylphosphine

cyanomethyl bromide

triphenylphosphine hydrobromide

chloroacetonitrile

Downstream raw materials:

trans-5-phenylpent-2-enenitrile

(Z)-5-phenyl-2-pentenonitrile

2-(p-tolylthio)-2-(triphenylphosphaneylidene)acetonitrile

ethyl 3-benzoylpropanoate

Refernces

• 1、 Yuan, Lin,Lin, Weiying,Yang, Yueting,Song, Jizeng,Wang, Jiaoliang. "Rational design of a highly reactive ratiometric fluorescent probe for cyanide". . p. 3730 - 3733. Retrieved 2011.
• 2、 Liu, Xin,Werner, Thomas. "Selective Construction of C?C and C=C Bonds by Manganese Catalyzed Coupling of Alcohols with Phosphorus Ylides". supporting information. p. 1096 - 1104. Retrieved 2020/12/31.
• 3、 Bernhard, Yann,Gilbert, Joachim,Bousquet, Till,Favrelle-Huret, Audrey,Zinck, Philippe,Pellegrini, Sylvain,Pelinski, Lydie. "One-Pot Synthesis of 2,5-Disubstituted Furans through In Situ Formation of Allenes and Enolization Cascade". supporting information. p. 7870 - 7873. Retrieved 2019/12/24.