(4-Bromobutyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (4-Bromobutyl)triphenylphosphonium bromide
• CAS No.: 7333-63-3
• Molecular Formula: C22H23 Br P . Br
• Molecular Weight: 478.206
• Hs Code.: 29319019
• European Community (EC) Number: 625-689-0
• NSC Number: 84071
• DSSTox Substance ID: DTXSID40370017
• Mol file: 7333-63-3.mol

Synonyms:(4-Bromobutyl)triphenylphosphonium bromide;7333-63-3;4-bromobutyl(triphenyl)phosphanium;bromide;4-bromobutyl(triphenyl)phosphonium bromide;C22H23Br2P;SCHEMBL258198;DTXSID40370017;BJDNCJGRAMGIRU-UHFFFAOYSA-M;NSC84071;MFCD00031636;NSC-84071;AKOS015913457;4-bromobutyl-triphenylphosphonium bromide;(4-bromobutyl)triphenylphosphanium bromide;(4-bromobutyl)triphenyl-phosphonium bromide;4-(Bromo butyl)triphenylphosphonium bromide;4-bromanylbutyl(triphenyl)phosphanium bromide;CS-0091254;FT-0604748;D70391;A837795;A928112;EN300-18535636;Phosphonium,(4-bromobutyl)triphenyl-,bromide(1:1)

Chemical Property of (4-Bromobutyl)triphenylphosphonium bromide

Chemical Property:

• Melting Point: 210-213 °C(lit.)
• PSA: 13.59000
• LogP: 2.15960
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 477.98836
• Heavy Atom Count: 25
• Complexity: 292

Purity/Quality:

98%, ^*data from raw suppliers

(4-Bromobutyl)triphenylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CCCCBr)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Reactant involved in:AzidificationC-H activation and β -elimination to product an eight-membered ring system1,3-Dipolar cycloaddition of azides onto alkenes Stereoselective SmI2-mediated coupling of unsaturated carbonyl compounds and aldehydesSynthesis of D-labeled methylenecyclobutaneCoupling reactions (4-Bromobutyl)triphenylphosphonium Bromide is used in the synthesis of cell-penetrating peptoids with cationic side chains.

Technology Process of (4-Bromobutyl)triphenylphosphonium bromide

There total 1 articles about (4-Bromobutyl)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: 98.0%

1,4-dibromo-butane (110-52-1) + triphenylphosphine (603-35-0) → 4-bromobutylphosphonium bromide (7333-63-3)

Guidance literature:

In toluene; at 80 ℃; for 18h;

Reference yield: 99.0%

4-bromobutylphosphonium bromide (7333-63-3) → (4-azidobutyl)triphenyl phosphonium bromide

Guidance literature:

With sodium azide; In ethanol; water; Reflux;

Reference yield: 96.0%

4-bromobutylphosphonium bromide (7333-63-3) + dimethyl amine (124-40-3) → [4-(dimethylamino)butyl]triphenylphosphonium bromide hydrobromide

Guidance literature:

In tetrahydrofuran; acetonitrile; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

1,4-dibromo-butane

triphenylphosphine

Downstream raw materials:

cyclobutyl triphenylphosphonium bromide

[1,1'-(butane-1,4-diyl)bis(triphenylphosphonium)] dibromide

bromure de benzoyloxy-4 butyltriphenylphosphonium

[4-(acetyloxy)butyl]triphenylphosphonium bromide

Refernces

• 1、 Kilic, Ahmet,Durgun, Mustafa,Aytar, Emine,Yavuz, Rahime. "Synthesis and characterization of novel positively charged organocobaloximes as catalysts for the fixation of CO2 to cyclic carbonates". . p. 78 - 88. Retrieved 2018.
• 2、 Antonenko, Yuri N.,Denisov, Stepan S.,Silachev, Denis N.,Khailova, Ljudmila S.,Jankauskas, Stanislovas S.,Rokitskaya, Tatyana I.,Danilina, Tatyana I.,Kotova, Elena A.,Korshunova, Galina A.,Plotnikov, Egor Y.,Zorov, Dmitry B.. "A long-linker conjugate of fluorescein and triphenylphosphonium as mitochondria-targeted uncoupler and fluorescent neuro- and nephroprotector". . p. 2463 - 2473. Retrieved 2016.
• 3、 Delaram, Behnaz,Gholizadeh, Mostafa,Makari, Faezeh,Nokhbeh, Seyed Reza,Salimi, Alireza. "Synthesis, crystal and structural characterization, Hirshfeld surface analysis and DFT calculations of three symmetrical and asymmetrical phosphonium salts". . . Retrieved 2021/07/01.
• 4、 -. "Organic super-long room-temperature phosphorescent material, triple anti-counterfeiting organic ink and application". Paragraph 0028-0032. . Retrieved 2020/09/16.