22949-84-4

Basic information

• Product Name: butyl-triphenyl-phosphanium bromide
• Synonyms: butyl-triphenyl-phosphanium bromide;butyltriphenylphosphonium
• CAS NO: 22949-84-4
• Molecular Formula: C₂₂H₂₄P*I
• Molecular Weight: 446.31
• EINECS: 918-205-7
• Mol File: 22949-84-4.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: butyl-triphenyl-phosphanium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: butyl-triphenyl-phosphanium bromide(22949-84-4)
• EPA Substance Registry System: butyl-triphenyl-phosphanium bromide(22949-84-4)

Safety Data

• Hazardous Substances Data: 22949-84-4(Hazardous Substances Data)

Usage

General Description

Butyl-triphenyl-phosphanium bromide is a quaternary phosphonium salt that is commonly used as a phase transfer catalyst in organic synthesis. It is a white crystalline solid that is soluble in polar solvents such as water and methanol. This chemical compound is known for its ability to facilitate the transfer of organic and inorganic reagents between immiscible phases, allowing for more efficient and selective reactions. Butyl-triphenyl-phosphanium bromide has been utilized in various organic reactions including Williamson ether synthesis, Wittig reaction, and nucleophilic substitution reactions. Its use as a phase transfer catalyst makes it a valuable tool in the field of organic chemistry.

InChI:InChI=1/C22H24P/c1-2-3-19-23(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18H,2-3,19H2,1H3/q+1

Upstream product

• 591-50-4 iodobenzene 
• 311-28-4 tetra-(n-butyl)ammonium iodide 
• 1079-66-9 chloro-diphenylphosphine 
• 23626-34-8 {C₁₈H₁₅PC₄H₉}{NiJ₃(Triphenylphosphin)} 
• 542-69-8 1-iodo-butane 
• 603-35-0 triphenylphosphine 

Downstream Products

• 76835-82-0 butyltriphenylphosphonium triiodide 
• 76835-83-1 butyltriphenylphosphonium pentaiodide 
• 76835-84-2 butyltriphenylphosphonium heptaiodide 
• 4233-13-0 butyldiphenylphosphine oxide 
• 16692-57-2 (E)-1-bromo-2-(pent-1-enyl)benzene 
• 91133-05-0 (E)-1-nitro-2-(pent-1-en-1-yl)benzene 
• 1417996-20-3 methyl tridec-9-enoate 
• 58257-45-7 methyl tridec-9-enoate 
• 848827-35-0 C₃₁H₃₆O₄ 

Relevant articles and documents

Monitoring and Modulating mtDNA G-Quadruplex Dynamics Reveal Its Close Relationship to Cell Glycolysis

The mitochondrial DNA G-quadruplex (mtDNA G4) is a potential regulatory element for the regulation of mitochondrial functions; however, its relevance and specific roles in diseases remain largely unknown. Here, we engineered a set of chemical probes, incl

Quaternary Phosphorus-Induced Iodocuprate(I)-Based Hybrids: Water Stabilities, Tunable Luminescence and Photocurrent Responses

Four (triphenyl)phosphonium-based quaternary phosphorus salts with different substituents (varying from methyl to n-butyl) were selected to be structural directed agents (SDAs) to construct four iodocuprate(I) hybrids via solution method, i.e., [(PPh3Me)(Cu3I4)]n (1), [(PPh3Et)(Cu3I4)]n (2), (PPh3iPr)2(Cu2I4) (3), [(PPh3nBu)(Cu3I4)]n (4). The inorganic iodocuprates in 1, 2 and 4 are 1-D (Cu3I4)nn– chains constructed from Cu5I11 units, but (Cu2I4)2– in 3 is a di-nuclear cluster. Interestingly, the strength of Cu···Cu and π–π stacking interactions are weakened with the lengthening of alkyl groups on P-atom. The best water stability of 4 can be ascribed to the better hydrophobicity of n-butyl group, which deters the dispersing of organic and inorganic moieties and as a result, inhibit hydrolysis reaction. Furthermore, all compounds exhibit typical reversible luminescent thermochromic behaviors, among which 4 exhibits blue emission and the quenching of higher energy (HE) zone in 1 and 2 are led by strong π–π stacking interactions. Besides, effective and repeatable photocurrent responses can be detected in these compounds. In all, by systematically introducing alkyl groups into (triphenyl)phosphonium as SDAs to prepare hybrid iodocuprates, we can find that the longer alkyl groups can achieve stronger tunable PL materials with enhanced water stabilities.

Double C-H amination by consecutive SET oxidations

A new method for intramolecular C-H oxidative amination is based on a FeCl3-mediated oxidative reaction of anilines with activated sp3 C-H bonds. The amino group plays multiple roles in the reaction cascade: (1) as the activating group in single-electron-transfer (SET) oxidation process, (2) as a directing group in benzylic/allylic C-H activation at a remote position, and (3) internal nucleophile trapping reactive intermediates formed from the C-H activation steps. These multielectron oxidation reactions proceed with catalytic amounts of Fe(iii) and inexpensive reagents.