2378-86-1

Basic information

• Product Name: (4-METHYLBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE
• Synonyms: (4-METHYLBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE;(4-METHYLBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE, 98+%
• CAS NO: 2378-86-1
• Molecular Formula: Br*C₂₆H₂₄P
• Molecular Weight: 447.35
• EINECS: 219-159-4
• Product Categories: Ligand
• Mol File: 2378-86-1.mol
• Article Data: 33

Chemical Properties

• Melting Point: 268-270°C
• Appearance: /
• BRN: 3810292
• CAS DataBase Reference: (4-METHYLBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-METHYLBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(2378-86-1)
• EPA Substance Registry System: (4-METHYLBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(2378-86-1)

Safety Data

• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3278
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2378-86-1(Hazardous Substances Data)

Usage

Uses

(4-Methylbenzyl)triphenylphosphonium Bromide is a Wittig reagent.

InChI:InChI=1/C26H24P/c1-22-17-19-23(20-18-22)21-27(24-11-5-2-6-12-24,25-13-7-3-8-14-25)26-15-9-4-10-16-26/h2-20H,21H2,1H3/q+1

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 603-35-0 triphenylphosphine 
• 104-87-0 4-methyl-benzaldehyde 
• 589-18-4 4-Methylbenzyl alcohol 
• 6399-81-1 triphenylphosphine hydrobromide 
• 106-42-3 para-xylene 
• 104-81-4 4-Methylbenzyl bromide 

Downstream Products

• 80663-40-7 4'-methyl-2-vinylstilbene 
• 139097-83-9 cis-3-(4-Methoxyphenyl)-2-(4-methylphenyl)-2,3-dihydrophenanthro<9,10-b>furan 
• 153648-98-7 8-hydroxy-4-methyl-7-(phenylamino)-2H-1-benzopyran-2-one 
• 39110-21-9 [(4-methylphenyl)methylene]triphenylphosphorane 
• 18869-29-9 (E)-4,4'-dimethylstilbene 
• 2510-76-1 (Z)-4,4'-dimethylstilbene 
• 1588-49-4 4,4'-dimethylstilbene 
• 24815-58-5 trans-1-(4-tolyl)-2-(9-anthryl)ethene 
• 106-42-3 para-xylene 
• 104-85-8 para-methylbenzonitrile 
• 35160-96-4 2-[2-(4-methylphenyl)-(Z)-ethenyl]-naphthalene 
• 35160-96-4 2-[2-(4-methylphenyl)-(E)-ethenyl]-naphthalene 
• 41425-61-0 4-[(E)-2-(4-Methylphenyl)ethen-1-yl]benzonitrile 
• 89165-07-1 1-(4-methylphenyl)-2-(4-chlorophenyl)ethane 

Relevant articles and documents

Reactions of benzyltriphenylphosphonium salts under photoredox catalysis

The development of benzyltriphenylphosphonium salts as alkyl radical precursors using photoredox catalysis is described. Depending on substituents, the benzylic radicals may couple to form C-C bonds or abstract a hydrogen atom to form C-H bonds. A natural product, brittonin A, was also synthesized using this method.

Cis alkenes stabilized by intramolecular sulphur?π interactions

A series of alkenes with bistable isomers were obtained containing a thiophene/azoheteroaryl backbone. Visible light and heat-induced reversible cis ? trans isomerizations were evidenced by UV-Vis and 1H NMR spectra. The stabilization of cis alkenes was attributed to intramolecular sulphur?π (S?π) interactions, which were further supported by theoretical calculations.

Transition-Metal-Free Sulfuration/Annulation of Alkenes: Economical Access to Thiophenes Enabled by the Cleavage of Multiple C-H Bonds

A novel, atom economical, and transition-metal-free strategy for the synthesis of thiophenes from substituted buta-1-enes with potassium sulfide has been presented. The reaction achieves double C-S bond formations via cleavage of multiple C-H bonds and provides an efficient approach to access various functionalized thiophenes. Moreover, the strategy can also be used for the synthesis of thiophenes from 1,4-diaryl-1,3-dienes. Mechanistically, DMSO plays a role of oxidant and S3?- in situ generated from K2S is involved.