10060-17-0

Basic information

• Product Name: Potassium, (diphenylmethyl)-
• CAS NO: 10060-17-0
• Molecular Formula: C13H11K
• Molecular Weight: 206.329
• Mol File: 10060-17-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Potassium, (diphenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Potassium, (diphenylmethyl)-(10060-17-0)
• EPA Substance Registry System: Potassium, (diphenylmethyl)-(10060-17-0)

Safety Data

• Hazardous Substances Data: 10060-17-0(Hazardous Substances Data)

Usage

General Description

Potassium, (diphenylmethyl)-, also known as diphenylmethylpotassium or K(diphenylmethyl), is a chemical compound consisting of a potassium cation bonded to a diphenylmethyl anion. It is commonly used as a strong base in organic synthesis reactions, where it can deprotonate acidic compounds and facilitate the formation of carbon-carbon and carbon-heteroatom bonds. Additionally, diphenylmethylpotassium is often employed as a reagent in the preparation of various organic compounds, such as pharmaceuticals, agrochemicals, and polymers. This chemical is highly reactive and must be handled with caution due to its potential to cause skin and eye irritation, as well as severe burns upon contact with water.

Upstream product

• 574-42-5 benzhydryl ether 
• 19112-42-6 pentaphenylethane 
• 632-50-8 1,1,2,2-tetraphenylethane 
• 2029-73-4 2-ethyl-benzhydrol 
• 91-01-0 1,1-Diphenylmethanol 
• 60-29-7 diethyl ether 
• 5670-78-0 ethyl diphenylmethyl ether 
• 101-81-5 Diphenylmethane 
• 7664-41-7 ammonia 
• 1016-09-7 benzhydryl methyl ether 
• 56-23-5 tetrachloromethane 
• 108-88-3 toluene 

Downstream Products

• 1733-63-7 1,2,2-triphenylethan-1-one 
• 5334-11-2 1,2,2-triphenylethenyl benzoate 
• 7476-11-1 1,1,3,3-tetraphenylpropane-2-one 
• 630-76-2 tetraphenylmethane 
• 111385-41-2 1-hydroxy-4-phenyl-2-naphthoic acid 
• 3468-99-3 ethyl diphenylacetate 
• 102591-89-9 3-oxo-2,2,3-triphenyl-propionic acid ethyl ester 
• 101-81-5 Diphenylmethane 
• 40139-28-4 1-Chlor-2,2,4,4-tetraphenylbutan 
• 36171-50-3 1,1,3,3-tetraphenylpropane 
• 4286-85-5 4,4-diphenyl-1-butene 
• 519-73-3 triphenylmethane 
• 603-34-9 N,N-diphenylaminobenzene 
• 17922-21-3 (α-bromo-benzhydryl)-trimethyl-silane 

Relevant articles and documents

Carbanion mechanisms XXI. Solution acidity of triphenylsilane

Comparative acidity measurements have been performed between triphenylsilylpotassium and a series of arylmethanes by 1H-NMR in tetrahydrofuran: Ph3SiK + ArnCH4 - n ? Ph3SiH + ArnCH3 - nK Metalation of the arylmethane was complete in the case of Ph3CH (pKa 31.4) and Ph2CH2 (pKa 33.4) but with (p-CH3·C6H4)2CH2 (pKa 35.1) ～50% metalation of the di-p-tolymethane occurred, indicating that the two acids have equal pKa. No reaction occurred with 4-Ph·C6H4·CH3 (pKa 38.7). Thus pKa Ph3SiH ≈ 35.1 in THF. This represents the first solution measurement of the acidity of an organosilane.

METAL-STABILIZED CARBANIONS VI. FORMATION OF SOME ARYLMETHYL AND DIBENZOTROPENYL CARBANIONS COMPLEXED WITH TRICARBONYLCHROMIUM. A KINETIC AND A 13C NMR STUDY

Rate constants have been measured for the α-metallation of some arylmethanes, of 5H-dibenzocycloheptene and its dihydro derivative, free and complexed with tricarbonylchromium, by potassium hydride in tetrahydrofuran in the presence of 18-crown-6 ether.The stable solutions of the complexed anions have been studied by 13C NMR spectroscopy.With the free ligands the kinetic acidity depends upon the structure to a great extent, but in the corresponding complexes the rates of metallation do not vary appreciably.On the basis of the 13C chemical shift data a close similarity is suggested between the electronic structures of the arylmethyl and dibenzotropenyl anions which would account for their very similar metallation rates.

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Effect of isomeric pyridine moieties in ethynylstyrene derivatives on their anionic polymerization

The anionic polymerization behaviors of ethynylstyrene derivatives containing isomeric pyridine moieties, 2-(2-(4-vinylphenyl)ethynyl)pyridine (A), 3-(2-(4-vinylphenyl)ethynyl)pyridine (B), and 4-(2-(4-vinylphenyl)ethynyl) pyridine (C), were investigated in the identical conditions. The anionic polymerization of A-C was performed with (diphenylmethyl)potassium (Ph 2CHK) in tetrahydrofuran (THF) at -78 °C. The polymerization of A proceeded quantitatively at -78 °C for 4 h, and the resulting poly(A) possessed predictable molecular weights (Mn = 3300-68,500) and narrow molecular weight distributions (MWDs) (Mw/Mn = 1.04-1.11). In contrast, the anionic polymerization of B was not performed at -78 °C for 4 h due to the occurrence of side reactions. The monomer B was quantitatively recovered after the reaction. In the polymerization of C performed at -78 °C for 6 h, observed Mn values of the resulting poly(C) were in good agreement with calculated molecular weights based on monomer to initiator ratios, but the MWDs were somewhat broad (M w/Mn = 1.23-1.31). To estimate the reactivity of A and to characterize its living nature, the block copolymerization of A with 2-vinylpyridine (2VP) and methyl methacrylate (MMA) was performed. The well-defined block copolymers, poly(2VP)-b-poly(A) and poly(A)-b-poly(MMA), were successfully synthesized without any additives.

Metal complexes containing partially delocalized II-bound groups and addition polymerization catalysts therefrom

Novel Group 4 metal complexes wherein the metal is in the +2 or +4 formal oxidation state containing a cyclic or noncyclic, non-aromatic, anionic, dienyl ligand group bound to M and having a bridged ligand structure, catalytic derivatives of such complexe