1726-12-1

Basic information

• Product Name: 1,1-DIPHENYLPENTANE
• Synonyms: 1,1-DIPHENYLPENTANE;Benzene, 1,1'-pentylidenebis-;pentane,1,1-diphenyl-;1,1'-Pentylidenebisbenzene;1-phenylpentylbenzene
• CAS NO: 1726-12-1
• Molecular Formula: C₁₇H₂₀
• Molecular Weight: 224.34
• Mol File: 1726-12-1.mol

Chemical Properties

• Melting Point: -12.02°C
• Boiling Point: 138-139°C 15mm
• Flash Point: 138-139°C/15mm
• Appearance: /
• Density: 0.9623 (estimate)
• Vapor Pressure: 0.00127mmHg at 25°C
• Refractive Index: 1.5489
• CAS DataBase Reference: 1,1-DIPHENYLPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DIPHENYLPENTANE(1726-12-1)
• EPA Substance Registry System: 1,1-DIPHENYLPENTANE(1726-12-1)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 1726-12-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,1-Diphenylpentane is used as a solvent and in the production of pharmaceuticals due to its ability to dissolve a wide range of substances and its compatibility with various chemical processes.
Used in Organic Synthesis:
1,1-Diphenylpentane is used as a reagent in organic synthesis for its capacity to participate in a variety of chemical reactions, contributing to the creation of new compounds and materials.
Used in Research Applications:
In research settings, 1,1-Diphenylpentane is utilized as a model compound for studying chemical reactions and properties of hydrocarbons, providing insights into the behavior of similar molecules.
Used in Perfumery and Fragrance Industry:
1,1-Diphenylpentane is used as a component in the manufacture of perfumes and fragrances, capitalizing on its pleasant odor to enhance the scent profiles of various products.

InChI:InChI=1/C17H20/c1-2-3-14-17(15-10-6-4-7-11-15)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3

Upstream product

• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 4733-41-9 benzhydrylphenyl ether 
• 1530-11-6 1,1-diphenyl-pent-1-ene 
• 629-35-6 dibutylmercury 
• 776-74-9 Bromodiphenylmethane 
• 109-65-9 1-bromo-butane 
• 101-81-5 Diphenylmethane 
• 108-86-1 bromobenzene 
• 504-60-9 penta-1,3-diene 
• 542-69-8 1-iodo-butane 
• 126-73-8 phosphoric acid tributyl ester 
• 79654-37-8 diphenyl(2-thienyl)methanol 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 54833-30-6 1,1-dicyclohexyl-pentane 
• 855357-85-6 1,1-bis-(4-nitro-phenyl)-pentane 
• 1012062-22-4 1,1-bis-(4-amino-phenyl)-pentane 
• 58607-49-1 1-(3-hydroxy-3,3-diphenylpropyl)cyclohexanol 
• 91-01-0 1,1-Diphenylmethanol 
• 1454679-91-4 1,1,4-triphenylbutane-1,4-diol 
• 5449-47-8 4-methyl-1,1-diphenylpentan-1-ol 
• 55766-18-2 3-cyclohexyl-1,1-diphenylpropan-1-ol 
• 31067-15-9 1,1,4-triphenyl-1-butanol 
• 1454679-77-6 1,1,4-triphenylbutyl-1-hydroperoxide 
• 1454679-89-0 4-methyl-1,1-diphenylpentylhydroperoxide 
• 1454679-87-8 3-cyclohexyl-1,1-diphenylpropylhydroperoxide 
• 5194-36-5 4-methyl-1,1-diphenylpentane-1,4-diol 
• 119-61-9 benzophenone 

Relevant articles and documents

Air-Stable PdI Dimer Enabled Remote Functionalization: Access to Fluorinated 1,1-Diaryl Alkanes with Unprecedented Speed

While remote functionalization via chain walking has the potential to enable access to molecules via novel disconnections, such processes require relatively long reaction times and can be in need of elevated temperatures. This work features a remote arylation in less than 10 min reaction time at room temperature over a distance of up to 11 carbons. The unprecedented speed is enabled by the air-stable PdI dimer [Pd(μ-I)(PCy2tBu)]2, which in contrast to its PtBu3 counterpart does not trigger direct coupling at the initiation site, but regioconvergent and chemoselective remote functionalization to yield valuable fluorinated 1,1-diaryl alkanes. Our combined experimental and computational studies rationalize the origins of switchability, which are primarily due to differences in dispersion interactions.

Photochemical Nickel-Catalyzed Reductive Migratory Cross-Coupling of Alkyl Bromides with Aryl Bromides

A novel method to access 1,1-diarylalkanes from readily available, nonactivated alkyl bromides and aryl bromides via visible-light-driven nickel and iridium dual catalysis, wherein diisopropylamine (iPr2NH) is used as the terminal stoichiometric reductant, is reported. Both primary and secondary alkyl bromides can be successfully transformed into the migratory benzylic arylation products with good selectivity. Additionally, this method showcases tolerance toward a wide array of functional groups and the presence of bases.

Ligand-Controlled Nickel-Catalyzed Reductive Relay Cross-Coupling of Alkyl Bromides and Aryl Bromides

1,1-Diarylalkanes are important structural frameworks which are widespread in biologically active molecules. Herein, we report a reductive relay cross-coupling of alkyl bromides with aryl bromides by nickel catalysis with a simple nitrogen-containing ligand. This method selectively affords 1,1-diarylalkane derivatives with good to excellent yields and regioselectivity.

Copper-catalyzed aerobic aliphatic C-H oxygenation with hydroperoxides

We report herein Cu-catalyzed aerobic oxygenation of aliphatic C-H bonds with hydroperoxides, which proceeds by 1,5-H radical shift of putative oxygen-centered radicals (O-radicals) derived from hydroperoxides followed by trapping of the resulting carboncentered radicals with molecular oxygen.

Benzylation of arenes through FeCl3-catalyzed Friedel-Crafts reaction via C-O activation of benzyl ether

Various benzyl ethers were converted to benzyl arenes via a FeCl3-catalyzed Friedel-Crafts alkylation reaction under mild condition in good yields. This method also offered a simple and practical approach to synthesize di- or tri-aryl methanes and aryl heteroaryl methanes through the activation of C-O bonds.

Polyethylene glycol mediated reductive decyanation of diphenylacetonitrile moderately enhanced by microwave heating

An efficient and clean procedure for the preparation of alkyldiphenylmethanes and 4,4-diphenylbutylamines from their corresponding nitriles by using sodium hydroxide-polyethylene glycol reagent system in a domestic microwave oven is described. The products are isolated by simple aqueous work up in excellent yields.

UNEXPECTED PRODUCTS IN A KABACHNIK-FIELDS SYNTHESIS OF AMINOPHOSPHONATES

In a Kabachnik-Fields synthesis of aminophosphonates derived from aromatic ketones the formation of hydroxyphosphonates, their rearrangement to corresponding phosphates and amine promoted decomposition of the last, leads to a number of unexpected products, which in some cases could be the only products of reaction.Key words: 1-Aminophosphonates; 1-hydroxyphosphonates; Kabachnik-Fields reaction; phosphonate-phosphate rearrangement.

Carbanion Rearrangements by Intramolecular 1,ω Proton Shifts, IV. The Reaction of ω,ω-Diphenylalkyllithium Compounds: Proof for an Intramolecular Transmetallation Reaction by Crossover Experiments Using Isotopic Labelled Starting Material

3,3-Diphenylpropyllithium (2) and 2-(9-fluorenyl)ethyllithium (43) do not show a 1,3 proton shift but splitt off ethylene.On the other hand 4,4-diphenylbutyllithium (19) in diethyl ether can be forced to rearrange to 1,1-diphenylbutyllithium (18) by the addition of THF.The half reaction time for this 1,4 proton shift was found to be about 4 minutes.Proof for the intramolecular character of this transmetallation reaction was obtained by crossover experiments with specifically deuterated starting material.The 1,5 proton shift with 5,5-diphenylpentyllithium (12) occurs considerably slower than the 1,4 shift with 4,4-diphenylbutyllithium (19).The rearrangement also takes place in pure diethyl ether although with a half reaction time of about 2 days.Only 3-(9-fluorenyl)propyllithium (41) in diethyl ether spontaneously shows rearrangement already at -30 deg C, whereby 9-propyl-9-fluorenyllithium (42) is formed by a 1,4 proton shift.A 1,ω phenyl migration according to Grovenstein-Zimmerman in no case could be observed.