1726-14-3

Basic information

• Product Name: 1,1-DIPHENYLBUT-1-ENE
• Synonyms: 1,1-DIPHENYLBUT-1-ENE;But-1-ene-1,1-diyldibenzene;1,1-Diphenyl-1-butene;1-Ethyl-2,2-diphenylethylene;2-Ethyl-1,1-diphenylethene;2-Ethyl-1,1-diphenylethylene;Benzene,1,1'-(1-butenylidene)bis-
• CAS NO: 1726-14-3
• Molecular Formula: C₁₆H₁₆
• Molecular Weight: 208.29824
• EINECS: 1533716-785-6
• Mol File: 1726-14-3.mol

Chemical Properties

• Melting Point: -1.19°C
• Boiling Point: 294.75°C
• Flash Point: 144.7 °C
• Appearance: /
• Density: 0.9901
• Refractive Index: 1.5874
• CAS DataBase Reference: 1,1-DIPHENYLBUT-1-ENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DIPHENYLBUT-1-ENE(1726-14-3)
• EPA Substance Registry System: 1,1-DIPHENYLBUT-1-ENE(1726-14-3)

Safety Data

• Hazardous Substances Data: 1726-14-3(Hazardous Substances Data)

Usage

Uses

Used in Detergent Industry:
1,1-Diphenylbut-1-ene is used as an optical brightener in laundry detergents for making whites appear whiter. The optical brightening effect is achieved by the compound's ability to absorb ultraviolet light and emit visible light, enhancing the appearance of fabrics.
Used in Dye and Pigment Industry:
Stilbene is used in the manufacture of dyes and pigments due to its color-enhancing properties. Its unique molecular structure allows it to interact with other compounds, resulting in vibrant and stable colors.
Used in Optical Filter Industry:
1,1-Diphenylbut-1-ene is used in the production of optical filters, which are essential components in various optical devices such as cameras, telescopes, and microscopes. 1,1-DIPHENYLBUT-1-ENE's ability to selectively absorb and transmit light makes it suitable for creating filters that control the passage of specific wavelengths.
Used in Organic Light-Emitting Diode (OLED) Industry:
Stilbene has potential applications in the development of organic light-emitting diodes (OLEDs), which are used in display technologies such as televisions, computer monitors, and mobile devices. 1,1-DIPHENYLBUT-1-ENE's light-emitting properties make it a promising material for improving the efficiency and performance of OLEDs.
Used in Synthetic Hormone Production:
1,1-Diphenylbut-1-ene serves as a precursor in the production of synthetic hormones, which are used in various pharmaceutical applications. 1,1-DIPHENYLBUT-1-ENE's chemical properties make it a valuable intermediate in the synthesis of these biologically active compounds.
Used in Photoinitiation Industry:
Stilbene has been studied for its potential use as a photoinitiator in radical polymerization reactions. Its ability to generate radicals upon exposure to light makes it a promising candidate for initiating polymerization processes in various industrial applications, such as coatings, adhesives, and composite materials.

Upstream product

• 174681-16-4 ethyl-(1-phenyl-but-1-enyl)-ether 
• 7632-57-7 diphenylmethylenecyclopropene 
• 187737-37-7 propene 
• 90-99-3 diphenylchloromethane 
• 623-42-7 butanoic acid methyl ester 
• 100-58-3 phenylmagnesium bromide 
• 6078-95-1 4,4-diphenyl-3-butenyl bromide 
• 141-75-3 butyryl chloride 
• 105-54-4 butanoic acid ethyl ester 
• 51046-84-5 1-chloro-1,1-diphenyl-butane 
• 530-48-3 1,1-Diphenylethylene 
• 495-40-9 propiophenone 
• 91-01-0 1,1-Diphenylmethanol 
• 4286-85-5 4,4-diphenyl-1-butene 

Downstream Products

• 88074-03-7 C₁₇H₁₆Cl₂ 
• 33830-02-3 3-Aethyl-2.2-dibromo-1.1-diphenylcyclopropan 
• 1019322-40-7 3-ethyl-2,2-diphenyl-2,3-dihydro-4H-furo[3,2-c]chromen-4-one 
• 63019-13-6 but-1-ene-1,1,2-triyltribenzene 
• 1309455-96-6 2-(1-ethyl-2,2-diphenylethyl)propanedinitrile 
• 854458-55-2 1,1-bis-(4-nitro-phenyl)-butane 
• 54890-00-5 1,1-dicyclohexyl-butane 
• 88069-72-1 2,3-dibromo-1,1-diphenyl-1-butene 
• 88069-80-1 2-Bromo-1-methyl-3-phenyl-1H-indene 
• 495-40-9 propiophenone 

Relevant articles and documents

Lewis acid-catalyzed ring-opening reactions of methylenecyclopropanes with alcoholic or acidic nucleophiles

(matrix presented) Nu-H can be alcohols, thiols, phenols, carboxylic acids yield: 60%-100%. Methylenecyclopropanes can react with various nucleophiles such as alcohols, phenols, carboxylic acids, and thiols to give the corresponding homoallylic esters or

Early main group metal catalysis: How important is the metal?

Organocalcium compounds have been reported as efficient catalysts for various alkene transformations. In contrast to transition metal catalysis, the alkenes are not activated by metal-alkene orbital interactions. Instead it is proposed that alkene activation proceeds through an electrostatic interaction with a Lewis acidic Ca2+. The role of the metal was evaluated by a study using the metal-free catalysts: [Ph2N-Me4N+] and [Ph3C-][Me4N- ]. These "naked" amides and carbanions can act as catalysts in the conversion of activated double bonds (C=O and C=N) in the hydroamination of Ar-N=C=O and R-N=C=N=R (R=alkyl) by Ph2NH. For the intramolecular hydroamination of unactivated C=C bonds in H2C=CHCH2CPh2CH2NH2 the presence of a metal cation is crucial. A new type of hybrid catalyst consisting of a strong organic Schwesinger base and a simple metal salt can act as catalyst for the intramolecular alkene hydroamination. The influence of the cation in catalysis is further evaluated by a DFT study.

Solvent Effects on the Singlet - Triplet Equilibrium and Reactivity of a Ground Triplet State Arylalkyl Carbene

Results from intramolecular singlet and triplet specific reactivity in solvents of different polarity suggest that the spin state equilibrium of 1,2-diphenyl-1-butylidene, a triplet ground state carbene, is largely susceptible to solvent polarity.The results are consistent with stabilization of the zwitterionic singlet state in solvents of high polarity.

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.

Iron-Catalyzed Radical Cleavage/C?C Bond Formation of Acetal-Derived Alkylsilyl Peroxides

A novel radical-based approach for the iron-catalyzed selective cleavage of acetal-derived alkylsilyl peroxides, followed by the formation of a carbon–carbon bond is reported. The reaction proceeds under mild reaction conditions and exhibits a broad substrate scope with respect to the acetal moiety and the carbon electrophile. Mechanistic studies suggest that the present reaction proceeds through a free-radical process involving carbon radicals generated by the homolytic cleavage of a carbon–carbon bond within the acetal moiety. A synthetic application of this method to sugar-derived alkylsilyl peroxides is also described.

Conversion of Carbonyl Compounds to Olefins via Enolate Intermediate

A general and efficient protocol to synthesize substituted olefins from carbonyl compounds via nickel catalyzed C—O activation of enolates was developed. Besides ketones, aldehydes were also suitable substrates for the presented catalytic system to produce di- or tri- substituted olefins. It is worth noting that this approach exhibited good tolerance to highly reactive tertiary alcohols, which could not survive in other reported routes for converting carbonyl compounds to olefins. This method also showed good regio- and stereo-selectivity for olefin products. Preliminary mechanistic studies indicated that the reaction was accomplished through nickel catalyzed C—O activation of enolates, thus offering helpful contribution to current enol chemistry.

Controllable Isomerization of Alkenes by Dual Visible-Light-Cobalt Catalysis

We report herein that thermodynamic and kinetic isomerization of alkenes can be accomplished by the combination of visible light with Co catalysis. Utilizing Xantphos as the ligand, the most stable isomers are obtained, while isomerizing terminal alkenes over one position can be selectively controlled by using DPEphos as the ligand. The presence of the donor–acceptor dye 4CzIPN accelerates the reaction further. Transformation of exocyclic alkenes into the corresponding endocyclic products could be efficiently realized by using 4CzIPN and Co(acac)2 in the absence of any additional ligands. Spectroscopic and spectroelectrochemical investigations indicate CoI being involved in the generation of a Co hydride, which subsequently adds to alkenes initiating the isomerization.

Palladium-Catalyzed C?H Alkenylation of Arenes with Alkynes: Stereoselective Synthesis of Vinyl Chlorides via a 1,4-Chlorine Migration

A directing group-free, ligand-promoted palladium-catalyzed C?H arylation of internal alkynes with simple arenes was developed. Alkenyl chlorides resulting from a 1,4-chlorine migration or trisubstituted alkenes were produced in moderate to good yields depending on the type of alkyne.

Ruthenium(II)-catalyzed olefination: Via carbonyl reductive cross-coupling

Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KOtBu and bidentate phosphine dmpe is vital to this transformation.

Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions

Nickel-catalyzed addition of arylboron reagents to ketones results in aryl olefins directly. The neutral condition allows acidic protons of alcohols, phenols, and malonates to be present, and fragile structures are also tolerated.