4356-69-8

Basic information

• Product Name: 1,1-Bis(p-anisyl)ethene
• Synonyms: 1,1-Bis(p-anisyl)ethene;1,1-Bis(p-methoxyphenyl)ethene;1,1-Di(p-anisyl)ethene;1,1-Di-p-anisylethene;4,4'-(Ethene-1,1-diyl)bisanisole;4,4'-Ethenylidenebis(1-methoxybenzene);4,4'-(ethene-1,1-diyl)bis(methoxybenzene)
• CAS NO: 4356-69-8
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.297
• Mol File: 4356-69-8.mol
• Article Data: 77

Chemical Properties

• Melting Point: 142-143 °C
• Boiling Point: 381.3°Cat760mmHg
• Flash Point: 153.5°C
• Appearance: /
• Density: 1.045g/cm³
• CAS DataBase Reference: 1,1-Bis(p-anisyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Bis(p-anisyl)ethene(4356-69-8)
• EPA Substance Registry System: 1,1-Bis(p-anisyl)ethene(4356-69-8)

Safety Data

• Hazardous Substances Data: 4356-69-8(Hazardous Substances Data)

Usage

General Description

1,1-Bis(p-anisyl)ethene is a chemical compound with the molecular formula C20H22O. It is an organic compound that consists of two p-anisyl groups attached to a central ethene group. 1,1-Bis(p-anisyl)ethene is commonly used as a fluorescent probe for detecting free radicals and other reactive oxygen species. It is also used as a sensitizer in organic photovoltaic devices and as a monomer for the synthesis of polymers. 1,1-Bis(p-anisyl)ethene has the potential to be used in various fields including medicine, materials science, and electronics due to its unique properties and versatile applications. However, it is important to handle this compound with caution as it may pose health and environmental risks if not properly managed.

Upstream product

• 108-55-4 glutaric anhydride, 
• 100-66-3 methoxybenzene 
• 17792-18-6 3,3-bis(4-methoxyphenyl)propenoic acid 
• 93903-64-1 3,3-bis-(4-methoxy-phenyl)-butyric acid 
• 66110-26-7 3,3-bis(4-methoxyphenyl)pentanedioic acid 
• 1608-72-6 1-ethoxyethyl acetate 
• 67233-95-8 α-methyl-p-methoxybenzyl ethyl ether 
• 75-36-5 acetyl chloride 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 67-56-1 methanol 
• 2132-64-1 2,2-bis-(p-methoxyphenyl)-1-bromoethylene 
• 530-48-3 1,1-Diphenylethylene 

Downstream Products

• 18813-83-7 (+/-)-9-methoxy-8-(4-methoxy-phenyl)-(4ar)-1,2,3,4,4a,5,6,7-octahydro-1t,4t-etheno-naphthalene-2t,3t,5t,6t-tetracarboxylic acid-2,3;56-dianhydride 
• 38512-67-3 2,2-bis-(4-methoxy-phenyl)-cyclopropanecarboxylic acid 
• 17792-18-6 3,3-bis(4-methoxyphenyl)propenoic acid 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 102591-99-1 3,3-bis-(4-methoxy-phenyl)-acrylic acid phenyl ester 
• 96179-43-0 3,3-bis(4-methoxyphenyl)-N-(naphthalen-1-yl)acrylamide 
• 112551-63-0 3,3-bis-(4-methoxy-phenyl)-acrylic acid-(4-nitro-anilide) 
• 54655-89-9 1,1,4,4-tetrakis(4-methoxyphenyl)butadiene 
• 63153-81-1 [2,2-bis-(4-methoxy-phenyl)-vinyl]-(4-nitro-phenyl)-diazene 
• 94905-41-6 4,4-bis-(4-methoxy-phenyl)-2-oxo-but-3-enenitrile 
• 36697-31-1 2,2-bis-(p-methoxyphenyl)-1-nitroethylene 
• 115020-16-1 1,1-bis-(4-methoxy-phenyl)-2-(2-nitro-phenylselanyl)-ethene 
• 103401-78-1 1,1-bis-(4-methoxy-phenyl)-4,4-bis-(4-propoxy-phenyl)-buta-1,3-diene 
• 2132-66-3 2-chloro-1,1-bis-(4-methoxy-phenyl)-ethene 

Relevant articles and documents

Fritsch-Buttenberg-Wiechell rearrangement of magnesium alkylidene carbenoids leading to the formation of alkynes

A series of 1-heteroatom-substituted vinyl p-tolyl sulfoxides were prepared and treated with organometallic reagents to evaluate which combination of sulfoxides and organometallic reagents yielded alkynes the most efficiently. The use of 1-chlorovinyl p-tolyl sulfoxide and isopropylmagnesium chloride was optimal for this purpose. A variety of 1-chlorovinyl p-tolyl sulfoxides were prepared from carbonyl compounds and chloromethyl p-tolyl sulfoxide and were converted into alkynes via the sulfoxide/magnesium exchange reaction and subsequent Fritsch-Buttenberg-Wiechell (FBW) rearrangement of the resulting magnesium alkylidene carbenoids. The mechanism of the FBW rearrangement of magnesium alkylidene carbenoids was studied by using13C-labeled sulfoxides and by using DFT calculations.

Direct Allylic C(sp3)?H and Vinylic C(sp2)?H Thiolation with Hydrogen Evolution by Quantum Dots and Visible Light

Direct allylic C?H thiolation is straightforward for allylic C(sp3)?S bond formation. However, strong interactions between thiol and transition metal catalysts lead to deactivation of the catalytic cycle or oxidation of sulfur atom under oxidative condition. Thus, direct allylic C(sp3)?H thiolation has proved difficult. Represented herein is an exceptional for direct, efficient, atom- and step-economic thiolation of allylic C(sp3)?H and thiol S?H under visible light irradiation. Radical trapping experiments and electron paramagnetic resonance (EPR) spectroscopy identified the allylic radical and thiyl radical generated on the surface of photocatalyst quantum dots (QDs). The C?S bond formation does not require external oxidants and radical initiators, and hydrogen (H2) is produced as byproduct. When vinylic C(sp2)?H was used instead of allylic C(sp3)?H bond, the radical-radical cross-coupling of C(sp2)?H and S?H was achieved with liberation of H2. Such a unique transformation opens up a door toward direct C?H and S?H coupling for valuable organosulfur chemistry.

Iron-Catalyzed Direct Julia-Type Olefination of Alcohols

Herein, we report an iron-catalyzed, convenient, and expedient strategy for the synthesis of styrene and naphthalene derivatives with the liberation of dihydrogen. The use of a catalyst derived from an earth-abundant metal provides a sustainable strategy to olefins. This method exhibits wide substrate scope (primary and secondary alcohols) functional group tolerance (amino, nitro, halo, alkoxy, thiomethoxy, and S- A nd N-heterocyclic compounds) that can be scaled up. The unprecedented synthesis of 1-methyl naphthalenes proceeds via tandem methenylation/double dehydrogenation. Mechanistic study shows that the cleavage of the C-H bond of alcohol is the rate-determining step.