2642-81-1

Basic information

• Product Name: 4,4'-ddnu
• Synonyms: 4,4'-ddnu;1,1-Bis(4-chlorophenyl)ethene;1,1-Di(4-chlorophenyl)ethene;1,1'-Ethenylidenebis(4-chlorobenzene);2,2-Bis(4-chlorophenyl)ethene;4,4'-Vinylidenebis(chlorobenzene);C06642;Unsym-bis(4'-chlorophenyl)ethylene
• CAS NO: 2642-81-1
• Molecular Formula: C₁₄H₁₀Cl₂
• Molecular Weight: 249.1352
• Mol File: 2642-81-1.mol

Chemical Properties

• Melting Point: 84-85 °C
• Boiling Point: 349.6°Cat760mmHg
• Flash Point: 159°C
• Appearance: /
• Density: 1.21g/cm³
• CAS DataBase Reference: 4,4'-ddnu(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-ddnu(2642-81-1)
• EPA Substance Registry System: 4,4'-ddnu(2642-81-1)

Safety Data

• Hazardous Substances Data: 2642-81-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
4,4'-DDNU is used as a starting material or intermediate in the synthesis of various organic compounds and pharmaceuticals. Its reactivity and stability make it a valuable component in the development of new chemical entities.
Used in Research and Development:
4,4'-DDNU serves as a research compound for studying the properties and behavior of urea derivatives and nitrophenyl groups. It can be used to investigate the effects of structural modifications on the compound's reactivity, stability, and potential applications.
Used in Analytical Chemistry:
4,4'-DDNU can be employed as a reference standard or analytical reagent in various analytical techniques, such as chromatography, spectroscopy, and electrochemistry, to study the interactions between the compound and other molecules or materials.
Used in Environmental and Health Studies:
Although there is limited research on the environmental and human health effects of 4,4'-DDNU, it can be used as a subject for further studies to understand its potential impact on ecosystems and human well-being. This knowledge can help in the development of safer and more sustainable chemical alternatives.

Upstream product

• 917-64-6 methyl magnesium iodide 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 141-78-6 ethyl acetate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 64-18-6 formic acid 
• 80-06-8 chlorfenethol 
• 2642-80-0 1-chloro-2,2-bis(p-chlorophenyl)ethane 
• 2387-16-8 1,1-dichloro-2,2-diphenylethane 
• 85336-63-6 2,2-bis(p-chlorophenyl)ethyltrimethylammonium bromide 
• 140658-16-8 C₂₉H₁₉Cl₂F₆O₂P 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 19493-09-5 Methylenetriphenylphosphorane 
• 210627-92-2 2,2,6,6-Tetrakis-(4-chloro-phenyl)-4-phenyl-1,5-dioxa-4λ⁵-phospha-spiro[3.3]heptane 
• 72-55-9 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene 

Downstream Products

• 19685-59-7 4,4'-(cyclopropane-1,1-diyl)bis(chlorobenzene) 
• 53017-82-6 2,2-bis-(4-chloro-phenyl)-cyclopropanecarboxylic acid ethyl ester 
• 106783-57-7 [2-chloro-1,1-bis-(4-chloro-phenyl)-ethyl]-methyl ether 
• 19618-36-1 3,3-bis(4-chlorophenyl)acrylic acid 
• 1022-22-6 1-chloro-2,2-bis(p-chlorophenyl)ethylene 
• 23349-12-4 4,4'-(2-bromoethene-1,1-diyl)bis(chlorobenzene) 
• 3547-04-4 1,1-bis(4-chlorophenyl)ethane 
• 57710-75-5 1,1,4,4-Tetrakis(4-chlorophenyl)-1,3-butadiene 
• 3575-15-3 1,1-bis(p-chlorophenyl)-2,2-dichlorocyclopropane 
• 22219-36-9 1,1-bis(4-chlorophenyl)-2,2-dibromocyclopropane 
• 703396-03-6 2,2-Bis-(4-chloro-phenyl)-ethenesulfonic acid 
• 39179-71-0 C₂₇H₂₀Cl₂ 
• 72735-93-4 2-chloro-5-(p-chlorophenyl)benzanthracene-7,12-dione 
• 93404-08-1 1,6-dichloro-8,8-bis(p-chlorophenyl)-3,4-benzylbicyclo<4.2.0>oct-3-ene-2,5-dione 

Relevant articles and documents

1,1′-(Ethenylidene)bis(4-chlorobenzene)

The title compound, C14H10Cl2, crystallizes as colourless prisms with two symmetry-independent molecules in the unit cell. Numerous intermolecular C-H...π interactions dominate in the crystal structure, where C-H...Cl and long Cl...Cl contacts are also observed.

Selective synthesis of iminodioxaspirononanes and diazaspirononanes using formic acid-activated Mn(III) oxidation of N1,N3-disubstitued malonamides with 1,1-diarylethenes

The Mn(III)-based oxidation of N1,N3-disubstituted malonamides with alkenes by Kurosawa spirolactonization using malonic acid afforded iminodihydrofurans. A similar reaction with Mn(OAc)3, which was activated by HCO2

Electrochemical fluorosulfonylation of alkenes to access vicinal fluorinated sulfones derivatives

Herein, we report a practical and efficient fluorosulfonylation of the various alkenes with sulfonyl radical sources (RSO2NHNH2) and Et3N·3HF as cost-effective fluorination reagents under mild conditions. Remarkably, this

Intermolecular [4 + 2] process of N-acyliminium ions with simple olefins for construction of functional substituted-1,3-oxazinan-2-ones

An efficient approach to functionalized 4,6-disubstituted-and 4,6,6-trisubstituted-1,3-oxazinan-2-ones skeleton has been developed through the reaction of semicyclic N,O-acetals 4a and 4b with 1,1-disubstituted ethylenes 5 or 8. As a result of such a [4 +

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.

Visible-Light-Induced Meerwein Fluoroarylation of Styrenes

An unprecedented approach for assembling a broad range of 1,2-diarylethane derivatives with fluorine-containing fully substituted carbon centers was developed. The protocol features straightforward operation, proceeds under metal-free condition, and accommodates a large variety of synthetically useful functionalities. The critical aspect to the success of this novel transformation lies in using aryldiazonium salts as both aryl radical progenitor and also as single electron acceptor which elegantly enables a radical-polar crossover manifold.

Electrochemistry enabled selective vicinal fluorosulfenylation and fluorosulfoxidation of alkenes

Both sulfur and fluorine play important roles in organic synthesis, the life science, and materials science. The direct incorporation of these elements into organic scaffolds with precise control of the oxidation states of sulfur moieties is of great significance. Herein, we report the highly selective electrochemical vicinal fluorosulfenylation and fluorosulfoxidation reactions of alkenes, which were enabled by the unique ability of electrochemistry to dial in the potentials on demand. Preliminary mechanistic investigations revealed that the fluorosulfenylation reaction proceeded through a radical-polar crossover mechanism involving a key episulfonium ion intermediate. Subsequent electrochemical oxidation of fluorosulfides to fluorosulfoxides were readily achieved under a higher applied potential with the adventitious H2O in the reaction mixture.

Direct 1,2-Dicarbonylation of Alkenes towards 1,4-Diketones via Photocatalysis

1,4-Dicarbonyl compounds are intriguing motifs and versatile precursors in numerous pharmaceutical molecules and bioactive natural compounds. Direct incorporation of two carbonyl groups into a double bond at both ends is straightforward, but also challenging. Represented herein is the first example of 1,2-dicarbonylation of alkenes by photocatalysis. Key to success is that N(n-Bu)4+ not only associates with the alkyl anion to avoid protonation, but also activates the α-keto acid to undergo electrophilic addition. The α-keto acid is employed both for acyl generation and electrophilic addition. By tuning the reductive and electrophilic ability of the acyl precursor, unsymmetric 1,4-dicarbonylation is achieved for the first time. This metal-free, redox-neutral and regioselective 1,2-dicarbonylation of alkenes is executed by a photocatalyst for versatile substrates under extremely mild conditions and shows great potential in biomolecular and drug molecular derivatization.

Synthesis of Quinolines via the Metal-free Visible-Light-Mediated Radical Azidation of Cyclopropenes

We report the synthesis of quinolines using cyclopropenes and an azidobenziodazolone (ABZ) hypervalent iodine reagent as an azide radical source under visible-light irradiation. Multisubstituted quinoline products were obtained in 34-81% yield. The reaction was most efficient for 3-trifluoromethylcyclopropenes, affording valuable 4-trifluoromethylquinolines. The transformation probably proceeds through the cyclization of an iminyl radical formed by the addition of the azide radical on the cyclopropene double bond, followed by ring-opening and fragmentation.

Visible-Light Photoredox-Catalyzed Dicarbofunctionalization of Styrenes with Oxime Esters and CO2: Multicomponent Reactions toward Cyanocarboxylic Acids and γ-Keto Acids

A photoredox-catalyzed dicarbofunctionalization of styrenes with oxime esters and CO2 has been achieved. Notably, a series of four-, five-, or six-membered cyclic ketone oximes worked well to furnish a wide range of ε-, ζ-, and η-cyanocarboxylic acids in good yields. Furthermore, a series of γ-keto acids also could be obtained by employing acyclic ketone oxime esters as the carbonyl radical precursor. It provides convergent access to diverse biologically important cyanocarboxylic and γ-keto acids.