111826-11-0

Basic information

• Product Name: 2-(4-CHLOROPHENOXY)BENZALDEHYDE
• Synonyms: 2-(4-Chlorophenoxy)benzaldehyde 97%
• CAS NO: 111826-11-0
• Molecular Formula: C₁₃H₉ClO₂
• Molecular Weight: 232.67
• Product Categories: Aldehydes;C10 to C21;Carbonyl Compounds;Building Blocks;C13-C60;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 111826-11-0.mol

Chemical Properties

• Melting Point: 55-59 °C
• Boiling Point: 331.7 °C at 760 mmHg
• Flash Point: 136.9 °C
• Appearance: /
• Density: 1.266g/cm³
• Vapor Pressure: 0.000154mmHg at 25°C
• Refractive Index: 1.618
• Solubility: soluble in Toluene
• CAS DataBase Reference: 2-(4-CHLOROPHENOXY)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENOXY)BENZALDEHYDE(111826-11-0)
• EPA Substance Registry System: 2-(4-CHLOROPHENOXY)BENZALDEHYDE(111826-11-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-37/38-41-43-51/53
• Safety Statements: 26-36/37/39-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 111826-11-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(4-CHLOROPHENOXY)BENZALDEHYDE is used as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides due to its chemical reactivity and structural properties.
Used in Food and Beverage Industry:
In the food and beverage industry, 2-(4-CHLOROPHENOXY)BENZALDEHYDE is employed as a fragrance and flavoring agent, enhancing the sensory experience of various products by imparting its distinct floral and sweet aroma.
Used in Material Science and Organic Synthesis:
2-(4-CHLOROPHENOXY)BENZALDEHYDE has been studied for its potential use in the development of new materials, acting as a building block for organic synthesis. Its unique structure and properties make it a promising candidate for creating innovative compounds and materials with diverse applications.
While 2-(4-CHLOROPHENOXY)BENZALDEHYDE is considered relatively low in toxicity, it is essential to handle the compound with care and adhere to proper safety precautions to minimize any potential risks.

InChI:InChI=1/C13H9ClO2/c14-11-5-7-12(8-6-11)16-13-4-2-1-3-10(13)9-15/h1-9H

Upstream product

• 106-48-9 4-chloro-phenol 
• 446-52-6 2-Fluorobenzaldehyde 
• 100-52-7 benzaldehyde 
• 25562-90-7 2-<4-Chlorphenyloxy>-benzylalkohol 
• 71730-46-6 benzo[e][1,2,3]oxathiazine 2,2-dioxide 
• 552-89-6 2-nitro-benzaldehyde 
• 1679-18-1 4-Chlorophenylboronic acid 

Downstream Products

• 146797-19-5 1-(2-(4-chlorophenoxy)phenyl)-N,N-dimethylmethanamine 
• 1184923-81-6 2-chloro-9-mesityl-9H-xanthene 
• 2985-79-7 4'-chloro-2-hydroxybenzophenone 
• 29926-01-0 2-chloro-9H-xanthene 
• 13210-15-6 2-chloroxanthen-9-one 
• 2944-58-3 4-chlorophenyl 2-hydroxybenzoate 
• 1446253-83-3 (E)-methyl-3-(2-(4-chlorophenoxy)phenyl)acrylate 
• 1446253-21-9 (2E)-3-[2-(4-chlorophenoxy)phenyl]-N-hydroxy-2-propenamide 
• 25562-90-7 2-<4-Chlorphenyloxy>-benzylalkohol 
• 1393639-50-3 C₁₅H₁₄ClNO₂S 

Relevant articles and documents

An umpoled synthon approach to the synthesis of 2-aryloxyphenols

A convenient three-step method for the preparation of 2-aryloxyphenols from phenols and 2-fluorobenzaldehyde is described. Condensation of phenols with 2-fluorobenzaldehyde produces the intermediate 2-aryloxybenzaldehydes in 83-95% yield. These products rapidly undergo meta-chloroperbenzoic acid (m-CPBA) promoted Baeyer-Villiger oxidation to yield the corresponding 2-aryloxyphenyl formates which are hydrolyzed, without isolation, to give the desired 2-aryloxyphenols in 79-96% yield.

Novel β?hydroxy ketones: Synthesis, spectroscopic characterization, molecular docking, and anticancer activity studies

In this study, a series of novel β?hydroxy ketone derivatives 3a-o were designed, synthesized, and evaluated for their anticancer activity. The structure of these compounds were characterized by IR, 1H and 13C NMR, mass spectrometry and elemental analysis methods. All the synthesized compounds were screened for anticancer activity against MCF-7 and U87 cells. Among them, compound 3l was appeared to be the most potent compound on both cancer cells; and IC50 dose was determined as 145 μM for MCF-7 cells and 6,6 μM for U87 cells. DNA ladder and Annexin V apoptotic marker tests were used and as a result, 3l caused the initiation of apoptosis on U87 cells. VDAC protein expression increased dramatically after U87 glioblastoma brain cancer cells were treated with compound 3l Additionally, the molecular modeling of these compounds was studied in FLT3 receptor, Estrogen receptor, and PARP2 receptor for the treatment of Acute Myeloid Leukemia (AML), breast cancer, and Glioblastoma (GBM) respectively. Their binding motifs and drug-like properties were investigated, and the results are highlighted in the discussion. Based on the results, compound 3l may have a potential drug candidate profile that can reverse the drug resistance profile.

Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis

A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.

Cerium-photocatalyzed aerobic oxidation of benzylic alcohols to aldehydes and ketones

We have developed a cerium-photocatalyzed aerobic oxidation of primary and secondary benzylic alcohols to aldehydes and ketones using inexpensive CeCl3 7H2O as photocatalyst and air oxygen as the terminal oxidant.

Pyrimidine onium compound and application thereof

The invention relates to a pyrimidine onium compound, nitride oxides, salt of the nitride oxides and a composition comprising the compound. The invention further relates to an application of the compound to plant pest control.

HETEROARYL RHEB INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same. Compositions comprising a compound of this invention or a pharmaceutically acceptable derivative thereof and a pharmaceutically acceptable carrier, adjuvant, or vehicle. The amount of the compound in compositions of this invention is such that it is effective to measurably inhibit Rheb, in a biological sample or in a patient.

An organocatalytic method for the synthesis of some novel xanthene derivatives by the intramolecular Friedel-Crafts reaction

An efficient organocatalytic method for the synthesis of new substituted 9-arylxanthenes (2a-2u) starting from diarylcarbinol compounds with an arenoxy group (1a-1u) has been developed using the intramolecular Friedel-Crafts reaction. The substrates were

Tert -Butoxide mediated cascade desulfonylation/arylation/hydrolysis of cyclic sulfonyimines using diaryliodonium salts: Synthesis of diaryl ether derivatives bearing a 2-aldehyde group

Cascades of cyclic sulfonyimines mediated by tBuOK with diaryliodonium salts has been developed, giving the diaryl ethers in good yields. Furthermore, bulky ortho-substituted diaryl ethers with an aldehyde group can be obtained easily in comparision with metal-catalyzed protocols.

RUTHENIUM-BASED METATHESIS CATALYSTS, PRECURSORS FOR THEIR PREPARATION AND THEIR USE

The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost- effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring- closing metathesis (RCM), cross metathesis (CM) and ring- opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.

Ruthenium-based metathesis catalysts, precursors for their preparation and their use

The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.