5441-16-7

Usage

Physical state

Clear, colorless liquid

Odor

Sweet, fruity

Uses

Intermediate in production of pharmaceuticals, agrochemicals, and other organic compounds; solvent in industrial processes

Hazards

Harmful if swallowed, inhaled, or in contact with skin; may cause respiratory and skin irritation; harmful to aquatic life

Safety measures

Handle with caution and take proper precautions

InChI:InChI=1/C9H8Cl2O/c1-2-5-12-9-4-3-7(10)6-8(9)11/h2-4,6H,1,5H2

Upstream product

• 106-95-6 allyl bromide 
• 120-83-2 2,4-dichlorophenol 
• 3757-76-4 sodium 2,4-dichlorophenolate 
• 107-18-6 allyl alcohol 

Downstream Products

• 19182-95-7 3-(2-hydroxy-3,5-dichlorophenyl)prop-1-ene 
• 52234-92-1 (2,3-dibromo-propyl)-(2,4-dichloro-phenyl)-ether 
• 17944-27-3 (2,4-dichlorophenoxy)acetaldehyde 
• 205381-47-1 2,4-dichlorophenoxyethyl tetrahydro-2H-pyran-2-yl ether 
• 60333-75-7 O-allyl-2-bromophenol 
• 120-83-2 2,4-dichlorophenol 

Relevant academic research and scientific papers

Facile one-pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers under mild conditions

We report here the facile, room temperature, catalyst free, one pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers. Anhydrous potassium carbonate (K2CO3) as a mild base along with dimethyl sulfoxide gener

Preparation of aryl allyl ether in the recyclable ionic liquid [bmim]PF6

The recyclable room temperature ionic liquid [bmim]PF6, namely 1-butyl-3-methyl-imidazolium hexafluorophosphate, is used as an alternative solvent to dipolar aprotic solvents for the synthesis of aryl allyl ether by the Williamson method.

Thermodynamic, spectroscopic, and density functional theory studies of allyl aryl and prop-1-enyl aryl ethers. Part 1. Thermodynamic data of isomerization

A chemical equilibration study of the relative thermodynamic stabilities of seventy isomeric allyl aryl ethers (a) and (Z)-prop-1-enyl aryl ethers (b) in DMSO solution has been carried out. From the variation of the equilibrium constant with temperature the Gibbs energies, enthalpies, and entropies of isomerization at 298.15 K have been evaluated. Because of their low enthalpies, the (Z)-prop-1-enyl aryl ethers are strongly favored at equilibrium, the Gibbs energies of the a→b isomerization ranging from -12 to -23 kJ mol-1. The entropy contribution is negligible in most reactions, but occasionally small positive values less than +10 J K-1 mol-1 of the entropy of isomerization are found. The equilibration studies were also extended to involve two pairs of related isomeric ethers with a Me substituent on C(2) of the olefinic bond. The Me substituent was found to increase the relative thermodynamic stability of the allylic ethers by ca. 3.4 kJ mol-1.

Structure-activity relationship of new growth inhibitors of Trypanosoma cruzi

Several drugs bearing the 4-phenoxyphenoxy skeleton and other closely related structures were designed, synthesized, and evaluated as antiproliferative agents against Trypanosoma cruzi, the etiologic agent of Chagas' disease. The new class of drugs was envisioned by modifying the nonpolar 4-phenoxyphenoxy moiety replacing selected aromatic protons by different groups via electrophilic aromatic substitution reactions as well as introducing a sulfur atom at file polar extreme. Of the designed compounds, sulfur-containing derivatives were shown to be potent antireplicative agents against T. cruzi. Among these drugs, 4-phenoxyphenoxyethyl thiocyanate (compound 56) proved to be an extremely active growth inhibitor of the epimastigote forms of T. cruzi and displayed an IC500 of 2.2 μM. Under the same assay conditions, this drug was much more active than Nifurtimox, one of the drugs currently in clinical use to control this disease. This thiocyanate derivative was also a very active inhibitor against the intracellular form of the parasite at the nanomolar level. Other sulfur derivatives prepared also exhibited very potent antiproliferative action against T. cruzi. The presence of a sulfur atom at the polar extreme for this family of compounds seems to be very important for biological action because this atom was always associated with high inhibition values. 4-Phenoxyphenoxyethyl thiocyanate presents very good prospective not only as a lead drug but also as a potential chemotherapeutic agent.

A SIMPLE AND EFFICIENT METHOD FOR PREPARATION OF ALLYL ARYL ETHERS VIA POLYMER SUPPORTED REAGENTS

Allyl aryl ethers were synthesized in excellent yields and in a state of high purity by reaction of polymer-supported phenoxide ions with allyl bromide in ethanol at room temperature.

α-Adrenoreceptor Reagents. 2. Effects of Modification of the 1,4-Benzodioxan Ring System on α-Adrenoreceptor Activity

Modification of the 1,4-benzodioxan ring present in RX 781094 (1) has not previously been considered.This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives.The dihydroxybenzofuranylimidazoline compound 7 is the only analogue possesing presynaptic antagonist potency and selectivity comparable to that of 1.In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series.Many derivatives, as well as the parent compound 7, were found to possess presynaptic α2-adrenoreceptor antagonist and postsynaptic α1-adrenoreceptor partial agonist properties.Two of the selective presynaptic antagonists,13 and 14, possess greater potency and selectivity than that possessed by 1.The 5-chloro derivative 25 is twice as potent as 1 after oral administration but only about half as potent when given intravenously.