13997-70-1

Basic information

• Product Name: 1-ALLYLOXY-4-CHLORO BENZENE
• Synonyms: ALLYL P-CHLOROPHENYL ETHER;ALLYL 4-CHLOROPHENYL ETHER;4-CHLORO-ALLYLOXYBENZENE;1-ALLYLOXY-4-CHLORO BENZENE;1-chloro-4-prop-2-enoxybenzene;1-chloro-4-prop-2-enoxy-benzene;1-Chloro-4-(2-propen-1-yloxy)-benzene
• CAS NO: 13997-70-1
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Product Categories: Aromatic Compounds;monomer
• Mol File: 13997-70-1.mol
• Article Data: 51

Chemical Properties

• Boiling Point: 238.18°C (rough estimate)
• Flash Point: 98.8 °C
• Appearance: cream
• Density: 1.1310
• Vapor Pressure: 0.0937mmHg at 25°C
• Refractive Index: 1.5348 (estimate)
• CAS DataBase Reference: 1-ALLYLOXY-4-CHLORO BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ALLYLOXY-4-CHLORO BENZENE(13997-70-1)
• EPA Substance Registry System: 1-ALLYLOXY-4-CHLORO BENZENE(13997-70-1)

Safety Data

• Hazardous Substances Data: 13997-70-1(Hazardous Substances Data)

Usage

General Description

1-Allyloxy-4-chloro benzene is a chemical compound with the formula C9H9ClO. It is a colorless to light yellow liquid with a faint aromatic odor. 1-ALLYLOXY-4-CHLORO BENZENE is primarily used as an intermediate in the synthesis of pharmaceuticals, pesticides, and other organic compounds. It is also used as a precursor in the production of various allyl ether derivatives. The presence of the allyloxy group makes this compound reactive and versatile for chemical reactions, making it useful in organic synthesis and industrial applications. However, 1-Allyloxy-4-chloro benzene should be handled and stored with care due to its flammability and potential health hazards, and proper safety precautions should be followed when working with this chemical.

InChI:InChI=1/C9H9ClO/c1-2-7-11-9-5-3-8(10)4-6-9/h2-6H,1,7H2

Upstream product

• 106-48-9 4-chloro-phenol 
• 106-95-6 allyl bromide 
• 420-12-2 thirane 
• 107-05-1 3-chloroprop-1-ene 
• 1193-00-6 sodium 4-chlorophenolate 
• 132356-17-3 allyldiisobutyltelluronium bromide 
• 2212-05-7 4-chlorophenyl 2,3-epoxypropyl ether 
• 100-39-0 benzyl bromide 
• 321-14-2 5-chloro-2-hydroxybenzoic acid 
• 4068-78-4 methyl 5-chloro-2-hydroxybenzoate 
• 31456-94-7 methyl 2-allyloxy-5-chlorobenzoic acid 
• 35466-83-2 allyl methyl carbonate 
• 791590-30-2 2,3-dibromopropyl 4-chlorophenyl ether 
• 244056-17-5 2-bromo-3-(4-chlorophenoxy)propene 

Downstream Products

• 13997-73-4 2-allyl-4-chlorophenol 
• 95-20-5 2-methyl-1H-indole 
• 791590-30-2 2,3-dibromopropyl 4-chlorophenyl ether 
• 244056-17-5 2-bromo-3-(4-chlorophenoxy)propene 
• 1610349-78-4 (E)-2-[3-(4-chlorophenoxy)-1-propen-1-yl]thiophene 
• 1415236-88-2 2-(4-(allyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 2212-05-7 4-chlorophenyl 2,3-epoxypropyl ether 
• 51896-45-8 (Z)-1-chloro-4-(prop-1-en-1-yloxy)benzene 
• 54912-31-1 4-chlorophenyl-(E)-1-propenyl ether 
• 106-48-9 4-chloro-phenol 
• 108-95-2 phenol 
• 114372-39-3 trans-5-<(4-chlorophenoxy)methyl>-3-(4-chlorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 114372-38-2 cis-5-<(4-chlorophenoxy)methyl>-3-(4-chlorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 

Relevant articles and documents

Profiling of LINS01 compounds at human dopamine D2 and D3 receptors

Abstract: Histamine and dopamine neuronal pathways display interesting overlapping in the CNS, especially in the limbic areas, making them very attractive to designing drugs with synergistic and/or additive effects. The roles of these systems to treat schizophrenia, drug addiction, Parkinson’s and Alzheimer’s diseases, among others are widely known. The LINS01 compounds were previously reported as histamine H3 receptor (H3R) antagonists and some of them are under evaluation in rodent memory models. Considering their pharmacological potential and similarities to literature dopamine D2 receptor (D2R) and dopamine D3 receptor (D3R) ligands, this work aimed to evaluate these compounds as ligands these receptors by using [3H]spiperone displacement assays. A set of 11 compounds containing the dihydrobenzofuranyl-piperazine core with substituents at 5-position of dihydrobenzofuran ring and at the piperazine nitrogen was examined. The compounds showed low to moderate affinities at both, D2R and D3R. N-Phenyl compounds LINS01005 (1d), LINS01011 (1h), LINS01012 (1i) and LINS01016 (1k) showed the highest affinities in the set to D3R (Ki 0.3–1.5 μM), indicating that N-phenylpiperazine moiety increases the affinity to this receptor subtype with some selectivity, since they showed lower affinities to D2R (Ki 1.3–5.5 μM). With the LINS01 compounds showing moderate binding affinity, new lead structures for optimization with regards to combined H3R and D2R/D3R-ligands are provided. Graphic abstract: Histamine and dopamine neuronal pathways display interesting overlapping in the CNS, and thus LINS01 compounds previously reported as histamine H3 receptor antagonists were evaluated as dopamine D2R and D3R ligands. The compounds showed micromolar affinities to both receptors[Figure not available: see fulltext.].

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Investigation on Claisen rearrangement of allyl phenyl ethers in near-critical water

Catalyst-free Clasien rearrangement of allyl phenyl ethers were investigated in near-critical water. The effects on the reaction in near-critical water and conventional conditions were compared. The results demonstrate that near-critical water could greatly accelerate the Claisen rearrangement of allyl phenyl ethers. This process is simple, fast, efficient and environmentally benign.

Preparation method 3 - phenoxybromopropane or analogue thereof

The invention discloses a preparation method of 3 -phenoxybromopropane or an analogue thereof, wherein 3 - phenoxybromopropane and an allyl compound thereof are obtained through substitution reaction and addition reaction so as to avoid the inconvenience of using gaseous hydrogen bromide, 2nd-step addition reaction is realized by using the brominated salt and the acid in situ, and the process is simple in operation. The condition is easy to control, the atom economy is good, the aspect of environmental impact is low pollution, zero emission accords with the current green chemical synthesis direction, and the cost is economic.

Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors

In this study, a series of mono- and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15-lipoxygenase-1 (15-hLOX-1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6-diallyl-4-(hexyloxy)phenol (42) and 2,6-diallyl-4-aminophenol (47) showed the best results for LOX inhibition (IC50 = 0.88 and 0.80 μM, respectively).