69628-98-4

Basic information

• Product Name: 1-(2-methoxyethyl)-4-nitrobenzene
• Synonyms: 1-(2-methoxyethyl)-4-nitrobenzene;Methyl 2-(4-nitrophenyl)ethyl ether;Methyl[2-(4-nitrophenyl)ethyl] ether;p-Nitrophenethyl Methyl Ether;2-(4-nitrophenyl)ethyl methyl ether
• CAS NO: 69628-98-4
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.18854
• EINECS: 274-058-2
• Mol File: 69628-98-4.mol

Chemical Properties

• Boiling Point: 273.6 °C at 760 mmHg
• Flash Point: 120.6 °C
• Appearance: /
• Density: 1.154 g/cm³
• Vapor Pressure: 0.00949mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1-(2-methoxyethyl)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-methoxyethyl)-4-nitrobenzene(69628-98-4)
• EPA Substance Registry System: 1-(2-methoxyethyl)-4-nitrobenzene(69628-98-4)

Safety Data

• Hazardous Substances Data: 69628-98-4(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
1-(2-methoxyethyl)-4-nitrobenzene is used as an intermediate for the synthesis of oxodihydropyridopyrimidines, which are c-fms kinase inhibitors. These inhibitors play a crucial role in the treatment of various diseases by targeting specific enzymes involved in disease progression.
2. Used in Chemical Synthesis:
Due to its unique structure, 1-(2-methoxyethyl)-4-nitrobenzene can be utilized as a building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and functional groups make it a valuable component in the development of new molecules with desired properties.
3. Used in Research and Development:
1-(2-methoxyethyl)-4-nitrobenzene can be employed as a model compound in academic and industrial research to study the effects of different functional groups on the chemical and physical properties of benzene derivatives. This knowledge can be applied to design and develop new molecules with specific applications in various fields.

InChI:InChI=1/C9H11NO3/c1-13-7-6-8-2-4-9(5-3-8)10(11)12/h2-5H,6-7H2,1H3

Upstream product

• 3558-60-9 1-methoxy-2-phenylethane 
• 2945-08-6 methyl (4-nitrophenyl)acetate 
• 100-27-6 2-(4-nitrophenyl)ethanol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 102167-07-7 N-(4-butyl-phenyl)-N'-[4-(2-methoxy-ethyl)-phenyl]-thiourea 
• 102008-65-1 N,N'-bis-[4-(2-methoxy-ethyl)-phenyl]-thiourea 
• 84803-56-5 4-(2-methoxyethyl)aniline 

Relevant articles and documents

Easy eco-friendly phenonium ion production from phenethyl alcohols in dimethyl carbonate

An efficient and simple one-pot procedure for selective etherification of 2-aryl-ethylalcohols has been achieved through Amberlyst 15-catalyzed reaction in dimethyl carbonate (DMC). Moreover, the polymer catalyst could be recovered and reused with no effect on its activity. The reaction mechanism involves the formation of phenonium ion which has been demonstrated by a C-C bond forming reaction. Theoretical studies are in agreement with and thus explain experimental results.

5-OXO-5,8-DIHYDRO-PYRIDO-PYRIMIDINES AS INHIBITORS OF C-FMS KINASE

The invention addresses the current need for selective and potent protein tyrosine kinase inhibitors by providing potent inhibitors of c-fms kinase. The invention is directed to the novel compounds of Formula I: or a salt, stereoisomer, tautomer, crystalline, polymorph, amorphous, solvate, hydrate, ester, prodrug or metabolite form thereof, wherein A, Y, Z, R101 and R200 are described in the specification.

HALOETHYL UREA COMPOUNDS AND THEIR USE TO ATTENUATE, INHIBIT OR PREVENT NON-CANCEROUS PATHOGENIC CELLULAR PROLIFERATION AND DISEASES ASSOCIATED THEREWITH

The present invention provides haloethyl urea compounds as described in Formula (I) and their use as anti-proliferative agent in the attenuation, inhibition, or prevention of non-cancerous cellular proliferation. These compounds are also provided for use as a therapeutic agent in the treatment of a disease or disorder, wherein pathogenesis of said disease or disorder is associated with non-cancerous pathogenic cellular proliferation.

HALOETHYL UREA COMPOUNDS AND THE USE THEREOF TO ATTENUATE, INHIBIT OR PREVENT CANCER CELL MIGRATION

The present invention provides haloethyl urea compounds as described in Formula (I) and their use as therapeutic agent in the attenuation, inhibition, or prevention of cancer cell migration and cancer cell proliferation.

Reduction of carboxylic esters to ethers with triethyl silane in the combined use of titanium tetrachloride and trimethylsilyl trifluoromethanesulfonate

Aliphatic acyclic and cyclic ethers are prepared on treatment of their corresponding carboxylic esters and lactones with triethylsilane in the presence of titanium tetrachloride and trimethylsilyl trifluoromethanesulfonate.

Experiments on the Chaperon effect in the nitration of aromatics

A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.

Ozone-mediated nitration of phenylalkyl ethers, phenylacetic esters, and related compounds with nitrogen dioxide. the highest ortho substitution observed in the electrophilic nitration of arenes

By the combined action of ozonized oxygen and nitrogen dioxide (the kyodai-nitration), the title compounds were smoothly nitrated in dichloromethane at subzero degrees with hiigh ortho positional selectivity. Although the conventional nitration of phenylacetic acid and esters mainly produces m- and p-nitro derivatives, the present nitration offers a simple high-yield synthesis of o-nitro derivatives which are important as precursor in organic synthesis. The proportions of the ortho isomer in the nitration products from methyl 2-phenylethyl ether and methyl phenylacetate were 71 and 88%, respectively, the latter value being the highest ortho isomer proportion so far observed in the electrophilic aromatic nitration. The observed high ortho selectivity has been rationalized in terms of radical cation intermediate and six-membered cyclic transition state.