33598-76-4

Basic information

• Product Name: 1-chloro-4-(ethoxymethyl)benzene
• Synonyms: 1-chloro-4-(ethoxymethyl)benzene
• CAS NO: 33598-76-4
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 0
• Mol File: 33598-76-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 209°Cat760mmHg
• Flash Point: 86.1°C
• Appearance: /
• Density: 1.086g/cm³
• Vapor Pressure: 0.3mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 1-chloro-4-(ethoxymethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-(ethoxymethyl)benzene(33598-76-4)
• EPA Substance Registry System: 1-chloro-4-(ethoxymethyl)benzene(33598-76-4)

Safety Data

• Hazardous Substances Data: 33598-76-4(Hazardous Substances Data)

Usage

Physical state

Colorless to pale yellow liquid

Odor

Strong, sweet

Uses

a. Intermediate in the synthesis of pharmaceuticals
b. Intermediate in the synthesis of agrochemicals
c. Intermediate in the synthesis of other organic compounds
d. Solvent in various industrial processes

Hazardous properties

a. Flammability
b. Potential for skin and eye irritation upon contact

Safety precautions

Proper handling and storage required to minimize risks

InChI:InChI=1/C9H11ClO/c1-2-11-7-8-3-5-9(10)6-4-8/h3-6H,2,7H2,1H3

Upstream product

• 352-12-5 4-chlorobenzyl fluoride 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 622-95-7 4-chlorobenzyl bromide 
• 64-17-5 ethanol 
• 130774-55-9 p-Chlorobenzyl Trifluoromethanesulfinate 
• 17876-99-2 (4-chlorobenzyl)trimethylsilane 
• 1801-77-0 oxovanadium(V) ethoxydichloride 
• 7803-57-8 hydrazine hydrate 
• 78-39-7 Triethyl orthoacetate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 2031-62-1 diethoxymethylane 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 104-88-1 4-chlorobenzaldehyde 
• 74-84-0 ethane 
• 712-95-8 tert-butyl 4-chlorobenzoate 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 2403-61-4 p-chlorobenzaldehyde diethyl acetal 
• 831-81-2 4-chlorophenyl(phenyl)methane 

Relevant articles and documents

Reductive etherification of aldehydes photocatalyzed by dicarbonyl pentamethylcyclopentadienyl iron complexes

The reductive etherification of aldehydes can be performed by the reaction with dialkylmethylsilanes in the presence of new iron(II) piano-stool catalysts of general formula Cp*Fe(CO)2Ar (Cp * = η5-C5Me5; Ar = Ph, 4-C6H4OCH3, 4-C6H4CH 3, Fc). This transformation is promoted by UV light and affords a simple route for the preparation of unsymmetrical alkyl ethers.

A kinetic model for water reactivity (avoiding activities) for hydrolyses in aqueous mixtures - Selectivities for solvolyses of 4-substituted benzyl derivatives in alcohol-water mixtures

For solvolyses of various benzyl substrates in ethanol-water (EW) and methanol-water (MW) mixtures, product selectivities (S) are reported for chlorides at 75°C defined as follows using molar concentrations: S= ([ether product]/[alcohol product]) × ([water]/[alcohol solvent]). The results support earlier evidence that solvolyses of 4-nitrobenzyl substrates are S N2 processes, which are not susceptible to mechanistic changes over the whole range of solvents from water to alcohol. S values at 25 and/or 45°C in EW and MW, and additional kinetic data including kinetic solvent isotope effects (KSIE) are reported for solvolyses of 4-nitrobenzyl mesylate and tosylate. A kinetic model, explaining both rates and product, is proposed; a general medium effect due to solvent polarity is combined in one parameter with solvent effects on the nucleophilicity of the water and alcohol molecules acting as nucleophiles in SN2 reactions. According to this model, as alcohol is added to water the rate of reaction decreases due to a decrease in solvent polarity, but the nucleophilicity of water increases relative to alcohol. The availability of experimental rate and product data over the whole range of solvent compositions from alcohol to water, reveals limitations of alternative approaches using activities. Copyright

Selective Cross Coupling via Oxovanadium(V)-Induced Oxidative Desilylation of Benzylic Silanes

Benzylic silanes bearing an electron-donating group at the ortho- or para-position underwent the oxovanadium(V)-induced one-electron oxidative desilylation due to low ionization potential, which was applied to the intermolecular regioselective coupling with allylic silanes or silyl enol ether.