1-Chloro-4-[(methoxymethoxy)methyl]benzene

Base Information

• Chemical Name: 1-Chloro-4-[(methoxymethoxy)methyl]benzene
• CAS No.: 1200-16-4
• Molecular Formula: C9H11ClO2
• Molecular Weight: 186.638
• DSSTox Substance ID: DTXSID30533573
• Nikkaji Number: J1.640.953G
• Wikidata: Q82406958
• Mol file: 1200-16-4.mol

Synonyms:1200-16-4;1-CHLORO-4-[(METHOXYMETHOXY)METHYL]BENZENE;DTXSID30533573;4-chloro-1-(methoxymethoxy)methylbenzene

Chemical Property of 1-Chloro-4-[(methoxymethoxy)methyl]benzene

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 186.0447573
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOCC1=CC=C(C=C1)Cl

Technology Process of 1-Chloro-4-[(methoxymethoxy)methyl]benzene

There total 5 articles about 1-Chloro-4-[(methoxymethoxy)methyl]benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Dimethoxymethane (109-87-5) + para-Chlorobenzyl alcohol (873-76-7) → 1-chloro-4-[(methoxymethoxy)methyl]benzene (1200-16-4)

Guidance literature:

With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; at 20 ℃; for 1.2h;

DOI:10.1002/jccs.200800092

Reference yield: 80.1%

chloromethyl methyl ether (107-30-2) + para-Chlorobenzyl alcohol (873-76-7) → 1-chloro-4-[(methoxymethoxy)methyl]benzene (1200-16-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/ol300149b

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → 1-chloro-4-[(methoxymethoxy)methyl]benzene (1200-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C

2: sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ruphos / 1,4-dioxane; water / 5 h / Inert atmosphere; Reflux

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium carbonate; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; ruphos; In 1,4-dioxane; dichloromethane; water; 2: Suzuki-Miyaura cross-coupling;

DOI:10.1021/ol300149b

upstream raw materials:

Dimethoxymethane

para-Chlorobenzyl alcohol

4-chlorophenyl trifluoromethanesulfonate

chloromethyl methyl ether

Downstream raw materials:

4-chlorobenzyl acetate

para-Chlorobenzyl alcohol

(4-chlorophenyl)methoxymethoxymethyltrimethylsilane

C₉H₁₀⁽²⁾HClO₂