1-Chloro-3-methoxy-5-methylbenzene

Base Information

• Chemical Name: 1-Chloro-3-methoxy-5-methylbenzene
• CAS No.: 82477-66-5
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.612
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID40512713
• Wikidata: Q82372080
• Mol file: 82477-66-5.mol

Synonyms:1-CHLORO-3-METHOXY-5-METHYLBENZENE;82477-66-5;SCHEMBL12231;DTXSID40512713;AKOS006284492;MB05593;CS-0358128;FT-0723509

Chemical Property of 1-Chloro-3-methoxy-5-methylbenzene

Chemical Property:

• PSA: 9.23000
• LogP: 2.65700
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-3-methoxy-5-methylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)Cl)OC

Technology Process of 1-Chloro-3-methoxy-5-methylbenzene

There total 4 articles about 1-Chloro-3-methoxy-5-methylbenzene 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: 92.3%

3,5-dichlorotoluene (25186-47-4) + sodium methylate (124-41-4) → 1-chloro-3-methoxy-5-methylbenzene (82477-66-5)

Guidance literature:

In dimethyl sulfoxide; at 100 ℃; for 12h; Solvent; Temperature;

Reference yield:

3,5-dichloroanisole (33719-74-3) + dimethyl sulfate (77-78-1) → 1-chloro-3-methoxy-5-methylbenzene (82477-66-5)

Guidance literature:

With magnesium; Yield given. Multistep reaction; 1.) THF r.t.; 2.) THF r.t.;

DOI:10.1016/S0040-4039(01)93455-0

Reference yield:

methanol (67-56-1) + 3-methyl-1,4-benzoquinone 4-oxime (13362-34-0) → 1-chloro-3-methoxy-5-methylbenzene (82477-66-5) + 3-chloro-α,5-dimethoxytoluene (82477-65-4) + 2-chloro-6-hydroxymethyl-4-methoxyaniline (82477-64-3)

Guidance literature:

With hydrogenchloride; hypophosphorous acid; sodium nitrite; Multistep reaction. Yields of byproduct given; 1.) 25 deg C-30 deg C, 2.) dioxan, water, 0 deg C, 20 h;

upstream raw materials:

methanol

3-methyl-1,4-benzoquinone 4-oxime

3,5-dichloroanisole

dimethyl sulfate

Downstream raw materials:

3-Methoxy-5-methylpropiophenon

3-bromo-5-methoxytoluene

1-Benzyloxy-12-hydroxy-10-methoxy-8-methyl-dibenzo[c,h]chromen-6-one

8-Benzyloxy-3-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-6-methoxy-4-methyl-phenyl]-4,4-dimethoxy-3,4-dihydro-2H-naphthalen-1-one

Refernces

• 1、 Hart, David J.,Merriman, Gregory H.. "A New Synthesis of Defucogilvocarcin M". . p. 5093 - 5096. Retrieved 2007/10/02.