Methyl 4-[(methylthio)methyl]benzoate

Base Information

• Chemical Name: Methyl 4-[(methylthio)methyl]benzoate
• CAS No.: 67003-49-0
• Molecular Formula: C₁₀H₁₂O₂S
• Molecular Weight: 196.27
• DSSTox Substance ID: DTXSID40380277
• Wikidata: Q82170452
• Mol file: 67003-49-0.mol

Synonyms:methyl 4-[(methylthio)methyl]benzoate;67003-49-0;SCHEMBL10174404;DTXSID40380277;AKOS008902911

Chemical Property of Methyl 4-[(methylthio)methyl]benzoate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 196.05580079
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)CSC

Technology Process of Methyl 4-[(methylthio)methyl]benzoate

There total 2 articles about Methyl 4-[(methylthio)methyl]benzoate 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: 92.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + sodium thiomethoxide (5188-07-8) → methyl 4-[(methylsulfanyl)methyl]benzoate (67003-49-0)

Guidance literature:

In methanol; at 20 ℃; for 16h;

Reference yield: 70.0%

4-methoxycarbonylphenyl bromide (619-42-1) + potassium (thiomethyl)methyltrifluoroborate → methyl 4-[(methylsulfanyl)methyl]benzoate (67003-49-0)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; tetraaqua[4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]nickel(II) chloride; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.1c00347

Reference yield: 89.0%

methyl 4-[(methylsulfanyl)methyl]benzoate (67003-49-0) → methyl 4-(methanesulphonylmethyl)benzoate (160446-22-0)

Guidance literature:

With dihydrogen peroxide; acetic acid; for 1h; Heating;

DOI:10.1021/jm970479e

upstream raw materials:

Methyl 4-(bromomethyl)benzoate

sodium thiomethoxide

4-methoxycarbonylphenyl bromide

Downstream raw materials:

2<4-Methylthiomethylphenyl>-2-oxoethylphosphonsaeure-dimethylester

methyl 4-((methylsulfinyl)methyl)benzoate

methyl 4-(methanesulphonylmethyl)benzoate

methyl 4-(4-chloro-1-methylthiobutyl)benzoate