4-(S-Acetylthio)benzaldehyde

Base Information

• Chemical Name: 4-(S-Acetylthio)benzaldehyde
• CAS No.: 28130-89-4
• Molecular Formula: C9H8 O2 S
• Molecular Weight: 180.22
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID90457903
• Nikkaji Number: J1.476.034B
• Wikidata: Q82280957
• Mol file: 28130-89-4.mol

Synonyms:4-(S-Acetylthio)benzaldehyde;s-(4-formylphenyl) ethanethioate;28130-89-4;SCHEMBL4260934;s-(4-formylphenyl)ethanethioate;DTXSID90457903;PIMFYYQSMFCNPA-UHFFFAOYSA-N;AKOS006331794;Thioacetic acid S-(4-formylphenyl) ester;CS-0450474;4-(ACETYLTHIO)BENZALDEHYDE[28130-89-4]

Chemical Property of 4-(S-Acetylthio)benzaldehyde

Chemical Property:

• PSA: 59.44000
• LogP: 2.13770
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.02450067
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98% ^*data from raw suppliers

4-(S-Acetylthio)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SC1=CC=C(C=C1)C=O

Technology Process of 4-(S-Acetylthio)benzaldehyde

There total 8 articles about 4-(S-Acetylthio)benzaldehyde 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: 81.0%

2-[4-(S-acetylthio)phenyl]-5,5-dimethyl-1,3-dioxane (251989-50-1) → 4-(S-acetylthio)benzaldehyde (28130-89-4)

Guidance literature:

With water; trifluoroacetic acid;

DOI:10.1021/jo9911084

Reference yield: 78.0%

acetyl chloride (75-36-5) + 4-(Methylthio)benzaldehyde (3446-89-7) → 4-(S-acetylthio)benzaldehyde (28130-89-4)

Guidance literature:

4-(Methylthio)benzaldehyde; With sodium tert-butyl thiolate; In N,N-dimethyl-formamide; at 153 ℃; for 4h; Inert atmosphere;

acetyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1039/c4ra12139b

Reference yield:

oxalyl dichloride (79-37-8) + S-(4-(hydroxymethyl)phenyl)ethanethioate (182747-59-7) → 4-(S-acetylthio)benzaldehyde (28130-89-4)

Guidance literature:

oxalyl dichloride; S-(4-(hydroxymethyl)phenyl)ethanethioate; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 1h; Cooling with acetone-dry ice;

With triethylamine; at -78 - 20 ℃; for 0.25h;

upstream raw materials:

acetyl chloride

2-[4-(S-acetylthio)phenyl]-5,5-dimethyl-1,3-dioxane

4-(Methylthio)benzaldehyde

5,5-dimethyl-2-(4-methylsulfanylphenyl)-1,3-dioxane

Downstream raw materials:

S-(4-{(E)-[(4-fluorophenyl)imino]methyl}phenyl) ethanethioate

Refernces

• 1、 -. "2-AZETIDINONES AS ANTI-HYPERCHOLESTEROLEMIC AGENTS". Page/Page column 27. . Retrieved 2010/02/11.