thiobenzoic acid O-butyl ester

Base Information

• Chemical Name: thiobenzoic acid O-butyl ester
• CAS No.: 942-96-1
• Molecular Formula: C₁₁H₁₄OS
• Molecular Weight: 194.298
• DSSTox Substance ID: DTXSID00711366
• Nikkaji Number: J2.824.713C
• Wikidata: Q82646989
• Mol file: 942-96-1.mol

Synonyms:thiobenzoic acid O-butyl ester;942-96-1;O-Butyl benzenecarbothioate;SCHEMBL6057166;DTXSID00711366

Chemical Property of thiobenzoic acid O-butyl ester

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 194.07653624
• Heavy Atom Count: 13
• Complexity: 150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCOC(=S)C1=CC=CC=C1

Technology Process of thiobenzoic acid O-butyl ester

There total 7 articles about thiobenzoic acid O-butyl ester 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: 72.0%

methyl thiobenzoate (5873-86-9) + sodium butanolate (2372-45-4) + butan-1-ol (71-36-3) → O-butyl benzothioate (942-96-1)

Guidance literature:

at 75 ℃; for 0.25h;

DOI:10.1021/acs.joc.8b02260

Reference yield: 46.0%

benzoic acid, butyl ester (136-60-7) → O-butyl benzothioate (942-96-1)

Guidance literature:

With Lawessons reagent; In 5,5-dimethyl-1,3-cyclohexadiene; at 150 ℃; for 1h;

DOI:10.1002/chem.201904132

Reference yield:

N-Phenylbenzothioamide (636-04-4) → O-butyl benzothioate (942-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / acetonitrile / 15 h / 20 °C / Sealed tube; Inert atmosphere

2: palladium diacetate; tris(pentafluorophenyl)phosphine; potassium phosphate / toluene / 12 h / 110 °C / Inert atmosphere; Sealed tube

With dmap; potassium phosphate; palladium diacetate; tris(pentafluorophenyl)phosphine; In toluene; acetonitrile;

DOI:10.1039/d1ob02349g

upstream raw materials:

benzoic acid methyl ester

methyl thiobenzoate

sodium butanolate

butan-1-ol

Downstream raw materials:

N-ethylbenzothioamide