Tioctilate

Base Information

• Chemical Name: Tioctilate
• CAS No.: 10489-23-3
• Molecular Formula: C15H22 O S
• Molecular Weight: 250.405
• Hs Code.: 2930909090
• European Community (EC) Number: 234-012-4
• UNII: 7JEE2JF5OB
• DSSTox Substance ID: DTXSID30146804
• Nikkaji Number: J10.450G
• Wikidata: Q27268407
• NCI Thesaurus Code: C76881
• ChEMBL ID: CHEMBL2105386
• Mol file: 10489-23-3.mol

Synonyms:octyl thiobenzoate;tioctilate

Chemical Property of Tioctilate

Chemical Property:

• Vapor Pressure: 9.88E-05mmHg at 25°C
• Boiling Point: 338.3°Cat760mmHg
• Flash Point: 136.8°C
• PSA: 42.37000
• Density: 0.999g/cm³
• LogP: 4.92050
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 250.13913649
• Heavy Atom Count: 17
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

TIOCTILATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCSC(=O)C1=CC=CC=C1

Technology Process of Tioctilate

There total 17 articles about Tioctilate 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%

Octanethiol (111-88-6) + benzoic acid (65-85-0,8013-63-6) → S-1-octyl benzothioate (10489-23-3)

Guidance literature:

With monolith-SO₃H; In toluene; at 120 ℃; for 72h; Inert atmosphere;

DOI:10.1246/bcsj.20210266

Reference yield: 94.0%

thiobenzoic acid potassium salt (28170-13-0) + 1-bromo-octane (111-83-1) → S-1-octyl benzothioate (10489-23-3)

Guidance literature:

With silica gel; In benzene; at 80 ℃; for 4h;

DOI:10.1081/SCC-120025193

Reference yield: 92.0%

octylthiotrimethylsilane (79566-93-1) + benzoyl chloride (98-88-4) → S-1-octyl benzothioate (10489-23-3)

Guidance literature:

In chloroform; at 80 ℃; for 2h;

DOI:10.1055/s-1981-29522

upstream raw materials:

1-bromo-octane

Octanethiol

benzoyl chloride

octylthiotrimethylsilane

Downstream raw materials:

dioctyl disulfide

S-methoxycarbonylmethyl benzothioate

octyldisulfanyl-acetic acid methyl ester

S-(2-methoxy)ethyl benzothioate

Refernces

• 1、 Barbero, Margherita,Cadamuro, Silvano,Dughera, Stefano,Venturello, Paolo. "o-benzenedisulfonimide as a soft, efficient, and recyclable catalyst for the acylation of alcohols, phenols, and thiols under solvent-free conditions: Advantages and limitations". . p. 3625 - 3632. Retrieved 2008.
• 2、 Ichihara, Shuta,Ishida, Moeka,Ito, Ryo,Kato, Ayumu,Monguchi, Yasunari,Nakamura, Shinji,Park, Kwihwan,Sajiki, Hironao,Takada, Hitoshi,Wakayama, Fumika,Yamada, Tsuyoshi,Yamada, Yutaro. "Esterification or Thioesterification of Carboxylic Acids with Alcohols or Thiols Using Amphipathic Monolith-SO3H Resin". . p. 2702 - 2710. Retrieved 2022/01/19.
• 3、 Abbasi, Mohammad,Khalifeh, Reza. "One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea". . p. 1265 - 1273. Retrieved 2015/08/18.