Dibutyl sulfide

Base Information

• Chemical Name: Dibutyl sulfide
• CAS No.: 544-40-1
• Molecular Formula: C8H18S
• Molecular Weight: 146.297
• Hs Code.: 29309070
• European Community (EC) Number: 208-870-5
• NSC Number: 8460
• UNII: 3E3H471GA3
• DSSTox Substance ID: DTXSID6022058
• Nikkaji Number: J6.416E
• Wikidata: Q11309564
• Metabolomics Workbench ID: 45023
• ChEMBL ID: CHEMBL3561568
• Mol file: 544-40-1.mol

Synonyms:butyl sulfide;dibutyl sulfide

Chemical Property of Dibutyl sulfide

Chemical Property:

• Appearance/Colour: colourless liquid with a very unpleasant smell
• Vapor Pressure: 5.17 mm Hg ( 37.7 °C)
• Melting Point: ?76 °C(lit.)
• Refractive Index: 1.452 - 1.454
• Boiling Point: 188.7 °C at 760 mmHg
• Flash Point: 76.7 °C
• PSA: 25.30000
• Density: 0.838 g/cm³
• LogP: 3.31980
• Storage Temp.: Store below +30°C.
• Water Solubility.: Silghtly miscible with water. Miscible with olive oil and almond oil.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 146.11292175
• Heavy Atom Count: 9
• Complexity: 37.8

Purity/Quality:

95% ^*data from raw suppliers

5-Thianonane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CCCCSCCCC
• Description: Dibutyl sulfide (also named as butyl sulfide; N-butyl sulfide; Di-n-butyl sulfide; butylthiobutane), a colorless to pale yellow clear liquid, is a symmetric thioether. Dibutyl sulfide is found in raw cabbage, boiled and cooked beef, and some varieties of mushroom. Dibutyl sulfide is typically used as a flavoring agent. As a thioether, dibutyl sulfide has applications in organic synthesis as a solvent as well as a reagent. It is used to synthesize specific compound classes including property-enhancing additives, pharmacological drugs, chemical resistant polymers, detergents, and rubber antioxidants. Dibutyl sulfide can also be used as an agricultural intermediate, a sulfiding agent, a refinery catalyst, a lubricant additive, a gas odorant, and a processing aid in mining applications. Furthermore, it can be used as an internal standard in X-ray fluorescence spectrometry (XRF) measurements of sulfur in oils and other liquid hydrocarbon matrices.
• Uses: Di-n-butyl sulfide is generally used as an agricultural intermediate, a sulfiding agent, a refinery catalyst, a lubricant additive, a gas odorant and a processing aid in mining applications. It finds application as an internal standard in X-ray fluorescence spectrometry (XRF) measurements of sulfur in oils and other liquid hydrocarbon matrices.

Technology Process of Dibutyl sulfide

There total 84 articles about Dibutyl sulfide 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%

C16H27OS(1+)*BF4(1-) → Dibutyl sulfide (544-40-1) + 4-Methoxybenzyl alcohol (105-13-5)

Guidance literature:

With methylamine; at 60 ℃; for 10h;

DOI:10.1016/S0040-4039(00)95037-8

Reference yield: 98.0%

1-bromo-butane (109-65-9) → Dibutyl sulfide (544-40-1)

Guidance literature:

With sodium sulfide; aluminum oxide; In toluene; at 90 ℃; for 20h;

DOI:10.1055/s-1980-28933

Reference yield: 93.0%

1-bromo-butane (109-65-9) + n-butanethiol (109-79-5) → Dibutyl sulfide (544-40-1)

Guidance literature:

n-butanethiol; With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

1-bromo-butane; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.10.062

upstream raw materials:

1-bromo-butane

n-butanethiol

1-butylene

tetrachloromethane

Downstream raw materials:

tributylsulfonium iodide

butyl sulfoxide

1-benzoyloxy-1-butylsulfanyl-butane

tert-butyl alcohol

Refernces

• 1、 Badeeva, Elena K.,Platova, Elena V.,Batyeva, Elvira S.,Kursheva, Lidiya I.,Zvereva, Elena E.,Vandyukov, Aleksander E.,Katsyuba, Sergey A.,Kovalenko, Valeryi I.,Sinyashin, Oleg G.. "Synthesis, IR/Raman, and quantum-chemical structural analysis of new octathiotetraphosphetane ammonium salts". . p. 24 - 30. Retrieved 2011.
• 2、 -. "Thioether preparation method". Paragraph 0063; 0064. . Retrieved 2017/02/28.
• 3、 Kurkutov,Potapov,Amosova. "Oxidation and halogenation of divinyl selenide. first synthesis of divinyl selenoxide". . p. 624 - 627. Retrieved 2016/07/06.