Dioctyl sulfide

Base Information

• Chemical Name: Dioctyl sulfide
• CAS No.: 2690-08-6
• Molecular Formula: C16H34S
• Molecular Weight: 258.512
• Hs Code.: 2930909090
• European Community (EC) Number: 220-259-5
• NSC Number: 65459
• UNII: KWB0X6Z9EG
• DSSTox Substance ID: DTXSID1062594
• Nikkaji Number: J97.166I
• Wikidata: Q27282471
• ChEMBL ID: CHEMBL2398216
• Mol file: 2690-08-6.mol

Synonyms:Dioctyl sulfide;Di-n-octyl sulfide;2690-08-6;Octane, 1,1'-thiobis-;Octyl sulfide;1-octylsulfanyloctane;DIOCTYLSULFANE;Dioctyl thioether;Di-n-octylsulfide;n-Octyl sulfide;1-(Octylsulfanyl)octane;9-Thiaheptadecane;Dioctyl sulphide;Di-n-octyl thioether;Bis(1-octyl) sulfide;1-(1-Octylthio)octane;KWB0X6Z9EG;NSC 65459;NSC-65459;1 inverted exclamation mark -thiobis-octan;1-(octylthio)octane;Octane,1'-thiobis-;Dioctyl sulfide, 96%;UNII-KWB0X6Z9EG;NCIOpen2_003245;SCHEMBL23901;CHEMBL2398216;DTXSID1062594;LOXRGHGHQYWXJK-UHFFFAOYSA-;(n-C8H17)2S;NSC65459;EINECS 220-259-5;BDBM50436156;MFCD00009566;1invertedexclamationmark-thiobis-octan;AKOS015897571;AS-57046;AI3-12172;CS-0316278;FT-0625207;O0108;D91800;A818668;Q27282471

Chemical Property of Dioctyl sulfide

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Melting Point: -1°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 332.6 °C at 760 mmHg
• Flash Point: 172.2 °C
• PSA: 25.30000
• Density: 0.842
• LogP: 6.44060
• Water Solubility.: Solubility in water, 0.004678 mg/L @ 25°C (est)
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 258.23812226
• Heavy Atom Count: 17
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

n-Octyl Sulfide >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CCCCCCCCSCCCCCCCC
• Uses: It is employed as a pharmaceutical intermediate.

Technology Process of Dioctyl sulfide

There total 25 articles about Dioctyl 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%

1-bromo-octane (111-83-1) + S,S-dioctyl dithiocarbonate (69422-58-8) → di-n-octyl sulfide (2690-08-6)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; for 3h; Heating;

DOI:10.1055/s-1983-30450

Reference yield: 97.0%

1-bromo-octane (111-83-1) → di-n-octyl sulfide (2690-08-6)

Guidance literature:

With sodium sulfide; aluminum oxide; In toluene; at 90 ℃; for 12h;

DOI:10.1055/s-1980-28933

Reference yield: 95.0%

octyl sulfoxide (1986-89-6) → di-n-octyl sulfide (2690-08-6)

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; triphenylphosphine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.0c00690

upstream raw materials:

n-chlorooctane

1-bromo-octane

oct-1-ene

1-octyl p-toluenesulfonate

Downstream raw materials:

octane

Octanethiol

dioctylsulfone

n-heptane

Refernces

• 1、 Schoumacker,Cattenot,Geantet,Puzenat,Lacroix,Herrmann. "Thio-photocatalysis II: Synthesis of dioctylsulfide in the liquid phase by the photocatalytic addition of 1-octanethiol on 1-octene". . p. 1116 - 1119. Retrieved 2010.
• 2、 Mitamura, Kanju,Yatabe, Takafumi,Yamamoto, Kidai,Yabe, Tomohiro,Suzuki, Kosuke,Yamaguchi, Kazuya. "Heterogeneously Ni-Pd nanoparticle-catalyzed base-free formal C-S bond metathesis of thiols". supporting information. p. 3749 - 3752. Retrieved 2021/04/21.
• 3、 Sousa, Sara C. A.,Carrasco, Carlos J.,Pinto, Mara F.,Royo, Beatriz. "A Manganese N-Heterocyclic Carbene Catalyst for Reduction of Sulfoxides with Silanes". . p. 3839 - 3843. Retrieved 2019/06/24.