Di-tert-butyl disulfide

Base Information

• Chemical Name: Di-tert-butyl disulfide
• CAS No.: 110-06-5
• Molecular Formula: C8H18S2
• Molecular Weight: 178.363
• Hs Code.: 29309090
• European Community (EC) Number: 203-734-1
• NSC Number: 677434
• UNII: RTY9CM6498
• DSSTox Substance ID: DTXSID0021913
• Nikkaji Number: J79.448A
• Wikidata: Q72503070
• ChEMBL ID: CHEMBL121077
• Mol file: 110-06-5.mol

Synonyms:Di-tert-butyl disulfide;110-06-5;Tert-butyl disulfide;1,2-Di-tert-butyldisulfane;Disulfide, bis(1,1-dimethylethyl);Di-tert-butyl disulphide;t-butyl disulfide;2-(tert-Butyldisulfanyl)-2-methylpropane;di-t-butyl disulfide;2,2'-dithiobis(2-methylpropane);EINECS 203-734-1;NSC-677434;AI3-32576;RTY9CM6498;Bis(1,1-dimethylethyl) disulfide;2,2,5,5-Tetramethyl-3,4-dithiahexane;DI-TERT-BUTYLDISULFIDE;t-Butyldisulfide;MFCD00008838;2-(tert-butyldithio)-2-methylpropane;Di-tert-butyl persulfide;(tert-C4H9S)2;UNII-RTY9CM6498;SCHEMBL94585;CHEMBL121077;Di-tert-butyl disulfide, 97%;BIS(TERT-BUTYL)DISULFIDE;DTXSID0021913;AMY1135;Bis(1,1-dimethylethyl) disulphide;AKOS009031417;LS-13552;LS-184867;CS-0154649;D0225;FT-0693262;EN300-20413;Di-tert-butyl disulfide, 88%, technical grade;J-002370

Chemical Property of Di-tert-butyl disulfide

Chemical Property:

• Appearance/Colour: clear pale yellow to yellow liquid
• Vapor Pressure: 51.7 mm Hg ( 37.7 °C)
• Melting Point: -5 °C
• Refractive Index: n20/D 1.490(lit.)
• Boiling Point: 200.5 °C at 760 mmHg
• Flash Point: 62.2 °C
• PSA: 50.60000
• Density: 0.945 g/cm³
• LogP: 3.96480
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Ethanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.08499292
• Heavy Atom Count: 10
• Complexity: 80.8

Purity/Quality:

99% ^*data from raw suppliers

Di-tert-Butyl Disulfide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 51/53-43-36/37/38
• Safety Statements: 61-37/39-26-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)SSC(C)(C)C
• Description: Di-tert-butyl disulfide is one of the important organic intermediates.It is an important raw material for the synthesis of disulfide bond-containing sulfinyl and oxythio compounds. It can be used as a vulcanizing agent for rubber and elastomers in industry. It is also a monomer for the synthesis of proteins and other biologically active molecules.
• Uses: Di-tert-butyl disulfide is used in the preparation of gold-supported thin film from symmetrical and mixed disulphide adsorbates. Mechanism of the oxidation of di-tert-butyl disulfide in the presence of H2O2 catalyzed by bis(acetylacetonato)oxovanadium and a chiral Schiff-base ligand has been investigated. Di-tert-butyl disulfide has been used in the preparation of gold-supported thin film from symmetrical and mixed disulphide adsorbates. Di-tert-Butyl Disulfide is a general reagent used in the synthesis of a novel neuropeptide Y (NPY) Y5 receptor antagonist Velneperit) used in the treatment of obesity.

Technology Process of Di-tert-butyl disulfide

There total 98 articles about Di-tert-butyl disulfide 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: 86.0%

tert-butyl 4-methylbenzenesulfonate (4664-57-7) → di-tert-butyl disulfide (110-06-5) + di-tert-butyl trisulfide (4253-90-1)

Guidance literature:

With sulfur; potassium hydroxide; In water; at 60 ℃; for 0.5h; Green chemistry;

DOI:10.1080/10426507.2017.1370592

Reference yield: 85.0%

t-butyl bromide (507-19-7) → di-tert-butyl disulfide (110-06-5) + di-tert-butyl trisulfide (4253-90-1)

Guidance literature:

With sulfur; potassium hydroxide; In water; at 60 ℃; for 0.5h; Green chemistry;

DOI:10.1080/10426507.2017.1370592

Reference yield: 83.0%

N-methyl-N-palmitoyloxythiobenzamide (89861-46-1) → di-tert-butyl disulfide (110-06-5) + pentadecane (629-62-9) + N-methylthiobenzamide (5310-14-5)

Guidance literature:

With 2-methylpropan-2-thiol; In benzene; for 0.5h; Heating;

upstream raw materials:

t-butyl thionitrite

tert-butylsulfenyl iodide

sodium tert-butyl thiolate

2-methylpropan-2-thiol

Downstream raw materials:

Methyl-tert-butyldisulfid

di-tert-butyl nitroxide

tri-n-butylphosphine sulfide

methyl hippurate

Refernces

• 1、 Wang, Jin-Xian,Gao, Lijuan,Huang, Danfeng. "A rapid and efficient synthesis of symmetrical disulfides under microwave irradiation conditions". . p. 963 - 969. Retrieved 2002.
• 2、 Uemura et al.. "-". . p. 220. Retrieved 1977.
• 3、 Kice, John L.,Slebocka-Tilk, Henryka. "Reactivity of Nucleophiles toward and the Site of Nucleophilic Attack on Bis(alkylthio) Selenides". . p. 7123 - 7130. Retrieved 1982.
• 4、 Singh, Devender,Galetto, Fabio Z.,Soares, Letiere C.,Rodrigues, Oscar E. Dorneles,Braga, Antonio Luiz. "Metal-free air oxidation of thiols in recyclable ionic liquid: A simple and efficient method for the synthesis of disulfides". . p. 2661 - 2665. Retrieved 2010.
• 5、 Akdag, Akin,Webb, Thomas,Worley. "Oxidation of thiols to disulfides with monochloro poly(styrenehydantoin) beads". . p. 3509 - 3510. Retrieved 2006.
• 6、 Rosenthal et al.. "". . p. 4445,4447. Retrieved 1961.
• 7、 Bandgar,Uppalla,Sadavarte. "Reduction of sulfur with borohydride exchange resin in methanol: Application to rapid and selective synthesis of disulfides". . p. 6741 - 6743. Retrieved 2001.
• 8、 Rheinboldt,Mott. "-". . p. 329. Retrieved 1932.
• 9、 Grossi,Montevecchi,Strazzari. "Decomposition of S-nitrosothiols: Unimolecular versus autocatalytic mechanism [1]". . p. 4853 - 4854. Retrieved 2001.
• 10、 Zhang, Yufen,Liu, Zhenyi,Ren, Shenyong,Wang, Wennian,Shen, Baojian. "Study on the basic centers and active oxygen species of solid-base catalysts for oxidation of iso-mercaptans". . p. 125 - 131. Retrieved 2014.