Bis(methylthio)methane

Base Information

• Chemical Name: Bis(methylthio)methane
• CAS No.: 1618-26-4
• Molecular Formula: C3H8S2
• Molecular Weight: 108.229
• Hs Code.: 29309070
• European Community (EC) Number: 216-577-9
• NSC Number: 96010
• UNII: 128SGX814T
• DSSTox Substance ID: DTXSID0061822
• Nikkaji Number: J7.534E
• Wikipedia: 2,4-Dithiapentane
• Wikidata: Q2567203
• Metabolomics Workbench ID: 44815
• Mol file: 1618-26-4.mol

Synonyms:bis(methylthio)methane

Chemical Property of Bis(methylthio)methane

Chemical Property:

• Appearance/Colour: Clear colourless to pale yellow liquid
• Vapor Pressure: 5.71mmHg at 25°C
• Melting Point: -20.5ºC
• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 146.999 °C at 760 mmHg
• Flash Point: 43.889 °C
• PSA: 50.60000
• Density: 1.021 g/cm³
• LogP: 1.66990
• Storage Temp.: Flammables area
• Solubility.: IMMISCIBLE
• Water Solubility.: IMMISCIBLE
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 108.00674260
• Heavy Atom Count: 5
• Complexity: 12.4

Purity/Quality:

99% ^*data from raw suppliers

Bis(methylthio)methane >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCSC
• Uses: Bis(methylthio)methane is used in method for reducing odor in room in remodeling work by removing causative substances.

Technology Process of Bis(methylthio)methane

There total 41 articles about Bis(methylthio)methane 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: 80.0%

3,4,5,5-tetrachloro-2,5-dihydro-2-furanone (59660-63-8) → dichloromaleic acid anhydride (1122-17-4) + methanethiosulfonic acid S-methyl ester (2949-92-0,31761-75-8) + dimethylsulfide (75-18-3) + 2,4-dithiapentane (1618-26-4)

Guidance literature:

With dimethyl sulfoxide; at 25 ℃; for 1.5h;

Reference yield: 70.0%

tetrachloro-cyclopent-4-ene-1,3-dione (15743-13-2) → methanethiosulfonic acid S-methyl ester (2949-92-0,31761-75-8) + dimethylsulfide (75-18-3) + 2,4-dithiapentane (1618-26-4) + 2,5,5-trichloro-3-hydroxy-2-cyclopentene-1,4-dione (24963-41-5)

Guidance literature:

With dimethyl sulfoxide; at 25 ℃; for 2.5h; Further byproducts given;

Reference yield: 70.0%

methyl methylsulfinylmethyl sulfide (33577-16-1) → 2,4-dithiapentane (1618-26-4)

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:

formaldehyd

methylthiol

2-(Methylthiomethyl)-1H-isoindole-1,3(2H)-dione

dichloromethane

Downstream raw materials:

3,3-bis-methylsulfanyl-propan-1-ol

2,3,4,6-Tetra-O-benzyl-1-C--α-D-glucopyranose

(4-methoxybenzyl)methylsulfide

C₉H₁₂ClNS₂

Refernces

• 1、 Martin. "". . p. 473. Retrieved 1969.
• 2、 Zaraiskii,Zaraiskaya,Velichko,Anikeeva. "Transformation of dimethyl Sulfoxide into bis(methylsulfanyl)methane". . p. 1728 - 1729. Retrieved 2007.
• 3、 Labuschagne et al.. "". . p. 3571. Retrieved 1976.
• 4、 Abel, Edward W.,Orrell, Keith G.,Rahoo, Haji,Sik, Vladimir,Mazid, Mohammed A.,Hursthouse, Michael B.. "Static and dynamic structures of pentacarbonyl-chromium(0) and -tungsten(0) complexes of dithioether ligands I. Symmetrical dithioether complexes and X-ray crystal structure of ". . p. 191 - 199. Retrieved 1992.
• 5、 Clarke, Aimee K.,Parkin, Alison,Rossi-Ashton, James A.,Taylor, Richard J. K.,Unsworth, William P.. "Photocatalytic Deoxygenation of Sulfoxides Using Visible Light: Mechanistic Investigations and Synthetic Applications". . p. 5814 - 5820. Retrieved 2020/07/21.
• 6、 Jens, Christian M.,Scott, Martin,Liebergesell, Bastian,Westhues, Christian G.,Sch?fer, Pascal,Franciò, Giancarlo,Leonhard, Kai,Leitner, Walter,Bardow, André. "Rh-Catalyzed Hydrogenation of CO2 to Formic Acid in DMSO-based Reaction Media: Solved and Unsolved Challenges for Process Development". supporting information. p. 307 - 316. Retrieved 2018/11/10.