Methylenebis(N,N-dimethyldithiocarbamate)

Base Information

• Chemical Name: Methylenebis(N,N-dimethyldithiocarbamate)
• CAS No.: 22656-77-5
• Molecular Formula: C₇H₁₄N₂S₄
• Molecular Weight: 254.466
• Hs Code.: 2930909090
• NSC Number: 14971
• UNII: HHF0ZKY88A
• DSSTox Substance ID: DTXSID50177195
• Nikkaji Number: J42.889B
• Wikidata: Q83047513
• Mol file: 22656-77-5.mol

Synonyms:22656-77-5;methylene bis(dimethylcarbamodithioate);Methylenebis(N,N-dimethyldithiocarbamate);USAF SN-32;Carbamodithioic acid, dimethyl-, methylene ester;dimethylcarbamothioylsulfanylmethyl N,N-dimethylcarbamodithioate;CARBAMIC ACID, DIMETHYLDITHIO-, METHYLENE ESTER;NSC 14971;HHF0ZKY88A;BRN 1785205;Methylene-bis (dimethyl-dithiocarbamate);Bis(dimethyldithiocarbamic acid)methylene ester;3-04-00-00150 (Beilstein Handbook Reference);Methylenebis(dimethyldithiocarbamate);NSC-14971;N,N-dimethyl({[(dimethylcarbamothioyl)sulfanyl]methyl}sulfanyl)carbothioamide;UNII-HHF0ZKY88A;Carbamic acid, methylene ester;SCHEMBL11222141;C7H14N2S4;DTXSID50177195;SVEFOVSCPCGMJS-UHFFFAOYSA-N;NSC14971;C7-H14-N2-S4;Carbamodithioic acid, methylene ester;methylenebis(dimethylcarbamodithioate);AKOS003631027;methanediyl bis(dimethylcarbamodithioate);LS-49533;BIS(DIMETHYLTHIOCARBAMOYLTHIO)METHANE;EN300-264818;carbamodithioic acid, N,N-dimethyl-, methylene ester;F1019-0023

Chemical Property of Methylenebis(N,N-dimethyldithiocarbamate)

Chemical Property:

• Vapor Pressure: 0.000405mmHg at 25°C
• Boiling Point: 316.7°Cat760mmHg
• Flash Point: 145.3°C
• PSA: 121.26000
• Density: 1.294g/cm³
• LogP: 2.10330
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 254.00398315
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Methylene bis(dimethylcarbamodithioate) 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=S)SCSC(=S)N(C)C

Technology Process of Methylenebis(N,N-dimethyldithiocarbamate)

There total 7 articles about Methylenebis(N,N-dimethyldithiocarbamate) 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: 65.0%

Thiram (137-26-8,93196-73-7) + Methyltriphenylphosphonium bromide (1779-49-3) → bis(N,N-dimethyldithiocarbamato)methane (22656-77-5)

Guidance literature:

With lithium hydroxide; In dichloromethane; at 20 ℃;

DOI:10.1002/jhet.5570420114

Reference yield: 27.0%

dichloromethane (75-09-2) + disodium 4-[carbodithioato(methyl)amino]butanoate + sodium dimethyldithiocarbamate (128-04-1) → bis(N,N-dimethyldithiocarbamato)methane (22656-77-5) + 5,11-dimethyl-6,10-dithioxo-7,9-dithia-5,11-diazadodecanoic acid + 4-({[(3-carboxy-propyl)-methyl-thiocarbamoylsulfanyl]-methylsulfanylthiocarbonyl}-methyl-amino)-butyric acid

Guidance literature:

In methanol; dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/jf000378g

Reference yield:

dichloromethane (75-09-2) + sodium dimethyldithiocarbamate (128-04-1) → bis(N,N-dimethyldithiocarbamato)methane (22656-77-5)

Guidance literature:

DOI:10.1246/cl.1974.731

upstream raw materials:

dichloromethane

sodium dimethyldithiocarbamate

carbon disulfide

diiodomethane

Downstream raw materials:

(Au(C₆F₅)3)2(CH₂(S₂CN(CH₃)2)2)

(Au(C₆F₅))2(CH₂(S₂CN(CH₃)2)2)

Dimethyl-dithiocarbamic acid 1-dimethylthiocarbamoylsulfanyl-2-phenyl-ethyl ester

Refernces

• 1、 Aubin, Lauren B.,Wagner, Tracy M.,Thoburn, John D.,Kesler, Brenda S.,Hutchison, Katherine A.,Schumaker, Robert R.,Parakka, James P.. "Dynamic NMR studies of a potential chiroptical switch based on dithiocarbamate-iminodithiolane interconversion". . p. 3413 - 3416. Retrieved 2001.
• 2、 Gueguen,Boisde,Queffelec,Haelters,Thouvenot,Corbel,Nodet. "Hapten synthesis for the development of a competitive inhibition enzyme-immunoassay for thiram". . p. 4492 - 4499. Retrieved 2007/10/03.