Methyl isothiocyanate

Base Information

• Chemical Name: Methyl isothiocyanate
• CAS No.: 556-61-6
• Deprecated CAS: 1800084-95-0
• Molecular Formula: C2H3NS
• Molecular Weight: 73.1185
• Hs Code.: 29309090
• European Community (EC) Number: 209-132-5
• UN Number: 2477
• UNII: RWE2M5YDW1
• DSSTox Substance ID: DTXSID2027204
• Nikkaji Number: J3.295F
• Wikipedia: Methyl_isothiocyanate
• Wikidata: Q908840
• Metabolomics Workbench ID: 46362
• ChEMBL ID: CHEMBL396000
• Mol file: 556-61-6.mol

Synonyms:methyl isothiocyanate;methylisothiocyanate

Chemical Property of Methyl isothiocyanate

Chemical Property:

• Appearance/Colour: colourless solid
• Vapor Pressure: 21 mm Hg ( 20 °C)
• Melting Point: 30-34 °C(lit.)
• Refractive Index: 1.487
• Boiling Point: 107.8 °C at 760 mmHg
• Flash Point: 32.2 °C
• PSA: 44.45000
• Density: 0.95 g/cm³
• LogP: 0.71900
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: H2O: slightly soluble
• Water Solubility.: 7.6 g/L
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 72.99862027
• Heavy Atom Count: 4
• Complexity: 44
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Trk ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/25-34-43-50/53
• Safety Statements: 36/37-38-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Isothiocyanates
• Canonical SMILES: CN=C=S
• Description: Methyl iso thio cyanate is the organo sulfur compound with the formula CH3N = C = S . This low melting colorless solid is a powerful lachrymator. As a precursor to a variety of valuable bioactive compounds, it is the most important organic iso thio cyanate in industry.
• Uses: Usually used to study the effect of pesticide Metam (methyl isothiocyanate is its active ingredient) in the streamside microbial communities of the upper Sacramento river Pesticide; soil fumigant. Pesticide and soil fumigant used to control insects, soil fungi, nematodes.

Technology Process of Methyl isothiocyanate

There total 65 articles about Methyl isothiocyanate 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: 96.0%

Methyldithiocarbamidsaeure-ethylester (52664-26-3) → methyl thioisocyanate (556-61-6) + ethanethiol (75-08-1)

Guidance literature:

at 250 - 260 ℃;

Reference yield: 92.0%

O,O-(1,2-dimethylethylene) S-(trimethylsilyl) phosphorodithioate (82561-29-3) → 4,5-dimethyl-2-trimethylsiloxy-1,3,2λ5-dioxaphospholane-2-sulfide (82597-70-4) + methyl thioisocyanate (556-61-6)

Guidance literature:

With methyl isocyanate; for 24h; Ambient temperature; then distillation;

Reference yield: 90.0%

methyl isocyanate (624-83-9) → 4,5-dimethyl-2-trimethylsiloxy-1,3,2λ5-dioxaphospholane-2-sulfide (82597-70-4) + methyl thioisocyanate (556-61-6)

Guidance literature:

With O,O-(1,2-dimethylethylene) S-(trimethylsilyl) phosphorodithioate; for 24h;

upstream raw materials:

2-iodo-propane

N,N'-dimethylthioperoxydicarbamic acid

methyl thiocyanate

chloroform

Downstream raw materials:

methylthiocarbamoylpyrrolidine

N-methyl-N'-(4-[2]pyridyl-phenyl)-thiourea

1H-indole-2-carboxylic acid methylamide

N-methyl-N'-(4-[4]pyridylmethyl-phenyl)-thiourea

Refernces

Fixation of carbon dioxide and related small molecules by a bifunctional frustrated pyrazolylborane Lewis pair

10.1039/c2dt30448a

The research focuses on the utilization of a bifunctional frustrated Lewis pair (FLP), specifically 1-[bis(pentafluorophenyl)boryl]-3,5-di-tert-butyl-1H-pyrazole (1), for the fixation of carbon dioxide (CO2) and related small molecules. The study explores the reactivity of this FLP with CO2, paraformaldehyde, tert-butyl isocyanate, tert-butyl isothiocyanate, methyl isothiocyanate, benzonitrile, and phenylacetylene, resulting in the formation of zwitterionic, bicyclic boraheterocycles (adducts 3–8) and other complexes (adducts 9 and 10). The experiments involved treating the FLP with these reactants in toluene solutions, followed by stirring, solvent evaporation, and in some cases, washing with pentane to isolate the products. The molecular structures of the products were established using X-ray diffraction analyses, and Density Functional Theory (DFT) calculations at the M06-2X/6-311++G(d,p) level of theory were performed to understand the energetics of the CO2 fixation process. The analyses included NMR (1H, 13C, 11B, and 19F), IR spectroscopy, and elemental analysis to characterize the products and confirm the fixation of the small molecules.