methyl isothiocyanate

methylimino-sulfanylidenemethane

CAS: 556-61-6 C2 H3 N S MW: 73.11791000 pungent

Identification

Namemethyl isothiocyanate
IUPACmethylimino-sulfanylidenemethane
CAS Number556-61-6
EINECS209-132-5
FDA UNIIRWE2M5YDW1
Molecular FormulaC2 H3 N S
Molecular Weight73.11791000
MDL NumberMFCD00004818
Nikkaji NumberJ3.295F
Beilstein0605319
XlogP30.90 (est)

Regulatory

JECFA Food Flavoring1884 methyl isothiocyanate
FEMA Number4426
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)556-61-6 ; METHYL ISOTHIOCYANATE

Physical Properties

Appearance colorless white to orange tan clear liquid to solid (est)
Assay 96.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.93800 to 0.94200 @ 25.00 °C.
Pounds per Gallon - (est). 7.805 to 7.838
Refractive Index 1.49500 to 1.49900 @ 20.00 °C.
Melting Point 34.00 to 36.00 °C. @ 760.00 mm Hg
Boiling Point 117.00 to 118.00 °C. @ 760.00 mm Hg
Vapor Pressure 31.184999 mmHg @ 25.00 °C. (est)
Flash Point 90.00 °F. TCC ( 32.22 °C. )
logP (o/w) 0.940
Soluble in alcohol
Insoluble in water
Similar Items note

Organoleptic Properties

Odor Description at 0.01 % in propylene glycol.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 [sex: M] 175 mg/kg
Dermal Toxicityskin-rabbit LD50 33 mg/kg
Inhalation Toxicityinhalation-mouse LCLo 75 mg/m3/4H

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for methyl isothiocyanate usage levels up tonot for fragrance use.
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils0.05000
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products0.25000
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors0.10000
snack foods0.05000
soft candy-
soups0.05000
sugar substitutes-
sweet sauces-

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Potential Uses

FL wasabi

Natural Occurrence

horseradish root mustard oil PMC

Synonyms

biomet 33 methane, (methylimino)thioxo- methane, isothiocyanato- methane,isothiocyanato- methyl mustard methyl mustard oil methylimino-sulfanylidenemethane methylimino)(thioxo)methane methylisothiocyanate iso thiocyanatomethane iso thiocyanic acid methyl ester iso thiocyanic acid, methyl ester trapex trapexide vorlex PubMed: Determination of methyl isocyanate in outdoor residential air near metam-sodium soil fumigations. PubMed: Structural dynamics of phenylisothiocyanate in the light-absorbing excited states: resonance Raman and complete active space self-consistent field calculation study. PubMed: Residential agricultural pesticide exposures and risk of neural tube defects and orofacial clefts among offspring in the San Joaquin Valley of California. PubMed: Gas-phase reaction of methyl isothiocyanate and methyl isocyanate with hydroxyl radicals under static relative rate conditions. PubMed: Community air monitoring for pesticides. Part 3: using health-based screening levels to evaluate results collected for a year. PubMed: Water and methyl isothiocyanate distribution in soil after drip fumigation. PubMed: Reduction of methyl isothiocyanate atmospheric emissions after application of metam sodium by shank injection. PubMed: Dissipation of soil fumigants from soil following repeated applications. PubMed: Pesticides exposure assessment of kettleman city using the industrial source complex short-term model version 3. PubMed: Comparison of field methyl isothiocyanate flux following Pacific Northwest surface-applied and ground-incorporated fumigation practices. PubMed: Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita. PubMed: Fixation of carbon dioxide and related small molecules by a bifunctional frustrated pyrazolylborane Lewis pair. PubMed: Allergic contact dermatitis due to dazomet absorbed by agricultural rubber boots. PubMed: Ethyl formate plus methyl isothiocyanate--a potential liquid fumigant for stored grains. PubMed: Metam sodium intoxication: the specific role of degradation products--methyl isothiocyanate and carbon disulphide--as a function of exposure. PubMed: Infrared emission following photolysis of methylisothiocyanate and methylthiocyanate. PubMed: Recent studies of measures to improve basamid soil disinfestation. PubMed: Absolute kinetics and reaction efficiencies of hydroxyl-radical-induced degradation of methyl isothiocyanate (MITC) in different quality waters. PubMed: Human chemosensory perception of methyl isothiocyanate: chemesthesis and odor. PubMed: Complexes of Gilman reagents with C-S and C-N double bonds: sigma or pi bonding? PubMed: Testing of a new disinfectant process for poultry viruses. PubMed: Dose response assessment for effects of acute exposure to methyl isothiocyanate (MITC). PubMed: Surface water seal application to minimize volatilization loss of methyl isothiocyanate from soil columns. PubMed: Microbial aspects of accelerated degradation of metam sodium in soil. PubMed: Excessive longitudinal FEV1 decline and risks to future health: a case-control study. PubMed: Accelerated degradation of metam-sodium in soil and consequences for root-disease management. PubMed: Combinations of soil fumigants for methyl-bromide replacement. PubMed: Status of chemical alternatives to methyl bromide for pre-plant fumigation of soil. PubMed: Determination of methyl isothiocyanate in air downwind of fields treated with metam-sodium by subsurface drip irrigation. PubMed: Fumigation of wheat using liquid ethyl formate plus methyl isothiocyanate in 50-tonne farm bins. PubMed: Optimization of metam sodium application by rotary spading injection. PubMed: Combinations of reduced rates of 1,3-dichloropropene and dazomet as a broad spectrum soil fumigation strategy in view of methyl bromide replacement. PubMed: Method development study for APR cartridge evaluation in fire overhaul exposures. PubMed: Distribution and efficacy of drip-applied metam-sodium against the survival of Rhizoctonia solani and yellow nutsedge in plastic-mulched sandy soil beds. PubMed: Methyl isothiocyanate residential community air assessment for South Franklin County, Washington. PubMed: Emission, distribution and leaching of methyl isothiocyanate and chloropicrin under different surface containments. PubMed: Illnesses related to shank application of metam-sodium, Arvin, California, July 2002. PubMed: Evaluation of volatile low molecular weight insecticides using Drosophila melanogaster as a model. PubMed: Modeling methyl isothiocyanate soil flux and emission ratio from a field following a chemigation of metam-sodium. PubMed: Effects of application methods of metam sodium and plastic covers on horizontal and vertical distributions of methyl isothiocyanate in bedded field plots. PubMed: Fumigant distribution in forest nursery soils under water seal and plastic film after application of dazomet, metam-sodium and chloropicrin. PubMed: Physical, chemical and environmental properties of selected chemical alternatives for the pre-plant use of methyl bromide as soil fumigant. PubMed: Ab initio computational insight into the ion-pair S(N)2 reaction of lithium isothiocyanate and methyl fluoride in the gas phase and in acetone solution. PubMed: The enantioseparation of amino acids on a teicoplanin chiral stationary phase using non-aqueous mobile phases after pre-column derivatization with sulfur-containing reagents: the considerations of mobile phase composition and analyte structure variation on resolution enhancement. PubMed: Degradation of methyl isothiocyanate and chloropicrin in forest nursery soils. PubMed: The crucial role of calcium interacting with soil pH in enhanced biodegradation of metam-sodium. PubMed: Biofumigation: environmental impacts on the biological activity of diverse pure and plant-derived isothiocyanates. PubMed: [Determination of isothiocyanates in human urine by high performance liquid chromatography]. PubMed: Application of solid phase microextraction for the determination of soil fumigants in water and soil samples. PubMed: Effect of application variables on emissions and distribution of fumigants applied via subsurface drip irrigation. PubMed: Effect of combined application of methyl isothiocyanate and chloropicrin on their transformation. PubMed: Effect of surface tarp on emissions and distribution of drip-applied fumigants. PubMed: Modeling of methyl isothiocyanate air concentrations associated with community illnesses following a metam-sodium sprinkler application. PubMed: Developmental toxicity of the dithiocarbamate pesticide sodium metam in zebrafish. PubMed: Leaching potential of persistent soil fumigant residues. PubMed: [Synthesis and nNOS inhibitory activity of benzenealkyl isothiourea compounds]. PubMed: Formation and extraction of persistent fumigant residues in soils. PubMed: Behavior of methyl isothiocyanate in soils under field conditions in Morocco. PubMed: Behavior of 1,3-dichloropropene and methyl isothiocyanate in undisturbed soil columns. PubMed: A two-dimensional model for simulating the transport and fate of toxic chemicals in a stratified reservoir. PubMed: Community exposures to airborne agricultural pesticides in California: ranking of inhalation risks. PubMed: Does the odor from sponges of the genus Ircinia protect them from fish predators? PubMed: Identification of a new urinary metabolite of carbon disulfide using an improved method for the determination of 2-thioxothiazolidine-4-carboxylic acid. PubMed: Determination of N-acetyl-S-(N-methylcarbamoyl)cysteine (AMCC) in the general population using gas chromatography-mass spectrometry. PubMed: Degradation of soil fumigants as affected by initial concentration and temperature. PubMed: Impact of fumigants on soil microbial communities. PubMed: Exudation of low molecular weight compounds (thiobismethane, methyl isocyanide, and methyl isothiocyanate) as a possible chemical defense mechanism in the marine sponge Ircinia felix. PubMed: Genotoxic effects of methyl isothiocyanate. PubMed: Advantageous attributes of larval whitefringed weevil, Naupactus leucoloma (Coleoptera: Curculionidae) for bioassaying soil fumigants, and responses to pure and plant-derived isothiocyanates. PubMed: The influence of metam sodium on soil respiration. PubMed: Bactericidal activity of isothiocyanate against pathogens on fresh produce. PubMed: Pesticide tests on humans cause concern. PubMed: Reversible Insertion of Methyl Isothiocyanate into Copper(I) Aryloxides. PubMed: Synthesis and Characterization of Rhenium(V) Oxo Complexes with a New Thiol-Amide-Thiourea Ligand System. X-ray Crystal Structure of [1-Phenyl-3-[2-((2-thioacetyl)amino)ethyl]thioureato]oxorhenium(V). PubMed: Philip Morris cigarettes recall, May 1995-March 1996. From the Centers for Disease Control and Prevention. PubMed: Role of decomposition products in sodium methyldithiocarbamate-induced immunotoxicity. PubMed: Recall of Philip Morris cigarettes, May 1995-March 1996. PubMed: S-methylation as a bioactivation mechanism for mono- and dithiocarbamate pesticides as aldehyde dehydrogenase inhibitors. PubMed: Analogues of disaccharides and glycosides containing a cyclic guanidinium structure show varying inhibitory effects on glycoside hydrolases. PubMed: Gas phase photolysis of methyl isothiocyanate. PubMed: Characterization of protein adducts produced by N-methyldithiocarbamate and N-methyldithiocarbamate esters. PubMed: Possible side effects of airborne pesticides on fungi and vascular plants in The Netherlands. PubMed: [Chemical modification of myoglobin by isothiocyanate reagents. The effect of modifying the N-terminal amino group on protein conformation]. PubMed: Analysis of methyl isothiocyanate in wine by gas chromatography with dual detection. PubMed: Plant-natural enemy association in tritrophic system,Cotesia rubecula-Pieris rapae-brassicaceae (Cruciferae). III: Collection and identification of plant and frass volatiles. PubMed: Persistent respiratory health effects after a metam sodium pesticide spill. PubMed: Dose-response assessment of airborne methyl isothiocyanate (MITC) following a metam sodium spill. PubMed: Quantum Yield for Production of CH3NC in the Photolysis of CH3NCS. PubMed: Chemotaxis away from thiocyanic and isothiocyanic esters in Pseudomonas aeruginosa. PubMed: Effects of fumigant nematicides on yield and quality of paste tomatoes grown in southwestern ontario. PubMed: Methyl isothiocyanate in wine. PubMed: Spring or Fall Fumigation for Control of Meloidogyne spp. on Tobacco. PubMed: Soil fumigation: principles and application technology. PubMed: Ethylene-like activity of isocyanides. PubMed: Efficacy of Fumigant and Nonfurmigant Nematicides for Control of Meloidogyne arenaria on Peanut. PubMed: Screening of a Granular Chelate of Metham-Zinc for Nematicidal Activity Using Citrus and Root-knot Nematodes. PubMed: Determination of sodium N-methyldithiocarbamate (metham sodium) and methyl isothiocyanate in aqueous samples by high-performance liquid chromatography using a micellar mobile phase. PubMed: Ultrastructural changes in the respiratory tract of rats following methyl isocyanate inhalation. PubMed: The public health implications of the Bhopal disaster. Report to the Program Development Board, American Public Health Association. Bhopal Working Group. PubMed: Methyl isocyanate subchronic vapor inhalation studies with Fischer 344 rats. PubMed: A simple and reliable device for monitoring fumigant residues in soil. PubMed: Control of Heterodera carotae, Ditylenchus dipsaci, and Meloidogyne javanica with Fumigant and Nonfumigant Nematicides. PubMed: Effects of minute doses of ethylenebisdithiocarbamate disodium salt (nabam) and its degradative products on connective tissue envelopes of the notochord in Xenopus: an ultrastructural study. PubMed: Effect of anion-specific inhibitors on the utilization of sugar nucleotides for N-linked carbohydrate unit assembly by thyroid endoplasmic reticulum vesicles. PubMed: Metabolism of some naturally occurring isothiocyanates in the rat. PubMed: Fatal poisoning with methyl isothiocyanate. PubMed: Allergic contact dermatitis from methylisothiocyanate in soil disinfectants. PubMed: Chemical Control of Nematodes and Soil-borne Plant-Pathogenic Fungi on Cabbage Tranplants. PubMed: Gas-liquid chromatographic determination of methyl isothiocyanate in soils. PubMed: Studies on the reaction of proteins and peptides with methyl isothiocyanate and identification of the methylthiohydantoins by gas-liquid chromatography. PubMed: Amino acid sequence analysis with methyl isothiocyanate. Resolution of the methylthiohydantoins by gas-liquid partition chromatography.