Sodium methanethiolate

Last updated
Sodium methanethiolate
Sodium methanethiolate.svg
Names
Preferred IUPAC name
Sodium methanethiolate
Other names
sodium thiomethoxide, sodium methyl mercaptide, sodium thiomethylate, methanethiol sodium salt, methyl mercaptan sodium salt
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.023.609 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 225-969-9
PubChem CID
UNII
  • InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1 Yes check.svgY
    Key: RMBAVIFYHOYIFM-UHFFFAOYSA-M Yes check.svgY
  • InChI=1/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
  • [Na+].[S-]C
Properties
CH3NaS
Molar mass 70.08 g·mol−1
Appearanceyellow-red [1]
soluble [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Sodium methanethiolate or sodium thiomethoxide (CH3SNa, MeSNa) is the sodium conjugate base of methanethiol. This compound is commercially available as a white solid. It is a powerful nucleophile that can be used to prepare methylthioether and other organic compounds like ethyl bromide. Its hydrolysis in moist air produces methanethiol, which has a low odor threshold and a noxious fecal smell.

Related Research Articles

<span class="mw-page-title-main">Sodium</span> Chemical element, symbol Na and atomic number 11

Sodium is a chemical element; it has symbol Na and atomic number 11. It is a soft, silvery-white, highly reactive metal. Sodium is an alkali metal, being in group 1 of the periodic table. Its only stable isotope is 23Na. The free metal does not occur in nature and must be prepared from compounds. Sodium is the sixth most abundant element in the Earth's crust and exists in numerous minerals such as feldspars, sodalite, and halite (NaCl). Many salts of sodium are highly water-soluble: sodium ions have been leached by the action of water from the Earth's minerals over eons, and thus sodium and chlorine are the most common dissolved elements by weight in the oceans.

<span class="mw-page-title-main">Sodium chloride</span> Chemical compound with formula NaCl

Sodium chloride, commonly known as table salt, is an ionic compound with the chemical formula NaCl, representing a 1:1 ratio of sodium and chloride ions. Sodium chloride is the salt most responsible for the salinity of seawater and of the extracellular fluid of many multicellular organisms. In its edible form, it is commonly used as a condiment and food preservative. Large quantities of sodium chloride are used in many industrial processes, and it is a major source of sodium and chlorine compounds used as feedstocks for further chemical syntheses. Another major application of sodium chloride is deicing of roadways in sub-freezing weather.

<span class="mw-page-title-main">Thiol</span> Any organic compound having a sulfanyl group (–SH)

In organic chemistry, a thiol, or thiol derivative, is any organosulfur compound of the form R−SH, where R represents an alkyl or other organic substituent. The −SH functional group itself is referred to as either a thiol group or a sulfhydryl group, or a sulfanyl group. Thiols are the sulfur analogue of alcohols, and the word is a blend of "thio-" with "alcohol".

<span class="mw-page-title-main">Sodium hypochlorite</span> Chemical compound (known in solution as bleach)

Sodium hypochlorite, commonly known in a dilute solution as (chlorine) bleach, is an alkaline inorganic chemical compound with the formula NaOCl, consisting of a sodium cation and a hypochlorite anion. It may also be viewed as the sodium salt of hypochlorous acid. The anhydrous compound is unstable and may decompose explosively. It can be crystallized as a pentahydrate NaOCl·5H
2
O
, a pale greenish-yellow solid which is not explosive and is stable if kept refrigerated.

<span class="mw-page-title-main">Methanethiol</span> Chemical compound

Methanethiol is an organosulfur compound with the chemical formula CH
3
SH
. It is a colorless gas with a distinctive putrid smell. It is a natural substance found in the blood, brain and feces of animals, as well as in plant tissues. It also occurs naturally in certain foods, such as some nuts and cheese. It is one of the chemical compounds responsible for bad breath and the smell of flatus. Methanethiol is the simplest thiol and is sometimes abbreviated as MeSH. It is very flammable.

<span class="mw-page-title-main">Aroma compound</span> Chemical compound that has a smell or odor

An aroma compound, also known as an odorant, aroma, fragrance or flavoring, is a chemical compound that has a smell or odor. For an individual chemical or class of chemical compounds to impart a smell or fragrance, it must be sufficiently volatile for transmission via the air to the olfactory system in the upper part of the nose. As examples, various fragrant fruits have diverse aroma compounds, particularly strawberries which are commercially cultivated to have appealing aromas, and contain several hundred aroma compounds.

<span class="mw-page-title-main">Sodium bromide</span> Inorganic salt: NaBr

Sodium bromide is an inorganic compound with the formula NaBr. It is a high-melting white, crystalline solid that resembles sodium chloride. It is a widely used source of the bromide ion and has many applications.

<span class="mw-page-title-main">Dimethylsulfoniopropionate</span> Chemical compound

Dimethylsulfoniopropionate (DMSP), is an organosulfur compound with the formula (CH3)2S+CH2CH2COO. This zwitterionic metabolite can be found in marine phytoplankton, seaweeds, and some species of terrestrial and aquatic vascular plants. It functions as an osmolyte as well as several other physiological and environmental roles have also been identified. DMSP was first identified in the marine red alga Polysiphonia fastigiata.

<span class="mw-page-title-main">Sodium peroxide</span> Chemical compound

Sodium peroxide is an inorganic compound with the formula Na2O2. This yellowish solid is the product of sodium ignited in excess oxygen. It is a strong base. This metal peroxide exists in several hydrates and peroxyhydrates including Na2O2·2H2O2·4H2O, Na2O2·2H2O, Na2O2·2H2O2, and Na2O2·8H2O. The octahydrate, which is simple to prepare, is white, in contrast to the anhydrous material.

<span class="mw-page-title-main">Sodium selenite</span> Chemical compound

Sodium selenite is the inorganic compound with the formula Na2SeO3. This salt is a colourless solid. The pentahydrate Na2SeO3(H2O)5 is the most common water-soluble selenium compound.

A structural analog, also known as a chemical analog or simply an analog, is a compound having a structure similar to that of another compound, but differing from it in respect to a certain component.

<span class="mw-page-title-main">Sodium dichromate</span> Inorganic compound

Sodium dichromate is the inorganic compound with the formula Na2Cr2O7. However, the salt is usually handled as its dihydrate Na2Cr2O7·2H2O. Virtually all chromium ore is processed via conversion to sodium dichromate and virtually all compounds and materials based on chromium are prepared from this salt. In terms of reactivity and appearance, sodium dichromate and potassium dichromate are very similar. The sodium salt is, however, around twenty times more soluble in water than the potassium salt (49 g/L at 0 °C) and its equivalent weight is also lower, which is often desirable.

Sodium metatitanate is a chemical compound with the chemical formula Na2TiO3. This compound decomposes with treatment with hot water. The name sodium metatitanate also incorrectly refers to the compound sodium trititanate (Na2Ti3O7).

In enzymology, a methanethiol oxidase (EC 1.8.3.4) is an enzyme that catalyzes the chemical reaction

<span class="mw-page-title-main">Sodium chromate</span> Chemical compound

Sodium chromate is the inorganic compound with the formula Na2CrO4. It exists as a yellow hygroscopic solid, which can form tetra-, hexa-, and decahydrates. It is an intermediate in the extraction of chromium from its ores.

Allyl methyl sulfide is an organosulfur compound with the chemical formula CH2=CHCH2SCH3. The molecule features two functional groups, an allyl (CH2=CHCH2) and a sulfide. It is a colourless liquid with a strong odor characteristic of alkyl sulfides. It is a metabolite of garlic, and "garlic breath" is attributed to its presence.

Organosodium chemistry is the chemistry of organometallic compounds containing a carbon to sodium chemical bond. The application of organosodium compounds in chemistry is limited in part due to competition from organolithium compounds, which are commercially available and exhibit more convenient reactivity.

<span class="mw-page-title-main">Sodium selenide</span> Chemical compound

Sodium selenide is an inorganic compound of sodium and selenium with the chemical formula Na2Se.

<span class="mw-page-title-main">Sodium bisulfite</span> Chemical compound

Sodium bisulfite (or sodium bisulphite, sodium hydrogen sulfite) is a chemical mixture with the approximate chemical formula NaHSO3. Sodium bisulfite in fact is not a real compound, but a mixture of salts that dissolve in water to give solutions composed of sodium and bisulfite ions. It appears in form of white or yellowish-white crystals with an odor of sulfur dioxide. Regardless of its ill-defined nature, sodium bisulfite is used in many different industries such as a food additive with E number E222 in the food industry, a reducing agent in the cosmetic industry, and a decomposer of residual hypochlorite used in the bleaching industry.

<span class="mw-page-title-main">Sodium bifluoride</span> Chemical compound

Sodium bifluoride is the inorganic compound with the formula Na[HF2]. It is a salt of sodium cation and bifluoride anion. It is a white, water-soluble solid that decomposes upon heating. Sodium bifluoride is non-flammable, hygroscopic, and has a pungent smell. Sodium bifluoride has a number of applications in industry.

References

  1. 1 2 "Sodium thiomethoxide | 5188-07-8".