2-Methyl-2-heptanethiol

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2-Methyl-2-heptanethiol
2-Methyl-2-heptanethiol.svg
Names
Preferred IUPAC name
2-Methylheptane-2-thiol
Other names
2-Methyl-2-heptanethiol
tert-Octyl mercaptan
tert-Octanethiol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UN number 3023
  • InChI=1S/C8H18S/c1-4-5-6-7-8(2,3)9/h9H,4-7H2,1-3H3
    Key: KSTAKRCVPORMCA-UHFFFAOYSA-N
  • CCCCCC(C)(C)S
Properties
C8H18S
Molar mass 146.29 g·mol−1
AppearanceStraw-colored liquid
Density 0.85
Melting point −74 °C (−101 °F; 199 K)
Boiling point 155 °C (311 °F; 428 K)
Hazards
Flash point 46 °C (115 °F; 319 K) open cup
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Methyl-2-heptanethiol is an organic compound classified as a thiol. It is a straw-colored liquid with a strong, obnoxious odor. [1] [2]

It is used as a lubricant additive and in polymer modification. [1] The chemical is one of the tertiary aliphatic mercaptans (thiols) synthesized from petroleum, as described in a 1950 paper. Initial research postulated they could be used as lubricant additives, ore flotation collectors, vulcanization accelerators, fungicides, and nonionic detergents. [3]

Related Research Articles

A lubricant is a substance that helps to reduce friction between surfaces in mutual contact, which ultimately reduces the heat generated when the surfaces move. It may also have the function of transmitting forces, transporting foreign particles, or heating or cooling the surfaces. The property of reducing friction is known as lubricity.

Thiol Any organic compound having a sulfanyl group

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", where the first word deriving from Greek θεῖον (theion) meaning "sulfur".

Methanethiol 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.

Sulfide Ion, and compounds containing the ion

Sulfide (British English also sulphide) is an inorganic anion of sulfur with the chemical formula S2− or a compound containing one or more S2− ions. Solutions of sulfide salts are corrosive. Sulfide also refers to chemical compounds large families of inorganic and organic compounds, e.g. lead sulfide and dimethyl sulfide. Hydrogen sulfide (H2S) and bisulfide (SH) are the conjugate acids of sulfide.

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Ethanethiol Chemical compound

Ethanethiol, commonly known as ethyl mercaptan, is an organosulfur compound with the formula CH3CH2SH. is a colorless liquid with a distinct odor. It Abbreviated EtSH, it consists of an ethyl group (Et), CH3CH2, attached to a thiol group, SH. Its structure parallels that of ethanol, but with sulfur in place of oxygen. The odor of EtSH is infamous. Ethanethiol is more volatile than ethanol due to a diminished ability to engage in hydrogen bonding. Ethanethiol is toxic in high concentrations. It occurs naturally as a minor component of petroleum, and may be added to otherwise odorless gaseous products such as liquefied petroleum gas (LPG) to help warn of gas leaks. At these concentrations, ethanethiol is not harmful.

Aroma compound Chemical compound that has a smell or odor

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Butyl rubber

Butyl rubber, sometimes just called "butyl", is a synthetic rubber, a copolymer of isobutylene with isoprene. The abbreviation IIR stands for isobutylene isoprene rubber. Polyisobutylene, also known as "PIB" or polyisobutene, (C4H8)n, is the homopolymer of isobutylene, or 2-methyl-1-propene, on which butyl rubber is based. Butyl rubber is produced by polymerization of about 98% of isobutylene with about 2% of isoprene. Structurally, polyisobutylene resembles polypropylene, but has two methyl groups substituted on every other carbon atom, rather than one. Polyisobutylene is a colorless to light yellow viscoelastic material. It is generally odorless and tasteless, though it may exhibit a slight characteristic odor.

Thiophenol Chemical compound

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1-Butanethiol Chemical compound

1-Butanethiol, also known as butyl mercaptan, is a volatile, clear to yellowish liquid with a fetid odor, commonly described as "skunk" odor. In fact, 1-butanethiol is structurally similar to several major constituents of a skunk's defensive spray but is not actually present in the spray. The scent of 1-butanethiol is so strong that the human nose can easily detect it in the air at concentrations as low as 10 parts per billion. The threshold level for 1-butanethiol is reported as 1.4 ppb

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Thiocarbamate

Thiocarbamates (thiourethanes) are a family of organosulfur compounds. As the name suggests, they are sulfur analogues of carbamates. There are two isomeric forms of thiocarbamates: O-thiocarbamates, ROC(=S)NR2 (esters), and S-thiocarbamates, RSC(=O)NR2 (thioesters).

The Lubrizol Corporation is an American provider of specialty chemicals for the transportation, industrial and consumer markets. These products include additives for engine oils and other transportation-related fluids, additives for industrial lubricants, and additives for gasoline and diesel fuel. In addition, Lubrizol makes ingredients and additives for personal care products, pharmaceuticals and medical devices, specialty materials, including plastics technology, and coatings in the form of specialty resins and additives.

Automotive oil recycling

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4-Methyl-2-pentanol Chemical compound

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<i>tert</i>-Butylthiol Chemical compound

tert-Butylthiol, also known as 2-methylpropane-2-thiol, 2-methyl-2-propanethiol, tert-butyl mercaptan (TBM), and t-BuSH, is an organosulfur compound with the formula (CH3)3CSH. This thiol is used as an odorant for natural gas, which is otherwise odorless. It may also have been used as a flavoring agent.

In chemistry, a thioxanthate is an organosulfur compound with the formula RSCS2X. When X is an alkali metal, the thioxanthate is a salt. When X is a transition metal, the thioxanthate is a ligand, and when X is an organic group, the compounds are called thioxanthate esters. They are usually yellow colored compounds that often dissolve in organic solvents. They are used as precursors to some catalysts, froth flotation agents, and additives for lubricants.

References

  1. 1 2 "2-METHYL-2-HEPTANETHIOL". CAMEO Chemicals. NOAA. Retrieved April 12, 2015.
  2. "ICSC: 1494, tert-OCTYL MERCAPTAN". IPCS. International Programme on Chemical Safety. Retrieved April 22, 2015.
  3. Schulze, W.A.; et al. (1950). "Sulfur Compounds from Petroleum Hydrocarbons". Ind. Eng. Chem. 42 (5): 916–921. doi:10.1021/ie50485a043.

This article contains public domain text from the NOAA.