iPedia Free Information Center

Information about Thiodiglycol

Thiodiglycol
IUPAC name2-(2-Hydroxy-ethylsulfanyl)-ethanol
Other names2,2'-Thiodiethanol, β,β'-dihydroxydiethyl sulfide, β-thiodiglycol, thiodiethylene glycol, β-hydroxyethyl sulfide, 2-hydroxyethyl sulfide, bis(β-hydroxyethyl)sulfide, Glyecine A, Kromfax Solvent, Tedegyl, dichlorethylsulfide
Identifiers
CAS number111-48-8
PubChem5447
SMILESOCCSCCO
Properties
Molecular formulaC4H10O2S
Molar mass122.19 g/mol
AppearanceClear to pale-yellow liquid
Melting point -16 C, 0 K, 0 F
Boiling point 165 °C at 14 mmHg (1.9 kPa) or decomposition at 282 °C at normal pressure
Except where noted otherwise, data are given for
materials in their standard state
(at 25 C, 100 kPa)


Thiodiglycol, or bis(2-hydroxyethyl)sulfide, is a viscous, clear to pale-yellow liquid used as a solvent. Its chemical formula is C4H10O2S, or HOCH2CH2SCH2CH2OH. It is miscible with acetone, alcohols, and chloroform. It is soluble in benzene, ether, and tetrachloromethane.

Thiodiglycol is manufactured by reaction of 2-chloroethanol with sodium sulfide. It is structurally similar to diethylene glycol.

Thiodiglycol has both polar and nonpolar solvent properties. It is used as a solvent in a variety of applications ranging from dyeing textiles to inks in some ballpoint pens. In chemical synthesis, it is used as a building block for protection products, dispersants, fibers, plasticizers, rubber accelerators, pesticides, dyes, and various other organic chemicals. In the manufacture of polymers, it is used as a chain transfer agent. As an antioxidant, it is used as an additive in lubricants.

Thiodiglycol is a Chemical Weapons Convention schedule 2 chemical used in the production of sulfur-based blister agents such as mustard gas. Thiodiglycol is also a product of the hydrolysis of mustard gas. It can be detected in the urine of casualties.

External links

IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. It is developed and kept up to date under the auspices of the International Union of Pure and Applied Chemistry (IUPAC).
..... Click the link for more information.
CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. They are also referred to as CAS numbers, CAS RNs or CAS #s.
..... Click the link for more information.
PubChem is a database of chemical molecules. The system is maintained by the National Center for Biotechnology Information (NCBI), a component of the National Library of Medicine, which is part of the United States National Institutes of Health (NIH).
..... Click the link for more information.
smiles

File extension: .smi
Type of format: chemical file format

The simplified molecular input line entry specification or SMILES
..... Click the link for more information.
A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. A chemical formula is also a short way of showing how a chemical reaction occurs.
..... Click the link for more information.
4, 2
(mildly acidic oxide)
Electronegativity 2.55 (Pauling scale)
Ionization energies
(more) 1st: 1086.5 kJmol−1
2nd: 2352.6 kJmol−1
3rd: 4620.5 kJmol−1

Atomic radius 70 pm
Atomic radius (calc.
..... Click the link for more information.
1, −1
(amphoteric oxide)
Electronegativity 2.20 (Pauling scale) More

Atomic radius 25 pm
Atomic radius (calc.) 53 pm
Covalent radius 37 pm
Van der Waals radius 120 pm
Miscellaneous

Thermal conductivity (300 K) 180.
..... Click the link for more information.
2, −1
(neutral oxide)
Electronegativity 3.44 (Pauling scale)
Ionization energies
(more) 1st: 1313.9 kJmol−1
2nd: 3388.3 kJmol−1
3rd: 5300.5 kJmol−1

Atomic radius 60 pm
Atomic radius (calc.
..... Click the link for more information.
6
(strongly acidic oxide)
Electronegativity 2.58 (Pauling scale)
Ionization energies
(more) 1st: 999.6 kJmol−1
2nd: 2252 kJmol−1
3rd: 3357 kJmol−1

Atomic radius 100 pm
Atomic radius (calc.
..... Click the link for more information.
Molar mass, symbol M,[1] is the mass of one mole of a substance (chemical element or chemical compound).[2] It is a physical property which is characteristic of each pure substance.
..... Click the link for more information.
The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. Although the phrase would suggest a specific temperature and is commonly and incorrectly used as such in most textbooks and literature, most crystalline compounds
..... Click the link for more information.
boiling point of a liquid is the temperature at which the vapor pressure of the liquid equals the environmental pressure surrounding the liquid.[1][2][3][4]
..... Click the link for more information.
The pascal (symbol: Pa) is the SI derived unit of pressure or stress (also: Young's modulus and tensile strength). It is a measure of perpendicular force per unit area i.e. equivalent to one newton per square meter or one Joule per cubic meter.
..... Click the link for more information.
standard state of a material is its state at 1 bar (100 kilopascals exactly). This pressure was changed from 1 atm (101.325 kilopascals) by IUPAC in 1990.[1] The standard state of a material can be defined at any given temperature, most commonly 25 degrees Celsius,
..... Click the link for more information.
4, 2
(mildly acidic oxide)
Electronegativity 2.55 (Pauling scale)
Ionization energies
(more) 1st: 1086.5 kJmol−1
2nd: 2352.6 kJmol−1
3rd: 4620.5 kJmol−1

Atomic radius 70 pm
Atomic radius (calc.
..... Click the link for more information.
1, −1
(amphoteric oxide)
Electronegativity 2.20 (Pauling scale) More

Atomic radius 25 pm
Atomic radius (calc.) 53 pm
Covalent radius 37 pm
Van der Waals radius 120 pm
Miscellaneous

Thermal conductivity (300 K) 180.
..... Click the link for more information.
2, −1
(neutral oxide)
Electronegativity 3.44 (Pauling scale)
Ionization energies
(more) 1st: 1313.9 kJmol−1
2nd: 3388.3 kJmol−1
3rd: 5300.5 kJmol−1

Atomic radius 60 pm
Atomic radius (calc.
..... Click the link for more information.
6
(strongly acidic oxide)
Electronegativity 2.58 (Pauling scale)
Ionization energies
(more) 1st: 999.6 kJmol−1
2nd: 2252 kJmol−1
3rd: 3357 kJmol−1

Atomic radius 100 pm
Atomic radius (calc.
..... Click the link for more information.
The chemical compound acetone (also known as propanone, dimethyl ketone, 2-propanone, propan-2-one and β-ketopropane) is the simplest representative of the ketones.
..... Click the link for more information.
alcohol is any organic compound in which a hydroxyl group (-OH) is bound to a carbon atom of an alkyl or substituted alkyl group. The general formula for a simple acyclic alcohol is CnH2n+1OH.
..... Click the link for more information.
Chloroform, also known as trichloromethane and methyl trichloride, is a chemical compound with formula CHCl3. It does not undergo combustion in air, although it will burn when mixed with more flammable substances.
..... Click the link for more information.
Benzene, or Benzol (see also Benzine) is an organic chemical compound with the formula C6H6. It is sometimes abbreviated Ph–H. Benzene is a colorless and inflammable liquid with a sweet smell and a relatively high melting point.
..... Click the link for more information.
Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. It is the most common member of a class of chemical compounds known generically as ethers.
..... Click the link for more information.
Carbon tetrachloride, also known by many other names (see Table) is the chemical compound with the formula CCl4. It is a reagent in synthetic chemistry and was formerly widely used in fire extinguishers and as a precursor to refrigerants.
..... Click the link for more information.
2-Chloroethanol is a colorless liquid similar to glycerine with faint, sweet pleasant ether-like odor. It is miscible with water.

It is also known as 2-chloro-1-ethanol, 2-monochloroethanol, 2-hydroxyethyl chloride, β-chloroethanol, β-hydroxyethyl chloride,
..... Click the link for more information.
Sodium sulfide is the name used to refer to the chemical compound Na2S but more commonly its hydrate Na2S.9H2O. Both are a colorless water-soluble salts that give strongly alkaline solutions.
..... Click the link for more information.
Diethylene glycol (DEG) is an organic compound described by the structural formula HO-CH2-CH2-O-CH2-CH2-OH. It is a clear, hygroscopic, odorless liquid. It is miscible with water and polar organic solvents such as alcohols and ethers.
..... Click the link for more information.
A solvent is a liquid that dissolves a solid, liquid, or gaseous solute, resulting in a solution. The most common solvent in everyday life is water. Most other commonly-used solvents are organic (carbon-containing) chemicals. These are called organic solvents.
..... Click the link for more information.
textile is a flexible material comprised of a network of natural or artificial fibers often referred to as thread or yarn. Yarn is produced by spinning raw wool fibers, linen, cotton, or other material on a spinning wheel to produce long strands known as yarn.
..... Click the link for more information.
An ink is a liquid containing various pigments and/or dyes used for coloring a surface to produce an image or text. Ink is used for drawing or writing with a pen or brush or quill. Thicker inks, in paste form, are used extensively in letterpress and lithographic printing.
..... Click the link for more information.


This article is copied from an article on Wikipedia.org - the free encyclopedia created and edited by online user community. The text was not checked or edited by anyone on our staff. Although the vast majority of the wikipedia encyclopedia articles provide accurate and timely information please do not assume the accuracy of any particular article. This article is distributed under the terms of GNU Free Documentation License.
Herod_Archelaus


page counter