Tetrahydropyran
Chemical name	Tetrahydropyran
Chemical formula	C5H10O
Molecular mass	86.13 g/mol
CAS number	[142-68-7]
Density	0.880 g/cm3
Melting point	-45 °C
Boiling point	88 °C
SMILES	C1CCCCO1
Disclaimer and references

Tetrahydropyran, or oxane, is the organic compound consisting of a saturated six-membered ring containing five carbon atoms and one oxygen atom. IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The molecular mass (abbreviated MM) of a substance, called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per unit of volume. ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... An organic compound is any member of a large class of chemical compounds whose molecules contain carbon, with the exception of carbides, carbonates, carbon oxides and gases containing carbon. ...

The tetrahydropyran ring system is the core of pyranose sugars. Glucose in its alpha-D-glucopyranose form Pyranose is a collective term for carbohydrates which have a chemical structure that includes a six-membered ring consisting of five carbons and one oxygen. ...

In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols ^{[1] [2]}. Reaction of the alcohol with dihydropyran forms a tetrahydropyranyl ether, protecting the alcohol from a variety of reactions. The alcohol can later be restored readily by acidic hydrolysis with formation of 5-hydroxypentanal. Organic synthesis is the construction of organic molecules via chemical processes. ... A Protecting group or protective group is introduced into a molecule by chemical modification of a functional group in order to obtain chemoselectivity in a subsequent chemical reaction. ... In chemistry, an alcohol is any organic compound in which a hydroxyl group (-OH) is bound to a carbon atom, which in turn is bound to other hydrogen and/or carbon atoms. ... Hydrolysis is a chemical process in which a molecule is split into two parts by the addition of a molecule of water. ...

One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation with Raney nickel of dihydropyran ^[3]. Organic synthesis is the construction of organic molecules via chemical processes. ... Hydrogenation is a chemical reaction in which unsaturated bonds between carbon atoms are reduced by attachment of a hydrogen atom to each carbon. ... Raney nickel is an amorphous solid composed of finely divided grains of a nickel/aluminium alloy. ...

See also

• Tetrahydrofuran (THF)
• Pyran

Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ... In chemistry, a pyran is a six member aromatic heterocyclic ring with five carbons and one oxygen. ...

References

1. ↑  Organic Syntheses, Coll. Vol. 7, p.334 (1990); Vol. 60, p.81 (1981) Article.
2. ↑  Organic Syntheses, Coll. Vol. 7, p.160 (1990); Vol. 64, p.80 (1986) Article.
3. ↑  Organic Syntheses, Coll. Vol. 3, p.794 (1955); Vol. 23, p.90 (1943).Article