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HomeProduct name listTetrahydropyran

Tetrahydropyran

Synonym(s):Pentamethylene oxide

  • CAS NO.:142-68-7
  • Empirical Formula: C5H10O
  • Molecular Weight: 86.13
  • MDL number: MFCD00006585
  • EINECS: 205-552-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-16 08:48:31
Tetrahydropyran Structural

What is Tetrahydropyran?

Description

Tetrahydropyran (THP) is the organic compound consisting of a saturated six-membered ring containing five carbon atoms and one oxygen atom. It is named by reference to pyran, which contains two double bonds, and may be produced from it by adding four hydrogens. Tetrahydropyran can be used as a solvent in various classical organic reactions such as radical reactions, palladium-catalyzed coupling, and Grignard reactions.

Chemical properties

colorless to light yellow liquid

The Uses of Tetrahydropyran

It is is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. They are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization.

Definition

ChEBI: A saturated organic heteromonocyclic parent that is cyclohexane in which one of the carbon atoms has been replaced by an oxygen atom.

Purification Methods

Dry oxane with CaH2, then pass it through a column of silica gel to remove olefinic impurities and fractionally distil it. Free it from peroxides and moisture by refluxing with sodium, then distil it from LiAlH4. Alternatively, peroxides can be removed by treatment with aqueous ferrous sulfate and sodium bisulfate, followed by solid KOH, and fractional distillation from sodium. [Beilstein 17 H 12, 17 I 6, 17 II 18, 17 III/IV 51, 17/1 V 64.]

Properties of Tetrahydropyran

Melting point: -45 °C (lit.)
Boiling point: 88 °C (lit.)
Density  0.881 g/mL at 25 °C (lit.)
vapor density  3 (vs air)
refractive index  n20/D 1.42(lit.)
Flash point: 4 °F
storage temp.  Store below +30°C.
solubility  >80.2g/l
form  Liquid
color  Clear colorless
Odor at 0.10?%?in?dipropylene glycol. pungent sweet ethereal
Water Solubility  80 g/L (25 ºC)
Merck  14,9217
BRN  102436
Dielectric constant 7.3(30℃)
CAS DataBase Reference 142-68-7(CAS DataBase Reference)
NIST Chemistry Reference 2H-Pyran, tetrahydro-(142-68-7)
EPA Substance Registry System Tetrahydropyran (142-68-7)

Safety information for Tetrahydropyran

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H225:Flammable liquids
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242:Use only non-sparking tools.
P243:Take precautionary measures against static discharge.

Computed Descriptors for Tetrahydropyran

InChIKey DHXVGJBLRPWPCS-UHFFFAOYSA-N

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