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178810 Sigma-Aldrich

Tetrahydrofuran

ReagentPlus®, ≥99.0%, contains 250 ppm BHT as inhibitor

Synonym: Butylene oxide, Oxolane, THF, Tetramethylene oxide

  • CAS Number 109-99-9

  • Empirical Formula (Hill Notation) C4H8O

  • Molecular Weight 72.11

  •  Beilstein/REAXYS Number 102391

  •  EC Number 203-726-8

  •  MDL number MFCD00005356

  •  PubChem Substance ID 329751576

  •  NACRES NA.21

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Properties

Related Categories ReagentPlus, ReagentPlus Solvent Grade Products, ACS and Reagent Grade Solvents, Amber Glass Bottles, Carbon Steel Cans with NPT Threads,
Quality Level   100
grade   ReagentPlus®
vapor density   2.5 (vs air)
vapor pressure   114 mmHg ( 15 °C)
  143 mmHg ( 20 °C)
assay   ≥99.0%
form   liquid
autoignition temp.   610 °F
contains   250 ppm BHT as inhibitor
expl. lim.   1.8-11.8 %
refractive index   n20/D 1.407 (lit.)
pH   ~7
bp   65-67 °C (lit.)
mp   −108 °C (lit.)
density   0.889 g/mL at 25 °C (lit.)
SMILES string   C1CCOC1
InChI   1S/C4H8O/c1-2-4-5-3-1/h1-4H2
InChI key   WYURNTSHIVDZCO-UHFFFAOYSA-N

Description

General description

Tetrahydrofuran (THF) is a saturated cyclic ether mainly used as an organic solvent. On long term storage it forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for the peroxide formation. THF constitutes the key fragment of various natural products (polyether antibiotics). THF can form a double hydrate with hydrogen sulfide. Crystal structure of this double hydrate has been investigated by three-dimensional single-crystal studies. Butane-1,4-diol is formed as an intermediate during the synthesis of THF. Hot THF is useful for the dissolution of polyvinylidene chloride (PVDV).

Application

Tetrahydrofuran may be used for the dissolution of poly-ε-caprolactone (PCL) and 1,3-diaminopentane, during the preparation of poly-ε-caprolactone (PCL)-hydroxyapatite (HA) scaffolds and acrylate-terminated poly(5-amino-1-pentanol-co-1,4-butanediol diacrylate) (C32)- 1,3-diaminopentane (117) polymer, respectively.

Packaging

1, 4 L in glass bottle

18 L in steel drum

Other Notes

For information on tetrahydrofuran miscibility, please visit the following link:
Tetrahydrofuran Miscibility/Immiscibility Table

Greener alternatives are available for many THF applications, 2-Methyltetrahydrofuran (155810) and Cyclopentyl methyl ether (675989)

Read more about THF alternatives:
2-Methyltetrahydroun (2-MeTHF): A biomass-Derived solvent with Broad Applications in Organic Chemistry

The toxicological assessment of cyclopentyl methyl ether (CPME) as a green solvent

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Supplemental Hazard Statements 
EUH018 - EUH019
RIDADR 
UN 2056 3 / PGII
WGK Germany 
WGK 1
RTECS 
LU5950000
Flash Point(F) 
-6.2 °F - closed cup
Flash Point(C) 
-21.2 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

Peer-Reviewed Papers
15

References

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