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360589

Sigma-Aldrich

Tetrahydrofuran

contains 250 ppm BHT as inhibitor, ACS reagent, ≥99.0%

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Synonym(s):
THF, Butylene oxide, Oxolane, Tetramethylene oxide
Empirical Formula (Hill Notation):
C4H8O
CAS Number:
Molecular Weight:
72.11
Beilstein:
102391
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

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 %

technique(s)

HPLC: suitable

impurities

≤0.015% peroxide (as H2O2)
≤0.05% water

evapn. residue

≤0.03%

color

APHA: ≤20

refractive index

n20/D 1.407 (lit.)

pH

~7

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

solubility

water: soluble

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

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This Item
6767648736934865
Tetrahydrofuran contains 250 ppm BHT as inhibitor, ACS reagent, ≥99.0%

Sigma-Aldrich

360589

Tetrahydrofuran

-
Tetrahydrofuran ACS reagent, ≥99.0%, contains 250 ppm BHT as inhibitor

Sigma-Aldrich

676764

Tetrahydrofuran

Essential Grade
Tetrahydrofuran Selectophore™, ≥99.5%

Supelco

87369

Tetrahydrofuran

-
Tetrahydrofuran inhibitor-free, suitable for HPLC, ≥99.9%

Sigma-Aldrich

34865

Tetrahydrofuran

-
vapor density

2.5 (vs air)

vapor density

2.5 (vs air)

vapor density

2.5 (vs air)

vapor density

2.5 (vs air)

vapor pressure

114 mmHg ( 15 °C), 143 mmHg ( 20 °C)

vapor pressure

114 mmHg ( 15 °C), 143 mmHg ( 20 °C)

vapor pressure

114 mmHg ( 15 °C), 143 mmHg ( 20 °C)

vapor pressure

114 mmHg ( 15 °C), 143 mmHg ( 20 °C)

assay

≥99.0%

assay

≥99.0%

assay

≥99.5% (GC)

assay

≥99.9%

form

liquid

form

liquid

form

liquid

form

liquid

autoignition temp.

610 °F

autoignition temp.

610 °F

autoignition temp.

610 °F

autoignition temp.

610 °F

General description

Tetrahydrofuran (THF) is a heterocyclic compound (cyclic ether). It is colorless, has low viscosity, and good solubility in a wide range of solvents. It is widely used as a solvent in organic synthesis, being very popular in reactions with organometallic compounds and Grignard reagents. Due to organic peroxides formation on long term storage, THF is usually stabilized by adding butylated hydroxytoluene (BHT). BHT removes the free radicals required for the peroxide formation.

Application

Tetrahydrofuran (THF) is used as a solvent in the following processes:

  • Organic synthesis
a) Grignard
b) Organometallic compounds
c) Reformatsky
d) Lithiation
e) Hydride reduction
f) Metal-catalyzed coupling (Heck, Stile, Suzuki)
g) Lewis acid mediated reactions
  • Crystallization
  • Polymerization. Ex. RAFT (Reversible Addition-Fragmentation Chain Transfer) polymerization of p-acetoxystyrene
  • Coatings
  • As an O-donor ligand to form coordination complexes
  • As mobile phase solvent in high-performance liquid chromatography

Features and Benefits

ACS solvents meet or exceed the high standards of the American Chemical Society (ACS),with test specifications that are specialized to every compound. According to the American Chemical Society, ACS reagent grade implies that it is a substance of sufficient purity to be used in most chemical analyses or reactions.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-6.2 °F - closed cup

Flash Point(C)

-21.2 °C - closed cup


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Mg2Si nanoparticle synthesis for high pressure hydrogenation.
Chaudhary AL, et al.
The Journal of Physical Chemistry C, 118(2), 1240-1247 (2014)
Practical Synthesis of Di-tert-Butyl-Phosphinoferrocene.
Busacca CA, et al.
Organic Syntheses, 90, 316-326 (2013)
Synthesis of NiO/TiO2 using amphiphilic diblock copolymer brushes (PMMA-b-PAA) by reversible addition fragmentation chain-transfer poltmerization.
Hojjati B and Charpentier PA.
Polymer Reviews, 50(2), 418-418 (2009)
Luca Chiari et al.
The Journal of chemical physics, 138(7), 074301-074301 (2013-03-01)
We present total, elastic, and inelastic cross sections for positron and electron scattering from tetrahydrofuran (THF) in the energy range between 1 and 5000 eV. Total cross sections (TCS), positronium formation cross sections, the summed inelastic integral cross sections (ICS)
Crispin Lichtenberg et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(44), 15797-15805 (2015-09-17)
The reactivity of the all-ferrous FeN heterocubane [Fe4 (Ntrop)4 ] (1) with i) Brønsted acids, ii) σ-donors, iii) σ-donors/π-acceptors, and iv) one-electron oxidants has been investigated (trop = 5H-dibenzo[a,d]cyclo-hepten-5-yl). 1 showed self-re-assembling after reactions with i) and proved surprisingly inert in reactions with ii)

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