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360589-M

Sigma-Aldrich

Tetrahydrofuran

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

Synonym(s):

THF, Butylene oxide, Oxolane, Tetramethylene oxide

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
Molecular Weight:
72.11
Beilstein:
102391
EC Number:
MDL number:
UNSPSC Code:
12191501
PubChem Substance ID:
NACRES:
NA.21

product name

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

grade

ACS reagent

vapor density

2.5 (vs air)

vapor pressure

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Assay

≥99.0%

autoignition temp.

610 °F

contains

250 ppm BHT as inhibitor

expl. lim.

1.8-11.8 %

impurities

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

evapn. residue

≤0.03%

color

APHA: ≤20

refractive index

n20/D 1.407 (lit.)

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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General description

Tetrahydrofuran (THF) is a widely used 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. The effect of THF on the biological systems has been studied.

Application

Tetrahydrofuran (THF) was used as a solvent in the following processes:
  • RAFT (Reversible Addition-Fragmentation chain Transfer) polymerization of p-acetoxystyrene.
  • Synthesis of di-tert-butyl-phosphinoferrocene.
  • Synthesis of n-TiO2-based amphiphilic polymer brushes.
  • To dissolve the LiCl from the Mg2Si nanoparticles.
It may be used in the following studies:
  • As an O-donor ligand to form coordination complexes.
  • As mobile phase solvent in high-performance liquid chromatography.
  • As a solvent in the preparation of spin-coated poly(bisphenol A decane ether).
  • Synthesis of THF doped hydrogen clathrate hydrates.

Other Notes

Important notice
This product will be phased out towards early 2019. There is a replacement product available : 360589

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17.00 °C - closed cup


Certificates of Analysis (COA)

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Bin Zhao et al.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques, 7(2), 200-204 (2004-09-16)
To develop a high-performance liquid chromatography (HPLC) method with photodiode-array ultraviolet detection for the simultaneous determination of vitamin C, vitamin E and beta-carotene. Following liquid-phase extraction from the human plasma samples, these three vitamins were successfully separated on the LiChrospher
D E Moody
Drug and chemical toxicology, 14(4), 319-342 (1991-01-01)
Tetrahydrofuran (THF) is a widely used solvent in industry and research. THF is a weak toxin, with approximate acute LD50s in the range of 2 to 3 g/kg, 8 to 20 mg/L, and 800 mg/kg following oral, inhalation, and i.v.
G G Martirosyan et al.
Journal of inorganic biochemistry, 121, 129-133 (2013-02-05)
The interaction of the S- and O-donor ligands tetrahydrothiophen (THT) and tetrahydrofuran (THF) with the ferrous nitrosyl complex Fe(TTP)(NO) (TTP(2-) is meso-tetra-p-tolyl-porphyrinatodianion) was studied at various temperatures both in solid state and solution using electronic and infrared absorption spectroscopy. Upon

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