360589

Sigma-Aldrich

Tetrahydrofuran

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

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

Quality Level

grade

ACS reagent

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 %

application(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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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.

Packaging

500, 6×500 mL in glass bottle
1, 6×1, 2.5, 4, 4×4 L in glass bottle
18, 200 L in steel drum

Signal Word

Danger

hazcat

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

Supp Hazards

EUH018 - EUH019

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 1

Flash Point(F)

-6.2 °F - closed cup

Flash Point(C)

-21.2 °C - closed cup

Certificate of Analysis

Certificate of Origin

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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)
Solène I Cauët et al.
Journal of polymer science. Part A, Polymer chemistry, 48(12), 2517-2524 (2010-07-27)
The kinetics of the RAFT polymerization of p-acetoxystyrene using a trithiocarbonate chain transfer agent, S-1-dodecyl-S'-(α,α'-dimethyl-α″-acetic acid)trithiocarbonate, DDMAT, was investigated. Parameters including temperature, percentage initiator, concentration, monomer-to-chain transfer agent ratio and solvent were varied and their impact on the rate of...
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)
P T Clayton et al.
The Journal of clinical investigation, 79(4), 1031-1038 (1987-04-01)
Urinary bile acids from a 3-mo-old boy with cholestatic jaundice were analyzed by ion exchange chromatography and gas chromatography-mass spectrometry (GC-MS). This suggested the presence of labile sulfated cholenoic acids with an allylic hydroxyl group, a conclusion supported by analysis...

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