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439215

Sigma-Aldrich

Tetrahydrofuran

≥99.9%, suitable for HPLC, inhibitor-free

Synonym(s):

THF, Butylene oxide, Oxolane, Tetramethylene oxide

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
109-99-9
Molecular Weight:
72.11
Beilstein/REAXYS Number:
102391
EC Number:
203-726-8
MDL number:
MFCD00005356
UNSPSC Code:
12190000
PubChem Substance ID:
329756429

product name

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

vapor density

2.5 (vs air)

Quality Level

100

vapor pressure

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

assay

≥99.9%

form

liquid

autoignition temp.

610 °F

expl. lim.

1.8-11.8 %

technique(s)

HPLC: suitable

impurities

≤0.015% peroxide (as H2O2)
<0.02% water

evapn. residue

<0.0005%

refractive index

n20/D 1.407 (lit.)

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

solubility

H2O: soluble

density

0.889 g/mL at 25 °C (lit.)

λ

H2O reference

UV absorption

λ: 212 nm Amax: 1.0
λ: 250 nm Amax: 0.180
λ: 300 nm Amax: 0.020
λ: 350-400 nm Amax: 0.005

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 saturated cyclic ether with a potential use as a biofuel. Its combustion studies have been reported. Reports suggest it is a better promoter than 1,3 dioxolane for CO2-hydrate formation. The effect of THF on the biological systems has been studied.

Application

Tetrahydrofuran may be used as a solvent in the following processes:
  • Formation of diacetylinic polymers.
  • RAFT polymerization of p-acetoxystyrene.
  • Synthesis of di-tert-butyl-Phosphinoferrocene.
It may be used in the following processes:
  • As mobile phase solvent in high-performance liquid chromatography.
  • As a solvent in the preparation of spin-coated poly(bisphenol A decane ether).
  • Formation of butyrolactone (BTL) by green oxidation method.
  • As a solvent for lignin depolymerization to isolate phenolic monomer.

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Danger

Hazard Classifications

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

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-6.2 °F - closed cup

flash_point_c

-21.2 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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
1,3 Dioxolane versus tetrahydrofuran as promoters for CO2-hydrate formation: Thermodynamics properties, and kinetics in presence of sodium dodecyl sulfate.
Torre JP, et al.
Chemical Engineering Science, 126, 688-697 (2015)
Oxidation of tetrahydrofuran to butyrolactone catalyzed by iron-containing clay.
Ausavasukhi A and Sooknoi T.
Green Chemistry, 17(1), 435-441 (2015)
An efficient and economical process for lignin depolymerization in biomass-derived solvent tetrahydrofuran.
Long J, et al.
Bioresource Technology, 154, 10-17 (2014)
Novel Diacetylinic Aryloxysilane Polymers: A New Thermally Cross-Linkable High Temperature Polymer System.
Drake K, et al.
Macromolecules, 46(11), 4370-4377 (2013)
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