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Merck

676764

Sigma-Aldrich

Tetrahidrofuran

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

Sinónimos:

Oxolano, Óxido de butileno, Óxido de tetrametileno

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About This Item

Fórmula empírica (notación de Hill):
C4H8O
Número de CAS:
Peso molecular:
72.11
Beilstein:
102391
Número CE:
Número MDL:
Código UNSPSC:
12191501
ID de la sustancia en PubChem:
NACRES:
NA.07

product name

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

grado

ACS reagent

Nivel de calidad

densidad de vapor

2.5 (vs air)

presión de vapor

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Análisis

≥99.0%

formulario

liquid

temp. de autoignición

610 °F

contiene

250 ppm BHT as inhibitor

lim. expl.

1.8-11.8 %

técnicas

HPLC: suitable

impurezas

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

residuo de evap.

≤0.03%

color

APHA: ≤20

índice de refracción

n20/D 1.407 (lit.)

pH

~7

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

densidad

0.889 g/mL at 25 °C (lit.)

cadena SMILES

C1CCOC1

InChI

1S/C4H8O/c1-2-4-5-3-1/h1-4H2

Clave InChI

WYURNTSHIVDZCO-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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

Características y beneficios

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.

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Riesgos supl.

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

-6.2 °F - closed cup

Punto de inflamabilidad (°C)

-21.2 °C - closed cup


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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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