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676764

Sigma-Aldrich

Tetra-hidrofurano

≥99.0%, ACS reagent, contains 200-400 ppm BHT as inhibitor, suitable for HPLC

Sinônimo(s):

Oxolano, Óxido de butileno, Óxido de tetrametileno

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About This Item

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

Nome do produto

Tetra-hidrofurano, ACS reagent, ≥99.0%, contains 200-400 ppm BHT as inhibitor

grau

ACS reagent

Nível de qualidade

densidade de vapor

2.5 (vs air)

pressão de vapor

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Ensaio

≥99.0%

Formulário

liquid

temperatura de autoignição

610 °F

contém

200-400 ppm BHT as inhibitor

Lim. expl.

1.8-11.8 %

técnica(s)

HPLC: suitable

Impurezas

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

resíduo de evaporação

≤0.03%

cor

APHA: ≤20

índice de refração

n20/D 1.407 (lit.)

pH

~7

p.e.

65-67 °C (lit.)

pf

−108 °C (lit.)

densidade

0.889 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

C1CCOC1

InChI

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

chave InChI

WYURNTSHIVDZCO-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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 e benefícios

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.

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Perigos de suplementos

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

-6.2 °F - closed cup

Ponto de fulgor (°C)

-21.2 °C - closed cup


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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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