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676764

Sigma-Aldrich

Tetraidrofurano

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

Sinonimo/i:

Ossido di butilene, Ossido di tetrametilene, Ossolano

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About This Item

Formula empirica (notazione di Hill):
C4H8O
Numero CAS:
Peso molecolare:
72.11
Beilstein:
102391
Numero CE:
Numero MDL:
Codice UNSPSC:
12191501
ID PubChem:
NACRES:
NA.07

product name

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

Grado

ACS reagent

Livello qualitativo

Densità del vapore

2.5 (vs air)

Tensione di vapore

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Saggio

≥99.0%

Forma fisica

liquid

Temp. autoaccensione

610 °F

contiene

250 ppm BHT as inhibitor

Limite di esplosione

1.8-11.8 %

tecniche

HPLC: suitable

Impurezze

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

Residuo dopo evaporazione

≤0.03%

Colore

APHA: ≤20

Indice di rifrazione

n20/D 1.407 (lit.)

pH

~7

P. eboll.

65-67 °C (lit.)

Punto di fusione

−108 °C (lit.)

Densità

0.889 g/mL at 25 °C (lit.)

Stringa SMILE

C1CCOC1

InChI

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

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Descrizione generale

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.

Applicazioni

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

Caratteristiche e vantaggi

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.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Rischi supp

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

-6.2 °F - closed cup

Punto d’infiammabilità (°C)

-21.2 °C - closed cup


Certificati d'analisi (COA)

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Tetraidrofurano

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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