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360589

Sigma-Aldrich

Tetrahydrofuran

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

Synonym(e):

THF, Butylenoxid, Oxolan, Tetramethylenoxid

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About This Item

Empirische Formel (Hill-System):
C4H8O
CAS-Nummer:
109-99-9
Molekulargewicht:
72.11
Beilstein:
102391
EG-Nummer:
203-726-8
MDL-Nummer:
MFCD00005356
UNSPSC-Code:
12191501
PubChem Substanz-ID:
329755267
NACRES:
NA.21
Qualität:
ACS reagent
Assay:
≥99.0%
Methode(n):
HPLC: suitable
bp:
65-67 °C (lit.)
Dampfdruck:
114 mmHg ( 15 °C)
143 mmHg ( 20 °C)
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Produktbezeichnung

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

Qualität

ACS reagent

Qualitätsniveau

200

Dampfdichte

2.5 (vs air)

Dampfdruck

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Assay

≥99.0%

Form

liquid

Selbstzündungstemp.

610 °F

Enthält

250 ppm BHT as inhibitor

Expl.-Gr.

1.8-11.8 %

Methode(n)

HPLC: suitable

Verunreinigungen

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

Abdampfrückstand

≤0.03%

Farbe

APHA: ≤20

Brechungsindex

n20/D 1.407 (lit.)

pH-Wert

~7

bp

65-67 °C (lit.)

mp (Schmelzpunkt)

−108 °C (lit.)

Löslichkeit

water: soluble

Dichte

0.889 g/mL at 25 °C (lit.)

SMILES String

C1CCOC1

InChI

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

InChIKey

WYURNTSHIVDZCO-UHFFFAOYSA-N

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Allgemeine Beschreibung

Tetrahydrofuran (THF) ist eine heterozyklische Verbindung (zyklischer Ether). Es ist farblos, weist eine geringe Viskosität auf und ist in einer Reihe von Lösungsmitteln gut löslich. Es wird verbreitet als Lösungsmittel in organischen Synthesen verwendet und ist besonders beliebt für Reaktionen mit organometallischen Verbindungen und Grignard-Reagenzien. Aufgrund der Bildung von organischen Peroxiden bei der Langzeitlagerung wird THF in der Regel stabilisiert, indem butyliertes Hydroxytoluol (BHT) zugegeben wird. BHT beseitigt die freien Radikale, die für die Bildung von Peroxid erforderlich sind.

Anwendung

Tetrahydrofuran (THF) wird in den folgenden Prozessen als Lösungsmittel verwendet:

  • Organische Synthesen
a) Grignard
b) organometallische Verbindungen
c) Reformatsky
d) Lithiation
e) Hydridreduktion
f) Metall-katalysierte Kupplungsreaktion (Heck, Stile, Suzuki)
g) Lewis-Säure-vermittelte Reaktionen
  • Kristallisation
  • Polymerisation Ex. RAFT-Polyermisation (Reversible Addition-Fragmentation Chain Transfer) von p-Acetoxystyrol
  • Beschichtungen
  • Als O-Spender-Ligand zur Bildung von Koordinationskomplexen
  • Als Lösungsmittel in der mobilen Phase bei Hochleistungsflüssigkeitschromatografien

Leistungsmerkmale und Vorteile

ACS-Lösungsmittel erfüllen oder übertreffen die hohen Standards der American Chemical Society (ACS) mit Prüfspezifikationen, die speziell für jede Verbindung sind Gemäß der American Chemical Society gibt die ACS-Reagensqualität an, dass es ein Stoff mit ausreichender Reinheit ist, um in den meisten chemischen Analysen oder Reaktionen eingesetzt zu werden.

Sonstige Hinweise

Siehe unser umweltfreundliches Alternativprodukt 2-Methyl-Tetrahydrofuran – 155810

Siehe unser umweltfreundliches Alternativprodukt Cyclopentyl-Methylether – 675989

Ähnliches Produkt

Produkt-Nr.
Beschreibung
Preisangaben

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system, Respiratory system

Zusätzliche Gefahrenhinweise

EUH019

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

-6.2 °F - closed cup

Flammpunkt (°C)

-21.2 °C - closed cup

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
SDBB2072
SDBB0468
STBL3723
MKCV4998
SHBR8034

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Tetrahydrofuran Meets ACS Specifications GR ACS

Supelco

TX0280

Tetrahydrofuran

Tetrahydrofuran EMPROVE® ESSENTIAL

SAFC

1.37136

Tetrahydrofuran

Dichlormethan contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%

Sigma-Aldrich

D65100

Dichlormethan

Mg2Si nanoparticle synthesis for high pressure hydrogenation.
Chaudhary AL, et al.
The Journal of Physical Chemistry C, 118(2), 1240-1247 (2014)
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)
Luca Chiari et al.
The Journal of chemical physics, 138(7), 074301-074301 (2013-03-01)
We present total, elastic, and inelastic cross sections for positron and electron scattering from tetrahydrofuran (THF) in the energy range between 1 and 5000 eV. Total cross sections (TCS), positronium formation cross sections, the summed inelastic integral cross sections (ICS)
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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  4. Can you recommend a Solvent Extractor for organics from aqueous solution?

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  6. What apparatus do you recommend for HPLC solvent filtration?

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    1. The Sigma-Aldrich Vacuum Filtration Assembly gives you all the components you need including: funnel top, fritted glass funnel support, filtration flask, aluminum clamp, and silicone stopper.  The Acrodisc Syringe Filters offer high quality filtration for analytical samples, certified for HPLC to ensure low extractable and available in a broad range of membranes to meet sample compatibility requirements.

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  7. What are some of the preservatives used in the most common ethers and chlorinated solvents and why are they added?

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  8. What are the options for drying solvents?

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  9. Why do peroxides form in certain solvents and how do I test for it?

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    1. A significant number of laboratory solvents can undergo autoxidation under normal storage conditions to form unstable and potentially dangerous peroxide by-products. Molecular structure is the primary factor relating to a material’s potential for hazardous peroxide formation.  It is important to understand the stability of materials in use and if unclear, consult Sigma-Aldrich Technical Support, [email protected].

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