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Principaux documents

178810

Sigma-Aldrich

Tétrahydrofurane

≥99.0%, contains 200-400 ppm BHT as inhibitor, ReagentPlus®

Synonyme(s) :

Oxolane, Oxyde de butylène, Oxyde de tétraméthylène

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About This Item

Formule empirique (notation de Hill) :
C4H8O
Numéro CAS:
Poids moléculaire :
72.11
Beilstein:
102391
Numéro CE :
Numéro MDL:
Code UNSPSC :
12191501
ID de substance PubChem :
Nomenclature NACRES :
NA.21

Qualité

reagent

Niveau de qualité

Densité de vapeur

2.5 (vs air)

Pression de vapeur

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

Gamme de produits

ReagentPlus®

Essai

≥99.0%

Forme

liquid

Température d'inflammation spontanée

610 °F

Contient

200-400 ppm BHT as inhibitor

Limite d'explosivité

1.8-11.8 %

dilution

(for general lab use)

Indice de réfraction

n20/D 1.407 (lit.)

pH

~7

pb

65-67 °C (lit.)

Pf

−108 °C (lit.)

Densité

0.889 g/mL at 25 °C (lit.)

Chaîne SMILES 

C1CCOC1

InChI

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

Clé InChI

WYURNTSHIVDZCO-UHFFFAOYSA-N

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Description générale

Tetrahydrofuran (THF) is a saturated cyclic ether mainly used as an organic solvent. On long term storage it forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for the peroxide formation. THF constitutes the key fragment of various natural products (polyether antibiotics). THF can form a double hydrate with hydrogen sulfide. Crystal structure of this double hydrate has been investigated by three-dimensional single-crystal studies. Butane-1,4-diol is formed as an intermediate during the synthesis of THF. Hot THF is useful for the dissolution of polyvinylidene chloride (PVDV).

Application

Tetrahydrofuran may be used for the dissolution of poly-ε-caprolactone (PCL) and 1,3-diaminopentane, during the preparation of poly-ε-caprolactone (PCL)-hydroxyapatite (HA) scaffolds and acrylate-terminated poly(5-amino-1-pentanol-co-1,4-butanediol diacrylate) (C32)- 1,3-diaminopentane (117) polymer, respectively.

Autres remarques

For information on tetrahydrofuran miscibility, please visit the following link:
Tetrahydrofuran Miscibility/Immiscibility Table

Greener alternatives are available for many THF applications, 2-Methyltetrahydrofuran (155810) and Cyclopentyl methyl ether (675989)

Read more about THF alternatives:
2-Methyltetrahydroun (2-MeTHF): A biomass-Derived solvent with Broad Applications in Organic Chemistry

The toxicological assessment of cyclopentyl methyl ether (CPME) as a green solvent

Informations légales

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

FlameHealth hazardExclamation mark

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Central nervous system, Respiratory system

Risques supp

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

-6.2 °F - closed cup

Point d'éclair (°C)

-21.2 °C - closed cup


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2-Methyl-tetrahydrofuran (2-MeTHF) can be derived from renewable resources (e.g., furfural or levulinic acid) and is a promising alternative solvent in the search for environmentally benign synthesis strategies. Its physical and chemical properties, such as its low miscibility with water, boiling
Kiyoshi Watanabe
Molecules (Basel, Switzerland), 18(3), 3183-3194 (2013-03-13)
Cyclopentyl methyl ether (CPME) has been used in chemical synthesis as an alternative to hazardous solvents. According to some earlier investigation by others, CPME has low acute or subchronic toxicity with moderate irritation and negative mutagenicity and negative skin sensitization
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