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178810

Sigma-Aldrich

Tetra-hidrofurano

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

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.21
Preço e disponibilidade não estão disponíveis no momento.

grau

reagent

Nível de qualidade

densidade de vapor

2.5 (vs air)

pressão de vapor

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

linha de produto

ReagentPlus®

Ensaio

≥99.0%

Formulário

liquid

temperatura de autoignição

610 °F

contém

200-400 ppm BHT as inhibitor

Lim. expl.

1.8-11.8 %

dilution

(for general lab use)

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 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).[1] THF can form a double hydrate with hydrogen sulfide. Crystal structure of this double hydrate has been investigated by three-dimensional single-crystal studies.[2] Butane-1,4-diol is formed as an intermediate during the synthesis of THF.[3] Hot THF is useful for the dissolution of polyvinylidene chloride (PVDV).[4]

Aplicação

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[5] and acrylate-terminated poly(5-amino-1-pentanol-co-1,4-butanediol diacrylate) (C32)- 1,3-diaminopentane (117) polymer,[6] respectively.

Outras notas

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

Informações legais

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

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Central nervous system, 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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Tetra-hidrofurano Meets ACS Specifications GR ACS

Supelco

TX0280

Tetra-hidrofurano

Vittorio Pace et al.
ChemSusChem, 5(8), 1369-1379 (2012-08-14)
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
Todd J Harris et al.
Biomaterials, 31(5), 998-1006 (2009-10-24)
The use of biomaterials for gene delivery can potentially avoid many of the safety concerns with viral gene delivery. However, the efficacy of polymeric gene delivery methods is low, particularly in vivo. One significant concern is that the interior and
Synthetic routes to tetrahydrofuran, tetrahydropyran, and spiroketal units of polyether antibiotics and a survey of spiroketals of other natural products.
Boivin TLB.
Tetrahedron, 43(15), 3309-3362 (1987)
Eagleson M.
Concise Encyclopedia Chemistry, 883-883 (1994)

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