Merck
CN
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文件

安全信息

178810

Sigma-Aldrich

四氢呋喃

ReagentPlus®, ≥99.0%, contains 250 ppm BHT as inhibitor

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别名:
THF, 丁烯氧化物, 四亚甲基氧化物, 氧杂环戊烷
经验公式（希尔记法）:
C4H8O
CAS号:
109-99-9
分子量:
72.11
Beilstein:
102391
EC 号:
203-726-8
MDL编号:
MFCD00005356
PubChem化学物质编号:
329751576
NACRES:
NA.21

蒸汽密度

2.5 (vs air)

质量水平

100

蒸汽压

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

产品线

ReagentPlus®

检测方案

≥99.0%

形式

liquid

自燃温度

610 °F

包含

250 ppm BHT as inhibitor

expl. lim.

1.8-11.8 %

折射率

n20/D 1.407 (lit.)

pH值（酸碱度）

~7

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

密度

0.889 g/mL at 25 °C (lit.)

SMILES string

C1CCOC1

InChI

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

InChI key

WYURNTSHIVDZCO-UHFFFAOYSA-N

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相关类别

一般描述

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).

应用

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.

其他说明

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

法律信息

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

警示用语：

Danger

危险分类

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

补充剂危害

EUH019

储存分类代码

3 - Flammable liquids

WGK

WGK 1

闪点(°F)

-6.2 °F - closed cup

闪点(°C)

-21.2 °C - closed cup

法规信息

危险化学品

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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
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
Haiying Yu et al.
Biomaterials, 30(4), 508-517 (2008-11-01)
Natural bone growth greatly depends on the precedent vascular network that supplies oxygen and essential nutrients and removes metabolites. Likewise, it is crucial for tissue-engineered bone to establish a vascular network that temporally precedes new bone formation, and spatially originates
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
Polyhedral clathrate hydrates. X. Structure of the double hydrate of tetrahydrofuran and hydrogen sulfide.
Mak TCW, et al.
J. Chem. Phys. , 42(8), 2732-2737 (1965)
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