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Merck

186562

Sigma-Aldrich

四氢呋喃

≥99.9%, anhydrous, contains 250 ppm BHT as inhibitor

别名:

THF, 丁烯氧化物, 四亚甲基氧化物, 氧杂环戊烷

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About This Item

经验公式(希尔记法):
C4H8O
CAS号:
分子量:
72.11
Beilstein:
102391
EC號碼:
MDL號碼:
分類程式碼代碼:
12191501
PubChem物質ID:
NACRES:
NA.21

product name

四氢呋喃, anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%

等級

anhydrous

品質等級

蒸汽密度

2.5 (vs air)

蒸汽壓力

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

化驗

≥99.9%

形狀

liquid

自燃溫度

610 °F

包含

250 ppm BHT as inhibitor

expl. lim.

1.8-11.8 %

雜質

≤0.005% peroxides (as H2O2)
<0.002% water (All units except 100 mL)
<0.005% water (100 mL pkg)

折射率

n20/D 1.407 (lit.)

pH值

~7

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

溶解度

H2O: soluble

密度

0.889 g/mL at 25 °C (lit.)

SMILES 字串

C1CCOC1

InChI

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

InChI 密鑰

WYURNTSHIVDZCO-UHFFFAOYSA-N

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一般說明

四氢呋喃(THF)是一种饱和环醚,主要用作有机溶剂。长期储存时,它会形成有机过氧化物。可通过添加丁基羟基甲苯(BHT)作为稳定剂而抑制这一过程。BHT能去除形成过氧化物所需的自由基。它是各种天然产物(聚醚类抗生素)的关键片段。THF可与硫化氢形成双水合物,其晶体结构已经过三维单晶研究法进行过研究。

應用

干燥四氢呋喃(THF)已用于合成二氯{双[1,1′,1′′-(膦三基)三哌啶]钯[(P(NC5H10)3)2Pd(Cl)2],广泛用作Heck反应中的催化剂。它已被用于各种芳基溴和烯烃的Heck交叉偶联反应介质。

其他說明

2-甲基四氢呋喃(414247)和环戊基甲基醚(675970)是许多THF应用更环保的替代选择。

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system, Respiratory system

安全危害

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 1

閃點(°F)

-6.2 °F - closed cup

閃點(°C)

-21.2 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro {bis [1, 1', 1''-(phosphinetriyl) tripiperidine]} palladium Under Mild Reaction Conditions.
Oberholzer M and Frech CM
Journal of Visualized Experiments, 85, e51444-e51444 (2014)
Francesco Berardi et al.
Journal of medicinal chemistry, 52(23), 7817-7828 (2009-10-22)
sigma(2)-Agonist 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine (7, PB 28), which proved to revert doxorubicin resistance in breast cancer cells, was taken as a template to prepare new analogs. One of the two basic N-atoms was alternatively replaced by a methine or converted into an
Maria Laura Pati et al.
Pharmacological research, 117, 67-74 (2016-12-23)
A controversial relationship between sigma-2 and progesterone receptor membrane component 1 (PGRMC1) proteins, both representing promising targets for the therapy and diagnosis of tumors, exists since 2011, when the sigma-2 receptor was reported to be identical to PGRMC1. Because a
Maria Laura Pati et al.
BMC cancer, 17(1), 51-51 (2017-01-15)
Despite considerable efforts by scientific research, pancreatic cancer is the fourth leading cause of cancer related mortalities. Sigma-2 receptors, which are overexpressed in several tumors, represent promising targets for triggering selective pancreatic cancer cells death. We selected five differently structured
Nicola Antonio Colabufo et al.
Naunyn-Schmiedeberg's archives of pharmacology, 370(2), 106-113 (2004-08-24)
To establish the activity of sigma ligands at sigma1 and sigma2 receptor, we chose two tumour cell lines, the human SK-N-SH neuroblastoma and the rat C6 glioma lines, which express sigma2 receptors at a high density and sigma1 receptors in

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