175501
三氟化硼二乙醚
synthesis grade, liquid
别名:
三氟化硼乙醚
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关于此项目
线性分子式:
BF3 · O(C2H5)2
化学文摘社编号:
分子量:
141.93
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
203-689-8
MDL number:
Beilstein/REAXYS Number:
3909607
产品名称
三氟化硼二乙醚,
InChI key
MZTVMRUDEFSYGQ-UHFFFAOYSA-N
InChI
1S/C4H10BF3O/c1-3-9(4-2)5(6,7)8/h3-4H2,1-2H3
SMILES string
CC[O+](CC)[B-](F)(F)F
grade
synthesis grade
vapor density
4.9 (vs air)
vapor pressure
4.2 mmHg ( 20 °C)
form
liquid
expl. lim.
36 %
reaction suitability
core: boron, reagent type: Lewis acid, reagent type: catalyst
refractive index
n20/D 1.344 (lit.)
bp
126-129 °C (lit.)
mp
−58 °C (lit.)
density
1.15 g/mL (lit.)
functional group
ether
storage temp.
2-8°C
Quality Level
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General description
三氟化硼乙醚或三氟化硼乙醚络合物是一种有机化合物，被广泛用作有机合成中便捷的三氟化硼（BF3）源。它也可用作活化亲电子试剂的路易斯酸。
Application
具有广泛用途的路易斯酸试剂
由芳基环丙酮通过 [3+2] 环加成反应制备环戊基和环庚基[b]吲哚的催化剂。
Packaging
建议将25 mL Sure/Seal™ 瓶作为一次性瓶使用。 反复穿刺可能会导致产品性能下降。
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
signalword
Danger
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT RE 1 Inhalation
target_organs
Kidney
存储类别
3 - Flammable liquids
wgk
WGK 1
flash_point_f
137.3 °F - closed cup
flash_point_c
58.5 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
European Journal of Organic Chemistry, 5378-5378 (2006)
Brajendra K Sharma et al.
Journal of agricultural and food chemistry, 56(9), 3049-3056 (2008-04-11)
Vegetable oils are promising candidates as substitutes for petroleum base oils in lubricant applications, such as total loss lubrication, military applications, and outdoor activities. Although vegetable oils have some advantages, they also have poor oxidation and low temperature stability. One
Bjart Frode Lutnaes et al.
Journal of the American Chemical Society, 126(29), 8981-8990 (2004-07-22)
A series of charge-delocalized carotenoid mono- and dications have been prepared by treatment of selected carotenoids with Brønsted and Lewis acids. The detailed structures of the carbocations were established by NMR studies in the temperature range from -10 to -20
Devendra J Vyas et al.
The Journal of organic chemistry, 75(19), 6720-6723 (2010-09-10)
The BF(3)·OEt(2)-mediated allylation of isatin with an α-chiral allylic stannane is diastereo- and enantioselective. Conversely, allylation of any substituted isatin employing the identical protocol is not diastereoselective at all and only enantioselective for the major diastereomer having syn relative configuration.
Yong-Gang Xiang et al.
Chemical communications (Cambridge, England), (45)(45), 7045-7047 (2009-11-12)
The synergistic action of BF(3).OEt(2) and SmI(2) allowed a series of intermolecular cross-couplings of readily available N-acyl N,O-acetals with alpha,beta-unsaturated compounds to be performed in high yields, which was applied to the stereoselective synthesis of pyrrolizidine alkaloid (+)-xenovenine.
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