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Merck
CN

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
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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。

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

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。

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
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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European Journal of Organic Chemistry, 5378-5378 (2006)
U C Reddy et al.
The Journal of organic chemistry, 74(6), 2605-2608 (2009-02-17)
A diastereoselective one-pot, three-component Prins-Friedel-Crafts reaction was developed for the synthesis of 4-aryltetrahydropyran derivatives from the reaction of carbonyl compounds with homoallylic alcohol in the presence of arene promoted by boron trifluoride etherate.
Hui Xu et al.
Bioorganic & medicinal chemistry letters, 21(13), 4008-4012 (2011-06-03)
Twenty-one 4α-acyloxy-2-chloropodophyllotoxin derivatives (5a-u), whose C-4 spatial configuration was mainly stereocontrolled by the configuration of C-2 chlorine atom, were unexpectedly prepared by the reaction of 2-chloropodophyllotoxin with carboxylic acids in the presence of BF(3)·Et(2)O. Compared with ordinary esterifications of carboxylic
Kevin M McQuaid et al.
Journal of the American Chemical Society, 131(2), 402-403 (2008-12-23)
C-H bond functionalization enables strategically new approaches to the synthesis of complex organic molecules including biologically active compounds, research probes and functional organic materials. To address the shortcomings of transition metal catalyzed processes, we have developed a new approach to
George R Pettit et al.
Journal of natural products, 74(9), 1922-1930 (2011-09-09)
The synthesis of bis-steroidal pyrazines derived from 3-oxo-11,21-dihydroxypregna-4,17(20)-diene (4) and glycosylation of a D-ring side chain with α-L-rhamnose have been summarized. Rearrangement of steroidal pyrazine 10 to 14 was found to occur with boron triflouride etherate. Glycosylation of pyrazine 10

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