261475
三氟甲磺酸二丁硼 溶液
1.0 M in methylene chloride
别名:
二丁基硼三氟甲磺酸盐 溶液
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关于此项目
线性分子式:
CF3SO3B[(CH2)3CH3]2
化学文摘社编号:
分子量:
274.11
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1968660
Form:
liquid
InChI
1S/C9H18BF3O3S/c1-3-5-7-10(8-6-4-2)16-17(14,15)9(11,12)13/h3-8H2,1-2H3
SMILES string
CCCCB(CCCC)OS(=O)(=O)C(F)(F)F
InChI key
FAVAVMFXAKZTMV-UHFFFAOYSA-N
form
liquid
concentration
1.0 M in methylene chloride
density
1.271 g/mL at 25 °C
General description
三氟甲磺酸二丁硼（二丁基三氟硼酸盐，Bu2BOTf）是有机金属试剂。能有效地促进苄基和烯丙基有机铜试剂的1,4-加成反应。
Application
三氟甲磺酸二丁硼 (ETMS) 可用于以下研究：
- 赤式羟醛的立体选择性和区域选择性合成
- 作为促进剂，用于溶液和聚合物负载的三氯乙酰亚胺酯糖基化
- 通过一步Mukaiyama醇醛反应合成β-烷氧羰基化合物
- 醇醛环化，用于立体选择性合成环醚
- 作为试剂形成硼烯醇盐
- 作为络合剂，分离1-酰基二吡咯甲烷
- 作为促进剂，促进醛与O-苄基或 O-烯丙基乙醇酸酯的[1,2] -Wittig反应，无需强碱即可高产量地生成两个连续立体中心（1,2-二醇）
signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
80.6 °F - closed cup
flash_point_c
27 °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
Dibutylboron triflate promoted conjugate addition of benzylic and allylic organocopper reagents to chiral α,β-unsaturated N-acyl imidazolidinones.
van Heerden PS, et al.
Tetrahedron Letters, 37(39), 6985-6988 (1996)
Synlett, 81-81 (1992)
Myra Beaudoin Bertrand et al.
Organic letters, 8(20), 4661-4663 (2006-09-22)
A new tandem Wittig Rearrangement/aldol reaction of O-benzyl or O-allyl glycolate esters is described. This reaction generates two carbon-carbon bonds and two contiguous stereocenters in a single step from simple starting materials. The [1,2]-Wittig rearrangement proceeds under very mild reaction
Kannan Muthukumaran et al.
The Journal of organic chemistry, 69(16), 5354-5364 (2004-08-04)
1-Acyldipyrromethanes are important precursors in rational syntheses of diverse porphyrinic compounds. 1-Acyldipyrromethanes are difficult to purify, typically streaking upon chromatography and giving amorphous powders upon attempted crystallization. A solution to this problem has been achieved by reacting the 1-acyldipyrromethane with
Journal of the American Chemical Society, 115, 2613-2613 (1993)
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