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Merck

637998

Sigma-Aldrich

乙烯硼酐吡啶络合物

95%

别名:

2,4,6-三乙烯基环三硼烷吡啶配合物, 三乙烯基-硼氧杂环丁烷吡啶配合物

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About This Item

经验公式(希尔记法):
C6H9B3O3 · C5H5N
分子量:
240.67
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

95%

形狀

solid

儲存溫度

−20°C

SMILES 字串

c1ccncc1.C=Cb2ob(C=C)ob(C=C)o2

InChI

1S/C6H9B3O3.C5H5N/c1-4-7-10-8(5-2)12-9(6-3)11-7;1-2-4-6-5-3-1/h4-6H,1-3H2;1-5H

InChI 密鑰

YLHJACXHRQQNQR-UHFFFAOYSA-N

應用

作为试剂用于以下反应
  • Suzuki-Miyaura交叉偶联
  • 通过钯催化的碳氨化反应进行立体选择性合成
  • 烷基连接的2-氨基-6-乙烯基嘌呤(AVP)与RNA中的胞嘧啶碱基的交联剂
  • Kaiser肟树脂衍生的钯环作为在水相介质中Suzuki-Miyaura交叉偶联反应的可回收聚合物预催化剂
  • 二萘酚衍生物的磷酸酯和磺酰基酯通过钯催化的乙烯醚醇解的反应动力学解析
  • 通过使用氢化铑催化将N-烯丙基氮丙啶立体选择性异构化为Z-烯胺
  • 通过钯/手性二胺配体催化的醇解反应对轴向手性联芳基衍生物的动力学解析
  • 过渡金属催化的氮丙啶的烯基化、环加成和热重排反应
  • 分子内Heck反应策略用于合成功能化的四氢蒽

用于制备以下化合物的试剂
  • BACE-1抑制剂和环状砜羟乙胺的SAR
  • 扭曲的螺旋戊烷
  • 血管水肿治疗中的小分子缓激肽B2受体拮抗剂
  • 烯醇醚
  • 苯乙烯基环丁酮

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

防範說明

危險分類

Eye Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

176.0 °F - closed cup

閃點(°C)

80 °C - closed cup

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Kuan-Jen Su et al.
The Journal of organic chemistry, 75(21), 7494-7497 (2010-10-14)
Tetravinylbenzene 4 was prepared in nearly quantitative yield from commercially available tetrabromobenzene; the improved, one-step procedure now employs Suzuki-Miyaura cross-coupling conditions. Intermolecular cyclopropanation of 4 with dibromocarbene gave a series of gem-dibromide adducts. Intramolecular cyclopropanation of monoadduct 5, putatively by
Masahiro Murakami et al.
Organic letters, 7(10), 2059-2061 (2005-05-07)
Two structurally distinct carbocycles were selectively obtained by the reactions of 2-(o-styryl)cyclobutanones promoted by ytterbium salts. Treatment of the cyclobutanones with YbCl(3) in 1,4-dioxane at 100 degrees C afforded 2-(2-chloroethyl)naphthalenes. On the other hand, the reaction with Yb(OTf)(3) in chlorobenzene
Product subclass 3: enol ethers
Milata, V.; Radl, S.; Voltrova, S.
Sci. Synth., 32, 589-756 (2008)
Derek S Tsang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(3), 886-894 (2007-11-10)
In the presence of rhodium(I) hydride catalysts, tertiary N-allylamines are known to isomerise into E enamines. In contrast, we have recently found that N-allylaziridines isomerise to form Z enamines. On the basis of literature data, the most likely mechanism of
Kinetic resolution of phosphoryl and sulfonyl esters of 1,1'-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers
Sakuma, T.; et al.
Tetrahedron, 19, 1593-1599 (2008)

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