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Key Documents

360031

Sigma-Aldrich

(三异丙硅基)乙炔

97%

同義詞:

三异丙硅基乙炔

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About This Item

線性公式:
[(CH3)2CH]3SiC≡CH
CAS號碼:
分子量::
182.38
Beilstein:
3536241
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

形狀

liquid

折射率

n20/D 1.4527 (lit.)

bp

50-52 °C/0.6 mmHg (lit.)

密度

0.813 g/mL at 25 °C (lit.)

SMILES 字串

CC(C)[Si](C#C)(C(C)C)C(C)C

InChI

1S/C11H22Si/c1-8-12(9(2)3,10(4)5)11(6)7/h1,9-11H,2-7H3

InChI 密鑰

KZGWPHUWNWRTEP-UHFFFAOYSA-N

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一般說明

据报道,(三异丙基硅基)乙炔在存在钴/Duphos催化剂的情况下不对称加成至α,β,γ,δ-不饱和羰基化合物。据报道,1-溴-3-碘代-5-丁基苯和(三异丙基硅基)乙炔之间发生Sonogashira偶联反应。

應用

(三异丙基硅基)乙炔可用作各种α,β-不饱和酮的铑催化不对称炔基化的试剂。也可用作对映选择性合成β-炔基化硝基烷烃的试剂。

象形圖

FlameExclamation mark

訊號詞

Warning

危險分類

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

132.8 °F - closed cup

閃點(°C)

56 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


分析證明 (COA)

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Takahiro Nishimura et al.
Chemical communications (Cambridge, England), 46(36), 6837-6839 (2010-08-19)
Asymmetric addition of (triisopropylsilyl)acetylene to nitroalkenes took place in the presence of a rhodium/chiral bisphosphine catalyst to give beta-alkynylated nitroalkanes in high yields with high enantioselectivity.
Acetylenic allenophanes: an asymmetric synthesis of a Bis(alleno)-bis(butadiynyl)-meta-cyclophane.
Matthew D Clay et al.
Angewandte Chemie (International ed. in English), 44(26), 4039-4042 (2005-05-21)
Takahiro Sawano et al.
Journal of the American Chemical Society, 134(46), 18936-18939 (2012-11-08)
Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds took place in the presence of a cobalt/Duphos catalyst to give the 1,6-addition products in high yields with high regio- and enantioselectivity.
Yameng Ren et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 4(9), 1700099-1700099 (2017-09-22)
Continuous studies on the use of a polycyclic aromatic hydrocarbon as the central block of an organic photosensitizer have brought forth a new opportunity toward efficiency enhancement of dye-sensitized solar cells (DSCs). In this paper, a nonacyclic aromatic hydrocarbon 9,19-dihydrodinaphtho[3,2,1-
Steric tuning of silylacetylenes and chiral phosphine ligands for rhodium-catalyzed asymmetric conjugate alkynylation of enones.
Takahiro Nishimura et al.
Journal of the American Chemical Society, 130(5), 1576-1577 (2008-01-17)

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