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Merck

75580

Sigma-Aldrich

原乙酸三乙酯

purum, ≥98.0% (GC)

别名:

1,1,1-三乙氧基乙烷

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About This Item

线性分子式:
CH3C(OC2H5)3
CAS号:
分子量:
162.23
Beilstein:
506201
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

等級

purum

品質等級

化驗

≥98.0% (GC)

形狀

liquid

折射率

n20/D 1.396 (lit.)
n20/D 1.396

bp

142 °C (lit.)

密度

0.885 g/mL at 25 °C (lit.)

SMILES 字串

CCOC(C)(OCC)OCC

InChI

1S/C8H18O3/c1-5-9-8(4,10-6-2)11-7-3/h5-7H2,1-4H3

InChI 密鑰

NDQXKKFRNOPRDW-UHFFFAOYSA-N

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應用

Triethyl orthoacetate is a general reagent used to functionalize alcohols with acetate groups. It can be used in following reactions:
  • Stereocontrolled total synthesis of a naturally occuring indole alkaloid, (−)-aspidophytine.
  • Conversion of allylic alcohols to γ,δ-unsaturated esters under mild acidic condition, a reaction popularly known as Johnson–Claisen rearrangement.
  • Synthesis of heterocycles such as 2-oxazolines and quinazolin-4(3H)-one derivatives.

象形圖

Flame

訊號詞

Warning

危險聲明

防範說明

危險分類

Flam. Liq. 3

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 1

閃點(°F)

102.2 °F - Non-equilibrium method

閃點(°C)

39 °C - Non-equilibrium method

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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分析证书(COA)

Lot/Batch Number

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An efficient and versatile method for the synthesis of optically active 2-oxazolines: an acid-catalyzed condensation of ortho esters with amino alcohols.
Kamata K, et al.
The Journal of Organic Chemistry, 63(9), 113-3116 (1998)
Clay catalysis: condensation of orthoesters with O-substituted aminoaromatics into heterocycles.
Villemin D, et al.
Synthetic Communications, 26(15), 2895-2899 (1996)
Simple stereoselective version of the Claisen rearrangement leading to trans-trisubstituted olefinic bonds. Synthesis of squalene.
Johnson WS, et al.
Journal of the American Chemical Society, 92(3), 741-743 (1970)
Stereocontrolled total synthesis of (−)-aspidophytine.
Sumi S, et al.
Tetrahedron, 59(43), 8571-8587 (2003)
Reaction of orthoesters with alcohols in the presence of acidic catalysts: A study.
Kumar, HM et al.
Indian J. Chem. B, 44B(8), 1686-1692 (2005)

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