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Key Documents

685879

Sigma-Aldrich

(1S,2S)-1,2-双(2-羟苯基)乙二胺

95%

同義詞:

(1S,2S)-1,2-双(2-羟苯基)-1,2-乙二胺

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About This Item

經驗公式(希爾表示法):
C14H16N2O2
分子量::
244.29
MDL號碼:
分類程式碼代碼:
12352116
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

solid

光學活性

[α]22/D -65°, c = 0.2 in chloroform

mp

157-162 °C

SMILES 字串

N[C@H]([C@@H](N)c1ccccc1O)c2ccccc2O

InChI

1S/C14H16N2O2/c15-13(9-5-1-3-7-11(9)17)14(16)10-6-2-4-8-12(10)18/h1-8,13-14,17-18H,15-16H2/t13-,14-/m0/s1

InChI 密鑰

MRNPLGLZBUDMRE-KBPBESRZSA-N

一般說明

1,2-Bis(2-hydroxyphenyl)ethylenediamine is a chiral diamine, which acts as a key precursor (mother diamine) in the synthesis of alkyl, aryl, and heterocyclic diamines (daughter diamines), used for various synthetic applications.

應用

(1S,2S)-1,2-Bis(2-hydroxyphenyl)ethylenediamine can be used:
  • As a starting material for the synthesis of Schiff base complexes of gold(III), bearing potent anticancer activity.
  • As a stereoinductor in the synthesis of quinoline and isoquinoline based 1,2-diamines; that are employed as catalysts in the preparation of warfarin and coumachlor in water.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


分析證明 (COA)

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存取文件庫

Green asymmetric synthesis of Warfarin and Coumachlor in pure water catalyzed by quinoline-derived 1, 2-diamines
Kucherenko AS, et al.
Green Chemistry, 20(3), 754-759 (2018)
Stereospecific synthesis of C 2 symmetric diamines from the mother diamine by resonance-assisted hydrogen-bond directed diaza-Cope rearrangement.
Kim H, et al.
Journal of the American Chemical Society, 130(36), 12184-12191 (2008)

文章

Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.

Chiral Vicinal Diamines for Asymmetric Synthesis

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