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Merck
CN

442666

Sigma-Aldrich

(+)-(18-冠-6)-2,3,11,12-四羧酸

97%

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别名:
(2R,3R,11R,12R)-1,4,7,10,13,16-六氧环十八烷-2,3,11,12-四羧酸
经验公式(希尔记法):
C16H24O14
CAS号:
分子量:
440.35
Beilstein:
4240375
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

检测方案

97%

旋光性

[α]20/D +62°, c = 1 in methanol

mp

210-212 °C (lit.)

SMILES字符串

OC(=O)[C@@H]1OCCOCCO[C@H]([C@@H](OCCOCCO[C@H]1C(O)=O)C(O)=O)C(O)=O

InChI

1S/C16H24O14/c17-13(18)9-10(14(19)20)29-7-3-26-4-8-30-12(16(23)24)11(15(21)22)28-6-2-25-1-5-27-9/h9-12H,1-8H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)/t9-,10-,11-,12-/m1/s1

InChI key

FZERLKNAJSFDSQ-DDHJBXDOSA-N

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应用

该冠醚的四羧酸氯化物与邻位和对位亚二甲苯基二胺反应生成高产量的手性封端配体。在毛细管区带电泳中用作手性选择剂,分离不同光学活性的胺。合成单酰胺类化合物。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Hee Jung Choi et al.
Journal of chromatography. A, 1164(1-2), 235-239 (2007-08-04)
Two types of secondary amino alcohols were successfully resolved on a liquid chromatographic chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. The secondary amino alcohols containing a secondary amino group connected directly to the stereogenic center were resolved much better than
Myung Ho Hyun et al.
Chirality, 20(3-4), 325-329 (2007-07-07)
A doubly tethered chiral stationary phase (CSP) prepared by bonding (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid to doubly tethered primary aminoalkyl silica gel was used for the resolution of various beta-amino acids. All the beta-amino acids tested were resolved quite well, the separation (alpha)
Anna R M Hyyryläinen et al.
Journal of the American Society for Mass Spectrometry, 20(7), 1235-1241 (2009-03-20)
Chiral differentiation of four enantiomeric pairs of beta-amino acids, cis-(1R,2S)-, cis-(1S,2R)-, trans-(1R,2R)-, and trans-(1S,2S)-2-aminocyclopentanecarboxylic acids (cyclopentane beta-amino acids), and cis-(1R,2S)-, cis-(1S,2R)-, trans-(1R,2R)-, and trans-(1S,2S)-2-aminocyclohexanecarboxylic acids (cyclohexane beta-amino acids) was performed successfully by using host-guest complexes and ion/molecule reactions. The experiments
Cross, G.G. Fyles, T.M.
The Journal of Organic Chemistry, 62, 6226-6226 (1997)
Suzanne Anouti et al.
Electrophoresis, 30(1), 2-10 (2008-12-25)
A new methodology based on heart-cutting 2-D CE in a single capillary was developed for the chiral separation of a mixture of 22 underivatized amino acids. The first dimension is performed in an achiral BGE (2.3 M acetic acid, pH

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