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Merck
CN

197602

Sigma-Aldrich

奎宁环

97%

别名:

1-氮杂双环[2.2.2]辛烷, ABCO

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About This Item

经验公式(希尔记法):
C7H13N
CAS号:
分子量:
111.18
Beilstein:
103111
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

蒸汽压

1.5 mmHg ( 20 °C)

质量水平

检测方案

97%

形式

solid

mp

157-160 °C (lit.)

溶解性

H2O: very slightly soluble
H2O: very soluble
alcohol: miscible
diethyl ether: miscible
organic solvents: very soluble

SMILES字符串

C1CN2CCC1CC2

InChI

1S/C7H13N/c1-4-8-5-2-7(1)3-6-8/h7H,1-6H2

InChI key

SBYHFKPVCBCYGV-UHFFFAOYSA-N

基因信息

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应用

奎宁环可用作以下反应的催化剂:
  • 醛与丙烯酸甲酯的贝里斯-希尔曼反应
  • α-甲基葡萄糖转化为α-甲基阿洛糖的差向异构化反应
它也可作为反应物在乙酸钾存在的情况下与5-溴-2-氰基吡啶反应合成5-[4-[2-(乙酰氧基)乙基]-1-吡啶基]-2- 氰基吡啶

象形图

Skull and crossbonesCorrosion

警示用语:

Danger

危险分类

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


分析证书(COA)

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Efficient microwave-assisted three-component one-pot preparation of 1-aryl-4-(2-acetoxyethyl) piperazines and 1-aryl-4-(2-acetoxyethyl) piperidines
Gladstone S, et al.
Tetrahedron Letters, 50, 3813-3816 (2009)
Yong Wang et al.
Nature, 578(7795), 403-408 (2020-01-16)
Glycans have diverse physiological functions, ranging from energy storage and structural integrity to cell signalling and the regulation of intracellular processes1. Although biomass-derived carbohydrates (such as D-glucose, D-xylose and D-galactose) are extracted on commercial scales, and serve as renewable chemical
Varinder K Aggarwal et al.
The Journal of organic chemistry, 68(3), 692-700 (2003-02-01)
The reactivity of a variety of quinuclidine-based catalysts in the Baylis-Hillman reaction has been examined, and a straightforward correlation between the basicity of the base and reactivity has been established, without exception. The following order of reactivity was established with
H P Kertscher et al.
Die Pharmazie, 46(11), 772-774 (1991-11-01)
A series of 13 PAF-analogues with heterocyclane head groups and variation of the P-N-distance on the C-3-position of the backbone were synthesized. The proaggregatory and inhibitory potencies on rabbit and human blood platelets in vitro was evaluated. Investigations of structure-activity
Journal of the American Chemical Society, 115, 7047-7047 (1993)

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