Merck
CN

197602

Sigma-Aldrich

奎宁环

97%

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别名:
1-氮杂双环[2.2.2]辛烷, ABCO
经验公式(希尔记法):
C7H13N
CAS号:
分子量:
111.18
Beilstein:
103111
EC 号:
MDL编号:
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 string

C1CN2CCC1CC2

InChI

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

InChI key

SBYHFKPVCBCYGV-UHFFFAOYSA-N

Gene Information

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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

CorrosionSkull and crossbones

警示用语:

Danger

危险分类

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

储存分类代码

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

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


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Xueling Mi et al.
The Journal of organic chemistry, 70(6), 2338-2341 (2005-03-12)
[reaction: see text] The ionic liquid-bound quinuclidine catalyzed Baylis-Hillman reactions were investigated. The IL-supported catalyst showed equally good catalytic activity as compared with its nonimmobilized counterpart. The corresponding Baylis-Hillman adducts were obtained in moderate to high yields in all the
Antonio Puglisi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(27), 6941-6945 (2018-03-25)
The organocatalyzed addition of several malonates to 1,4-benzoquinones affords benzofuranones bearing a quaternary stereocenter with good enantioselectivity. This reaction is an intramolecular desymmetrization since it proceeds through the formation of an arylated achiral malonate that cyclizes to give the reaction
Bryan M Wong et al.
The journal of physical chemistry. C, Nanomaterials and interfaces, 115(15), 7778-7786 (2011-04-21)
Knowledge of the relative stabilities of alane (AlH(3)) complexes with electron donors is essential for identifying hydrogen storage materials for vehicular applications that can be regenerated by off-board methods; however, almost no thermodynamic data are available to make this assessment.
H P Kertscher et al.
Die Pharmazie, 47(3), 172-174 (1992-03-01)
A series of 11 PAF-analogues, structurally modified in position 1 (alkylcarbamoyloxy), position 2 (n-propyl), and position 3 (polar head group) were synthesized, and the inhibitory potencies on human blood platelets in vitro was evaluated. Investigations of structure-activity relationships revealed, that
Journal of the American Chemical Society, 115, 7047-7047 (1993)

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