197602
奎宁环
97%
别名:
1-氮杂双环[2.2.2]辛烷, ABCO
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关于此项目
经验公式（希尔记法）:
C7H13N
化学文摘社编号:
分子量:
111.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-887-1
Beilstein/REAXYS Number:
103111
MDL number:
Assay:
97%
Form:
solid
InChI key
SBYHFKPVCBCYGV-UHFFFAOYSA-N
InChI
1S/C7H13N/c1-4-8-5-2-7(1)3-6-8/h7H,1-6H2
SMILES string
C1CN2CCC1CC2
vapor pressure
1.5 mmHg ( 20 °C)
assay
97%
form
solid
mp
157-160 °C (lit.)
solubility
H2O: very slightly soluble, H2O: very soluble, alcohol: miscible, diethyl ether: miscible, organic solvents: very soluble
Quality Level
Gene Information
rat ... Chrm1(25229)
General description
奎宁环是一种双环三级胺，具有桥头氮原子结构，常用于合成碘鎓复合物，并用作光诱导反应的氢原子转移(HAT)催化剂。
Application
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。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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
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
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.
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
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)
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