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
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)
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
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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