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Merck
CN

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:
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产品名称

奎宁环, 97%

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)

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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
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

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。

pictograms

Skull and crossbonesCorrosion

signalword

Danger

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


历史批次信息供参考:

分析证书(COA)

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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
Journal of the American Chemical Society, 115, 7047-7047 (1993)
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
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

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