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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:
Assay:
97%
Form:
solid
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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
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

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)

Lot/Batch Number

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

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