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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:
100-76-5
分子量:
111.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851837
EC Number:
202-887-1
Beilstein/REAXYS Number:
103111
MDL number:
MFCD00006690
Assay:
97%
Form:
solid
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vapor pressure

1.5 mmHg ( 20 °C)

Quality Level

100

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

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

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
GHS06,GHS05

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
SHBQ8325
SHBP7746
SHBN0349
SHBJ9432
SHBH6046

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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
Yong Wang et al.
Nature, 578(7795), 403-408 (2020-01-16)
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全球贸易项目编号

货号GTIN
197602-10G04061838762528
197602-1G04061826732038