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Merck
모든 사진(3)

주요 문서

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197602

Sigma-Aldrich

Quinuclidine

97%

동의어(들):

1-Azabicyclo[2.2.2]octane, ABCO

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모든 사진(3)

About This Item

실험식(Hill 표기법):
C7H13N
CAS Number:
100-76-5
Molecular Weight:
111.18
Beilstein:
103111
EC Number:
202-887-1
MDL number:
MFCD00006690
UNSPSC 코드:
12352100
PubChem Substance ID:
24851837
NACRES:
NA.22

vapor pressure

1.5 mmHg ( 20 °C)

Quality Level

100

분석

97%

양식

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

유전자 정보

rat ... Chrm1(25229)

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관련 카테고리

일반 설명

Quinuclidine is a bicyclic tertiary amine with a bridgehead nitrogen atom structure, often used in the synthesis of iodonium complexes and as a hydrogen-atom-transfer (HAT) catalyst in photo induced reactions.

애플리케이션

Quinuclidine can be used as a catalyst:
  • In the Baylis-Hillman reaction of aldehydes with methyl acrylate.
  • For the epimerization of α-methylglucose to α-methylallose.
It can also be used as a reactant to synthesize 5-[4-[2-(acetyloxy)ethyl]-1-piperidinyl]-2-pyridinecarbonitrile by reacting with 5-bromo-2-pyridinecarbonitrile in the presence of potassium acetate.

픽토그램

Skull and crossbonesCorrosion
GHS06,GHS05

신호어

Danger

유해 및 위험 성명서

H301,H310,H315,H318

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

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

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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시험 성적서(COA)

Lot/Batch Number
SHBQ8325
SHBP7746
SHBN0349
SHBJ9432
SHBH6046

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

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2-Azabicyclo[2.2.1]heptane AldrichCPR

Sigma-Aldrich

CDS019247

2-Azabicyclo[2.2.1]heptane

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
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
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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