Key Documents

View All Documentation

197602

Quinuclidine

Name: Quinuclidine
Brand: ALDRICH

97%

Synonym(s):

1-Azabicyclo[2.2.2]octane, ABCO

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₇H₁₃N

CAS Number:

100-76-5

Molecular Weight:

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

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

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)

Description

General description

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.

Application

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.

pictograms

GHS06,GHS05

signalword

Danger

hcodes

H301,H310,H315,H318

pcodes

P262 - P280 - P301 + P310 + P330 - P302 + P352 + P310 - P305 + P351 + P338 + P310

Hazard Classifications

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

Storage Class

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

[PAF-antagonists with phospholipid structure. 3. Phospholipids with heterocyclane head groups and variations of the phosphorus-nitrogen distance; synthesis, characterization and structure-activity relationship].

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

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

[PAF-antagonists with phospholipid structure. 4. Alkylcarbamoylphospholipids with heteroarene and heterocyclase head groups and variation of the P-N-distance; synthesis, characterization and structure-activity relationship].