Skip to Content
Merck
All Photos(3)

Documents

ALD00504

Sigma-Aldrich

1-Bicyclo[1.1.1]pentylamine hydrochloride

Synonym(s):

Bicyclo[1.1.1]pentan-1-amine hydrochloride, Propellamine, Propellamine HCl

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C5H10ClN
CAS Number:
22287-35-0
Molecular Weight:
119.59
UNSPSC Code:
12352100
PubChem Substance ID:
329772695
NACRES:
NA.22

form

powder

Quality Level

100

mp

256-261 °C

SMILES string

[H]Cl.[H]C1(C2)CC2(N)C1

InChI

1S/C5H9N.ClH/c6-5-1-4(2-5)3-5;/h4H,1-3,6H2;1H

InChI key

LQKLVOWNBKJRJE-UHFFFAOYSA-N

Application

  • 1-Bicyclo[1.1.1]pentylamine hydrochloride can be used to synthesize bisbicyclo[1.1.1]pentyldiazene.
  • It is used as a precursor in the synthesis of a potent quinolone antibacterial agent, U-87947E.
  • It can also be used to prepare bicyclo[1.1.1]pentane-derived azides for click chemistry applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Synthesis of bisbicyclo [1.1. 1] pentyldiazene. The smallest bridgehead diazene.
Hossain MT and Timberlake JW
The Journal of Organic Chemistry, 66(19), 6282-6285 (2001)
U-87947E, a protein quinolone antibacterial agent incorporating a bicyclo [1.1. 1] pent-1-yl (BCP) subunit.
Barbachyn MR, et al.
Bioorganic & Medicinal Chemistry Letters, 3(4), 671-676 (1993)
Bicyclo [1.1. 1] pentane-Derived Building Blocks for Click Chemistry.
Kokhan SO, et al.
European Journal of Organic Chemistry, 2017(43), 6450-6456 (2017)

Related Content

Baran Group – Professor Product Portal

The Baran Group works with Sigma-Aldrich in providing a portfolio of zinc-based reagents promoting difluoromethylation, trifluoromethylation, trifluoroethylation and isopropylation of aryl and heteroaryl motifs. Baran’s lab has also helped introduce a portable desaturase (Tz0Cl), which promotes the installation of alcohol and amine groups and leaves behind a highly useful tosyl group for further transformations.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service