ALD00504

Sigma-Aldrich

1-Bicyclo[1.1.1]pentylamine hydrochloride

Synonym(s):
Bicyclo[1.1.1]pentan-1-amine hydrochloride, Propellamine, Propellamine HCl
Empirical Formula (Hill Notation):
C5H10ClN
CAS Number:
Molecular Weight:
119.59
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

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

Related Categories

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.

Packaging

250 mg in glass bottle
1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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
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.
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