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ALD00504

Sigma-Aldrich

1-Bicyclo[1.1.1]pentylamine hydrochloride

Synonym(s):

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF9129
MKCD5170
MKCC1298
MKCB3855
MKCB2263V

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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)
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)
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)

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