3,3-Difluoroazetidine hydrochloride

CAS Number 288315-03-7

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

3,3-Difluoroazetidine hydrochloride MSDS

3,3-Difluoroazetidine hydrochloride CAS 288315-03-7

A fluorinated four-membered ring building block

Used as a precursor for bioimaging fluorescent dyes and energetic materials

Specifications | MSDS | Literature and Reviews

3,3-Difluoroazetidine hydrochloride (CAS number 288315-03-7) is a derivative of azetidine, a four-membered ring heterocyclic compound with three carbons and one nitrogen. Two fluorine-substituents on the 3-position of azetidine make the molecule more lipophilic, improving the solvent processability. The ring strain of azetidine (27.7 Kcal/mol) enhances the accessibility of the nitrogen electron lone pair, which allows it for stronger nucleophilic attacks (increases reaction rate), compared to other secondary amine species.

3,3-Difluoroazetidine hydrochloride is used as a precursor for rhodamine dyes to finely tune their fluorescent wavelengths in bioimaging applications. It has a high potential to expand the use in application of OLEDs and DSSCs (dye-sensitized solar cells), due to its ability of tuning the HOMO-LUMO (highest occupied molecular orbital and lowest unoccupied molecular orbital) energy gap.

Another application of 3,3-difluoroazetidine hydrochloride is for synthesizing triazolyl polycyclic energetic materials (combustion applications) for improving the stability and density.

Multiple functional groups

For facile synthesis

Fluorinated azetidine building block

For semiconductors, dyes, and solar cells

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	288315-03-7
Chemical Formula	C₃H₆F₂NCl
Full Name	3,3-Difluoroazetidine hydrochloride
Molecular Weight	129.54 g/mol
Synonyms	N/A
Classification / Family	Azetidine derivatives, Fluorinated building blocks, Heterocyclic building block, Dyes

Chemical Structure

Product Details

Purity	>97% (¹H NMR)
Melting Point	T_m = 136 °C – 140 °C
Appearance	White powder

MSDS Documentation

3,3-Difluoroazetidine hydrochloride MSDS Sheet

Literature and Reviews

A general method to fine-tune fluorophores for live-cell and in vivo imaging, J Grimm et al., Nat. Methods, 14(10), 987–994(2017); DOI: 10.1038/nmeth.4403.
Discovery of a high affinity and selective pyridine analog as a potential positron emission tomography imaging agent for cannabinoid type 2 receptor, R. Slavik et al., J. Med. Chem., 58, 4266−4277(2015); DOI: 10.1021/acs.jmedchem.5b00283.
Divergent synthesis of ultrabright and dendritic xanthenes for enhanced click-chemistry-based bioimaging, L. Montiel et al., Chem. Eur. J. 29(5), e202202633(2023); DOI: 10.1002/chem.202202633.

Synthesis and characterization of potential polycyclic energetic materials using bicyclic triazole and azetidine structures as building blocks, X. -B, Yang et al., RSC Adv., 13, 2600–2610(2023); DOI: 10.1039/d2ra06646g.