(R)-(−)-3-Fluoropyrrolidine hydrochloride

CAS Number 136725-55-8

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

(R)-(−)-3-Fluoropyrrolidine hydrochloride MSDS

(R)-(−)-3-Fluoropyrrolidine hydrochloride CAS 136725-55-8

A fluorinated R-enantiomer of pyrrolidine

A synthesis intermediate for ionic liquid, enzyme inhibitors and functional metal complexes

Overview
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(R)-(−)-3-Fluoropyrrolidine hydrochloride (CAS number 136725-55-8) is a fluorinated chiral pyrrolidine salt, with a fluorine substituent on the R configured chiral carbon centre. Ionic liquids based on (R)-(−)-3-fluoropyrrolidine hydrochloride can be synthesized by alkylation to the secondary amine. It is then followed by a quarterisation reaction of the amine with N-methyl bis(fluorosulfonyl)imide. The ionic liquids show high oxidation stability (> 5.5 V vs Li⁺/Li) and good high voltage cyclability up to 4.7 V.

A perovskite switching metal complex of CdCl₂ (cadmium chloride) and methylated (R)-(−)-3-Fluoropyrrolidine has exhibited dual-phase transitions of switchable dielectric constants at 370 and 460 K. Enantiomorphic perovskite ferroelectrics, (R)-(−)-3-fluoropyrrolidium MnBr₃ and (S)-(+)-3-fluoropyrrolidium MnBr₃ display circular polarized luminescence.

Multiple functional groups

For facile synthesis

Fluorinated R-pyrrolidine building block

For drug discovery, ionic liquids and batteries research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	136725-55-8
Chemical Formula	C₄H₉ClFN
Full Name	(R)-(−)-3-Fluoropyrrolidine hydrochloride
Molecular Weight	125.57 g/mol
Synonyms	(R)-3-fluoropyrrolidine HCl
Classification / Family	Fluorinated building block, Heterocyclic building block, Chiral building block, Ionic liquids, Enzyme inhibitors, APIs, Photonics, Batteries

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 179 – 186 °C
Optical rotation	-8.64 ° (c = 1, methanol)
Appearance	White to off-white powder

MSDS Documentation

(R)-(−)-3-Fluoropyrrolidine hydrochloride MSDS Sheet

Literature and Reviews

Fluorine-substituted pyrrolidinium-based ionic liquid for high-voltage Li-ion battery, Q. Liu et al., Chem. Commun., 56, 7317−7320(2020); DOI: 10.1039/D0CC02184A.
Application of structure-based drug design and parallel chemistry to identify selective, brain penetrant, in vivo active phosphodiesterase 9A inhibitors, M. Claffey et al., J. Med. Chem., 55, 9055−9068(2012); DOI: 10.1021/jm3009635.
Enantiomeric perovskite with a dual phase transition at high temperature, H. Peng et al., J. Mater. Chem. C, 9, 1918(2021); DOI: 10.1039/d0tc05380e.
Enantiomorphic perovskite ferroelectrics with circularly polarized luminescence, J. -X. Gao et al., J. Am. Chem. Soc., 142(10), 4756–4761(2020); DOI: 10.1021/jacs.9b13291.
Structure-based optimization of coumestan derivatives as polyketide synthase 13-thioesterase(pks13-TE) inhibitors with improved hERG profiles for mycobacterium tuberculosis treatment, W. Zhang et al., J. Med. Chem., 65(19), 13240–13252(2022); DOI: 10.1021/acs.jmedchem.2c01064.

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