N-Fluoro-N'-(chloromethyl)triethylenediamine Bis(tetrafluoroborate) - ≥95% , CAS No.140681-55-6

CAS: 140681-55-6 Cat. No.: S101457 Molecular Weight: 354.26 Beilstein Registry Number: 5368649 EC Number: 414-380-4 PubChem CID: 2724933

GRADE & PURITY ≥95%

Synonyms

1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bis(tetrafluoroborate) | N-Fluoro-N'-(chloromethyl)triethylenediamine Bis(tetrafluoroborate) | SCHEMBL23727 | 1,4-DIAZONIABICYCLO(2.2.2)OCTANE, 1-(CHLOROMETHYL)-4-FLUORO-, TETRAFLUOROBORATE(1-) |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

It is used for greener fluorination of acetoacetamides in PEG-400.

Specifications

Synonyms

1-(chloromethyl)-4-fluoro-1, 4-diazoniabicyclo[2, 2, 2]octane bis(tetrafluoroborate) | N-Fluoro-N'-(chloromethyl)triethylenediamine Bis(tetrafluoroborate) | SCHEMBL23727 | 1, 4-DIAZONIABICYCLO(2.2.2)OCTANE, 1-(CHLOROMETHYL)-4-FLUORO-, TETRAFLUOROBORATE(1-) |

Specifications & Purity

≥95%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: [B-](F)(F)(F)F.[B-](F)(F)(F)F.C1C[N+]2(CC[N+]1(CC2)CCl)F
• IUPAC Name: 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane;ditetrafluoroborate
• InChIKey: TXRPHPUGYLSHCX-UHFFFAOYSA-N
• INCHI: 1S/C7H14ClFN2.2BF4/c8-7-10-1-4-11(9,5-2-10)6-3-10;2*2-1(3,4)5/h1-7H2;;/q+2;2*-1
• Isomeric SMILES: [B-](F)(F)(F)F.[B-](F)(F)(F)F.C1C[N+]2(CC[N+]1(CC2)CCl)F
• WGK Germany: 2
• PubChem CID: 2724933
• Molecular Weight: 354.26
• Beilstein: 5368649
• Reaxy-Rn: 5368649

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazinanes
      • Subclass Piperazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylpiperazines
• Alternative Parents: Tetraalkylammonium salts Organic metalloid salts Azacyclic compounds Organopnictogen compounds Organochlorides Hydrocarbon derivatives Amines Alkyl chlorides
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: N-alkylpiperazine - Quaternary ammonium salt - Tetraalkylammonium salt - Organic metalloid salt - Azacycle - Alkyl chloride - Hydrocarbon derivative - Organic salt - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Amine - Alkyl halide - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water, acetonitrile, alcohol, acetone, dimethylformamide, pyridine and dimethylsulfoxide.
• Sensitivity: Moisture sensitive.
• Melt Point(°C): 260°C
• Molecular Weight: 354.300 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 1
• Exact Mass: 354.089 Da
• Monoisotopic Mass: 354.089 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 168.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Mingye Zhao, Jie Chen, Heyong Wang, Yuqing Wang, Guixiang Huang, Ning Zhu, Yuguang Li, Zheng Fang, Yujing Hu, Kai Guo.  (2024)  A Photo-Enzymatic Cascade to Access Dihydrocoumarins from Incompatibility to Compatibility.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2024.113852]