Tetrabutylammonium fluoride trihydrate - ≥98%(T) , CAS No.87749-50-6

CAS: 87749-50-6 Cat. No.: T100870 Molecular Weight: 315.51 Beilstein Registry Number: 3761900 EC Number: 618-063-3 PubChem CID: 11726816

GRADE & PURITY ≥98%(T)

Synonyms

DTXSID40185047 | Q-201802 | tetra-n-butyl ammonium fluoride trihydrate | FT-0642069 | tetrabutylammoniumfluorid trihydrate | AM803598 | MFCD00149981 | A842360 | tetra-n-butylammonium fluoride trihydrate | AKOS015855444 | BCP24498 | tetrabutylazanium trihy

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

product description：

Tetrabutylammonium fluoride trihydrate is a mild base used in reactions like aldol-type condensation reactions, Michael-type reactions, ring-opening reactions. Its is also used as a promoter in cross-coupling reactions and cyclization of carbocycles and heterocycles.

application：

Reactant for:

Preparation of deprotecting agents in preparation of cellulose derivatives

Synthesis of lipophilic peptides for DNA transfections in vivo

Dehydrobromination reactions

Tetrabutylammonium fluoride trihydrate can be used as a base:

For the dehydrobromination of vinyl bromides to terminal acetylenes.

In the conversion of 1,1-dibromo-1-alkenes to terminal alkynes via Corey–Fuchs reaction.

In Hiyama cross-coupling reaction of aryl and heteroaryl chlorides with aryltrialkoxysilanes in the presence of a palladium catalyst.

It can be used to catalyze ethynylation of quinolines and isoquinolines using calcium carbide in aqueous N,N-dimethylacetamide.

Specifications

Synonyms

DTXSID40185047 | Q-201802 | tetra-n-butyl ammonium fluoride trihydrate | FT-0642069 | tetrabutylammoniumfluorid trihydrate | AM803598 | MFCD00149981 | A842360 | tetra-n-butylammonium fluoride trihydrate | AKOS015855444 | BCP24498 | tetrabutylazanium trihy

Specifications & Purity

≥98%(T)

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%(T)

Names and Identifiers

• Pubchem Sid: 488197682
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197682
• Canonical Smiles: CCCC[N+](CCCC)(CCCC)CCCC.O.O.O.[F-]
• IUPAC Name: tetrabutylazanium;fluoride;trihydrate
• InChIKey: VEPTXBCIDSFGBF-UHFFFAOYSA-M
• INCHI: 1S/C16H36N.FH.3H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;;;/h5-16H2,1-4H3;1H;3*1H2/q+1;;;;/p-1
• Isomeric SMILES: CCCC[N+](CCCC)(CCCC)CCCC.O.O.O.[F-]
• WGK Germany: 3
• PubChem CID: 11726816
• UN Number: 1759
• Molecular Weight: 315.51
• Beilstein: 3761900

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Quaternary ammonium salts

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Quaternary ammonium salts
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetraalkylammonium salts
• Alternative Parents: Organic salts Organic oxides Hydrocarbon derivatives Amines Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Tetraalkylammonium salt - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Amine - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains.
• 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, terahydrofuran, dimethyl sulfoxide and acetonitrile.
• Sensitivity: Moisture sensitive
• Melt Point(°C): 58-60°C
• Molecular Weight: 315.510 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 315.315 Da
• Monoisotopic Mass: 315.315 Da
• Topological Polar Surface Area: 3.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 116.000
• 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: 5

XLogP3

References

1. Wen Huang, Guang Yang, Qingbo Xu, Meixiao Zhan, Lijuan Yao, Honghui Li, Fengfeng Xiao, Zirun Chen, Xiaoguang Zhao, Wenting Li, Wei Zhao, Fujun Zhang, Yong Li, Ligong Lu.  (2023)  One-Pot, Open-Air Synthesis of Flexible and Degradable Multifunctional Polymer Composites with Adhesion, Water Resistance, Self-Healing, Facile Drug Loading, and Sustained Release Properties.  MACROMOLECULAR BIOSCIENCE,  23  (4): (2200442).  [PMID:36623250] [10.1002/mabi.202200442]

2. Jianhui Jia, Jian-Bo Chen, Jianglong Du, Cheng Lian, Silong Xu, Honglai Liu, Shichun Li, Yu Liu.  (2022)  Self-assembled core–shell clusters in deep eutectic solvents based on tetra-n-alkylammonium cations for high dissolution of strongly hydrogen-bonded small molecules.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:35932679] [10.1016/j.jcis.2022.07.140]

3. Lei Miao, Yuanyuan Tu, Yang Yang, Shudong Lin, Jiwen Hu, Min Zhang, Yue Li, Fei Li, Yangmiao Mo.  (2017)  Robust Stimuli-Responsive Membranes Prepared from a Blend of Polysulfone and a Graft Copolymer Bearing Binary Side Chains with Thermo- and pH-Responsive Switching Behavior.  CHEMISTRY-A EUROPEAN JOURNAL,  23  (32): (7737-7747).  [PMID:28332741] [10.1002/chem.201605263]

4. Shihao Wang, Xiaoyu Cheng, Tao Ma, Shasha Wang, Shilong Yang, Wenyuan Zhu, Junlong Song, Jingquan Han, Yongcan Jin, Jiaqi Guo.  (2024)  High-substituted hydroxypropyl cellulose prepared by homogeneous method and its clouding and self-assembly behaviors.  CARBOHYDRATE POLYMERS,      [PMID:38368103] [10.1016/j.carbpol.2024.121822]

5. Chongzheng Yan, Zhichao Kong, Yuxue Pan, Zhipeng Fu, Kun Han, Xiaotian Zhao, Jing Zhang, Longyu Bo, Weiyi Sun, Jinxin Gao, Xianghui Dong, Zuolin Zheng, Xiao Yue, Peng Sun, Xinyi Jiang, Chen Chen.  (2026)  Anti-CLEC7A nanobody in situ engineering promotes amyloid-β oligomers clearance by CAR-microglia to alleviate Alzheimer's disease pathology in mice.  JOURNAL OF CONTROLLED RELEASE,      [PMID:41702507] [10.1016/j.jconrel.2026.114710]