Sodium trifluoromethanesulfonate - ≥98% , CAS No.2926-30-9

CAS: 2926-30-9 Cat. No.: S102743 Molecular Weight: 172.06 Beilstein Registry Number: 3728797 EC Number: 629-418-7 PubChem CID: 23676748

GRADE & PURITY ≥98%

Synonyms

Methanesulfonic acid, trifluoro-, sodium salt | Sodium triflate | AKOS005063791 | MFCD00061607 | Methanesulfonic acid, 1,1,1-trifluoro-, sodium salt (1:1) | Trifluoromethanesulfonic acid sodium salt | Sodium trifluoromethanesulfonate, Trace metals grade,

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Product Introduction

Sodium trifluoromethanesulfonate (Sodium triflate or NaOTf) is an efficient catalyst as well as a reagent in many organic reactions. The prominent application includes catalytic asymmetric Mannich-type reactions, Mannich-type reactions in water, and Diels-Alder reactions.

Application

Sodium trifluoromethanesulfonate can be employed as a reagent for the preparation of:

• Aryl fluorides via silver-catalyzed fluorination of arylstannanes.

• Ionic liquids such as N, N -dialkylpyrrolidinium triflate, N,N-dialkylimidazolium triflate, and N-alkylpyridinium triflate.

It can be also used as supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.

Specifications

Synonyms

Methanesulfonic acid, trifluoro-, sodium salt | Sodium triflate | AKOS005063791 | MFCD00061607 | Methanesulfonic acid, 1, 1, 1-trifluoro-, sodium salt (1:1) | Trifluoromethanesulfonic acid sodium salt | Sodium trifluoromethanesulfonate, Trace metals grade,

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488200493
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488200493
• Canonical Smiles: C(F)(F)(F)S(=O)(=O)[O-].[Na+]
• IUPAC Name: sodium;trifluoromethanesulfonate
• InChIKey: XGPOMXSYOKFBHS-UHFFFAOYSA-M
• INCHI: 1S/CHF3O3S.Na/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
• Isomeric SMILES: C(F)(F)(F)S(=O)(=O)[O-].[Na+]
• WGK Germany: 3
• PubChem CID: 23676748
• Molecular Weight: 172.06
• Beilstein: 3728797
• Reaxy-Rn: 3728797

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic sulfonic acids and derivatives
      • Subclass Organosulfonic acids and derivatives
        • Level5 Alkanesulfonic acids and derivatives
          • Level6 Alkanesulfonic acids
            • Level7 Trifluoromethanesulfonates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic sulfonic acids and derivatives
• Subclass: Organosulfonic acids and derivatives
• Intermediate Tree Nodes: Alkanesulfonic acids and derivatives - Alkanesulfonic acids
• Direct Parent: Trifluoromethanesulfonates
• Alternative Parents: Sulfonyls Organosulfonic acids Methanesulfonates Trihalomethanes Organic metal halides Organofluorides Organic sodium salts Organic oxides Hydrocarbon derivatives Alkyl fluorides Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trifluoromethanesulfonate - Methanesulfonate - Organosulfonic acid - Sulfonyl - Trihalomethane - Organic metal halide - Organic alkali metal salt - Alkyl fluoride - Alkyl halide - Hydrocarbon derivative - Organic sodium salt - Organic salt - Halomethane - Organic oxide - Organosulfur compound - Organofluoride - Organohalogen compound - Organic oxygen compound - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as trifluoromethanesulfonates. These are alkanesulfonic acids, that contain a sulfonate group that is substituted with a trifluoromethyl 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

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Carbonic anhydrase (69 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (1000g/L).
• Sensitivity: Hygroscopic.
• Melt Point(°C): 253-255°C
• Molecular Weight: 172.060 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 171.942 Da
• Monoisotopic Mass: 171.942 Da
• Topological Polar Surface Area: 65.600 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 162.000
• 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: 2

XLogP3

References

1. Guoqing Wang, Miao Jiang, Zhao Sun, Leilei Qian, Guangjun Ji, Lei Ma, Cunyao Li, Hong Du, Li Yan, Yunjie Ding.  (2023)  Tandem Conversion of Fructose to Bio-diketones Using a Multifunctional Pd-POPs-CF3SO3H Catalyst.  ChemCatChem,  15  (20): (e202300793).  [PMID:] [10.1002/cctc.202300793]

2. Depeng Li, Qingqing Guan, Xiaoyun Hu, Yuhong Su, Zhen Su.  (2023)  Reversible and irreversible stimuli-responsive chromism of a square-planar platinum(II) salt.  RSC Advances,  13  (36): (24878-24886).  [PMID:37614796] [10.1039/D3RA03554A]

3. Dengfeng Yu, Bo Yang, Huimin Liang, Gongyuan Zhao, Hong Zhang, Yuanlin Wang, Ye Sun, Miao Yu.  (2022)  Fabrication of Co0.85Se@CN double-walled hollow cages to address the volume expansion of anode and enhance ion diffusion for sodium-ion storage.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2022.140839]

4. Jianghe Liu, Zijian Ye, Xingcheng Hu, Sultan Ahmed, Shenhua Song.  (2021)  High-Performance Na-Ion Conducting Polymer Gel Membrane for Supercapacitor Applications.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.1c01267]

5. Huang Zhaodong, Hou Yue, Wang Tairan, Zhao Yuwei, Liang Guojin, Li Xinliang, Guo Ying, Yang Qi, Chen Ze, Li Qing, Ma Longtao, Fan Jun, Zhi Chunyi.  (2021)  Manipulating anion intercalation enables a high-voltage aqueous dual ion battery.  Nature Communications,  12  (1): (1-11).  [PMID:34035250] [10.1038/s41467-021-23369-5]

6. Zhen Su, Yushu Li, Jiguang Li, Xincun Dou.  (2021)  Ultrasensitive luminescent turn-on detection of perchlorate particulates by triggering supramolecular self-assembly of platinum(II) complex in hydrogel matrix.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.129728]

7. Yajun Zhao, Tao Sun, Qing Yin, Jian Zhang, Shuoxiao Zhang, Jianeng Luo, Hong Yan, Lirong Zheng, Jingbin Han, Min Wei.  (2019)  Discovery of a new intercalation-type anode for high-performance sodium ion batteries.  Journal of Materials Chemistry A,  7  (25): (15371-15377).  [PMID:] [10.1039/C9TA03753E]

8. Haibin Wang, Shaodong Liu, Tingting Sun, Zhanao Lv, Zhen Zhan, Guochuan Yin, Zhuqi Chen.  (2019)  Lewis acid promoted double bond migration in O-allyl to Z-products by Ru-H complexes.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2019.02.007]

9. Bingcheng Ge, Yangyang Wang, Yong Sun, Yunping Li, Jianyu Huang, Qiuming Peng.  (2019)  A proof-of-concept of Na-N2 rechargeable battery.  Energy Storage Materials,      [PMID:] [10.1016/j.ensm.2019.02.018]

10. Suli Chen, Fan Feng, Yimei Yin, Haiying Che, Xiao-Zhen Liao, Zi-Feng Ma.  (2018)  A solid polymer electrolyte based on star-like hyperbranched β-cyclodextrin for all-solid-state sodium batteries.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2018.07.096]

11. Jianguang Qi, Yufeng Hu, Weiting Ma, Haiyan Wang, Siqi Jiang, Liuyi Yin, Xianming Zhang, Zhenyu Yang, Yichuan Wang.  (2017)  The reactions that determine the yield and selectivity of 1,3,5-trioxane.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2017.08.101]

12. Zhanao Lv, Zhuqi Chen, Yue Hu, Wenrui Zheng, Haibin Wang, Wanling Mo, Guochuan Yin.  (2017)  A General Strategy for Open-Flask Alkene Isomerization by Ruthenium Hydride Complexes with Non-Redox Metal Salts.  ChemCatChem,  9  (20): (3849-3859).  [PMID:] [10.1002/cctc.201700687]

13. Zhanao Lv, Haibin Wang, Zhuqi Chen, Shuhua Zou, Shuaishuai Zhu, Chenlin Lou, Guochuan Yin.  (2017)  Non-redox metal ions promoted dehydrogenation of saturated C–C bond by a ruthenium catalyst with dioxygen activation.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2016.12.027]

14. Na Li, Dan Xu, Di Bao, Jinling Ma, Xinbo Zhang.  (2016)  A binder-free, flexible cathode for rechargeable Na-O2 batteries.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(15)61089-0]

15. Shuhao Qin, Lei Dong, Zhuqi Chen, Sicheng Zhang, Guochuan Yin.  (2015)  Non-redox metal ions can promote Wacker-type oxidations even better than copper(II): a new opportunity in catalyst design.  DALTON TRANSACTIONS,  44  (40): (17508-17515).  [PMID:26390300] [10.1039/C5DT02612A]

16. Jun Yang, Zan Hua, Tao Wang, Bo Wu, Guangming Liu, Guangzhao Zhang.  (2015)  Counterion-Specific Protein Adsorption on Polyelectrolyte Brushes.  LANGMUIR,      [PMID:25985929] [10.1021/acs.langmuir.5b01145]

17. Lei Dong, Yujuan Wang, Yanzong Lv, Zhuqi Chen, Fuming Mei, Hui Xiong, Guochuan Yin.  (2013)  Lewis-Acid-Promoted Stoichiometric and Catalytic Oxidations by Manganese Complexes Having Cross-Bridged Cyclam Ligand: A Comprehensive Study.  INORGANIC CHEMISTRY,      [PMID:23600453] [10.1021/ic400361s]

18. Wei Song, Shan Yang, Jiaxiang An, Lixin Zhang, Ruina Shi, Niping Chen, Guisheng Qi, Luchao Yue.  (2024)  Atomic-level modulation of electron density in iron sulfides for enhancing sodium storage kinetics.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:38936085] [10.1016/j.jcis.2024.05.154]

19. Dong Yangtao, Murugesan Balaji, Lin Weidi, Wang Chao, Dai Junjie, Li Wenwen, Ma Quangui, Yang Xiaogang, Cai Yurong.  (2024)  Construction of a novel heterostructure of Bi2S3/Sb2S3 nanorod with improved sodium storage performances.  IONICS,      [PMID:] [10.1007/s11581-024-05550-0]

20. Junjie Li, Liang Li, Jing Zhang, Chun Yang, Jun Ma.  (2024)  Efficient defluorination of PFOA by vacuum ultraviolet coupling with sulfite and iodide.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2024.106079]

21. Jiabao Li, Jingjing Hao, Quan Yuan, Ruoxing Wang, Frederick Marlton, Tianyi Wang, Chengyin Wang, Xin Guo, Guoxiu Wang.  (2024)  The effect of salt anion in ether-based electrolyte for electrochemical performance of sodium-ion batteries: A case study of hard carbon.  Carbon Energy,      [PMID:] [10.1002/cey2.518]

22. Shengnan Zhong, Lina Tian, Lixin Yi, Yifan Liu, Weiguo Cheng, Yibo Wang, Yunong Li.  (2023)  Phosphine-based ionic liquids for CO2 chemical fixation: Improving stability and activity by asymmetric flexible steric hindrance.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2023.109883]

23. Yanmei Li, Qiaonan Zhu, Liwei Cheng, Shuai Dong, Lianbo Ma, Jiawei Wang, Jing Zhou, Mirtemir Kurbanov, Hua Wang.  (2025)  A high-energy-density aqueous dual-ion anode-free Zn battery under cryogenic conditions.  Energy Storage Materials,      [PMID:] [10.1016/j.ensm.2025.104159]

24. Jisheng Zhang, Yujuan Wang, Nengchao Luo, Zhuqi Chen, Kangbing Wu, Guochuan Yin.  (2015)  Redox inactive metal ion triggered N-dealkylation by an iron catalyst with dioxygen activation: a lesson from lipoxygenases.  DALTON TRANSACTIONS,  44  (21): (9847-9859).  [PMID:25939391] [10.1039/C5DT00804B]

25. Zhongfei Shang, Meimei Wang, Jiguang Li, Zhenzhen Cai, Luyan Yang, Xincun Dou, Baiyi Zu.  (2025)  Exactly Matching the FRET Energy of the Functionalized Upconversion Nanoprobe to Boost the Sensing Performance toward Perchlorate.  ANALYTICAL CHEMISTRY,      [PMID:40525890] [10.1021/acs.analchem.5c01167]

26. Lyuchao Zhuang, Qi Wei, Ren Hui, Duanzijing Liu, Wei Gao, Yiming He.  (2026)  Multi-Site Anchoring for Tilted Octahedral Structure Stability Toward Efficient Blue Perovskite LEDs.  Laser & Photonics Reviews,      [PMID:] [10.1002/lpor.202502898]

27. Yingxuan Zhao, Chenyang Shen, Qing Liu, Siyuan Zhao, Ruiyao Zhao, Xiangke Guo, Nianhua Xue, Luming Peng, Xuefeng Guo, Yan Zhu, Weiping Ding.  (2026)  Electrocatalytic oxidation or amidation of olefins by asymmetric electrolytes steering carbocation pathways.  GREEN CHEMISTRY,      [PMID:] [10.1039/D5GC07050C]