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1-Hexyl-3-methylimidazolium hexafluorophosphate, also known as HMIMPF6, is a water-immiscible imidazolium-type room temperature ionic liquid (RTIL) that is particularly suitable for electrochemical applications. It possesses unique properties that make it a valuable research chemical and a versatile compound in various industries.

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  • 304680-35-1 Structure
  • Basic information

    1. Product Name: 1-Hexyl-3-methylimidazolium hexafluorophosphate
    2. Synonyms: 1-HEXYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE;1-HEXYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPH;HMIM·PF6;1-HEXYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE,99%;1-n-Hexyl-3-methylimidazolium hexafluorophosphate, 99%;1-(Hex-1-yl)-3-methyl-1H-imidazol-3-ium hexafluorophosphate;1-Hexyl-3-methylimidazolium hexafluorophosphate >=97.0% (HPLC);1-Hexyl-3-methyl-1H-imidazol-3-ium hexafluorophosphate(V)
    3. CAS NO:304680-35-1
    4. Molecular Formula: C10H19N2*F6P
    5. Molecular Weight: 312.24
    6. EINECS: 1533716-785-6
    7. Product Categories: Imidazolium Compounds;Imidazolium Salts (Ionic Liquids);Ionic Liquids;Synthetic Organic Chemistry;Ionic liquid
    8. Mol File: 304680-35-1.mol
  • Chemical Properties

    1. Melting Point: -73.5 °C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: White/Powder
    5. Density: 1.3045
    6. Refractive Index: n20/D 1.419
    7. Storage Temp.: Inert atmosphere,Room Temperature
    8. Solubility: N/A
    9. BRN: 8955409
    10. CAS DataBase Reference: 1-Hexyl-3-methylimidazolium hexafluorophosphate(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-Hexyl-3-methylimidazolium hexafluorophosphate(304680-35-1)
    12. EPA Substance Registry System: 1-Hexyl-3-methylimidazolium hexafluorophosphate(304680-35-1)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-37/39
    4. WGK Germany: 3
    5. RTECS:
    6. F: 9-21
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 304680-35-1(Hazardous Substances Data)

304680-35-1 Usage

Uses

Used in Research Chemicals:
1-Hexyl-3-methylimidazolium hexafluorophosphate is used as a research chemical for its unique properties and potential applications in various fields, including electrochemistry and material science.
Used in Chelate Extraction:
1-Hexyl-3-methylimidazolium hexafluorophosphate is used as a chelate extraction solvent for divalent metal cations, utilizing 4,4,4-trifluoro-1-(2-thienyl)-1,3-butanedione (thenoyltrifluoroacetone, Htta) as an extractant. This application takes advantage of its ability to selectively interact with metal cations, making it a valuable tool in the separation and purification of metals.
Used in Electrochemistry:
In the electrochemistry industry, 1-Hexyl-3-methylimidazolium hexafluorophosphate is used as a room temperature ionic liquid (RTIL) due to its water-immiscible nature and compatibility with electrochemical processes. Its use in this field can enhance the efficiency and performance of electrochemical systems.

Conductivity

0.80 mS/cm (30 °C)

Check Digit Verification of cas no

The CAS Registry Mumber 304680-35-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,4,6,8 and 0 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 304680-35:
(8*3)+(7*0)+(6*4)+(5*6)+(4*8)+(3*0)+(2*3)+(1*5)=121
121 % 10 = 1
So 304680-35-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H19N2.F6P/c1-3-4-5-6-7-12-9-8-11(2)10-12;1-7(2,3,4,5)6/h8-10H,3-7H2,1-2H3;/q+1;-1

304680-35-1 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (H1098)  1-Hexyl-3-methylimidazolium Hexafluorophosphate  >98.0%(N)(T)

  • 304680-35-1

  • 5g

  • 490.00CNY

  • Detail
  • TCI America

  • (H1098)  1-Hexyl-3-methylimidazolium Hexafluorophosphate  >98.0%(N)(T)

  • 304680-35-1

  • 25g

  • 1,640.00CNY

  • Detail
  • Alfa Aesar

  • (H27272)  1-n-Hexyl-3-methylimidazolium hexafluorophosphate, 99%   

  • 304680-35-1

  • 5g

  • 854.0CNY

  • Detail
  • Alfa Aesar

  • (H27272)  1-n-Hexyl-3-methylimidazolium hexafluorophosphate, 99%   

  • 304680-35-1

  • 50g

  • 2422.0CNY

  • Detail
  • Sigma-Aldrich

  • (89320)  1-Hexyl-3-methylimidazoliumhexafluorophosphate  ≥97.0% (HPLC)

  • 304680-35-1

  • 89320-5G

  • 1,001.52CNY

  • Detail
  • Sigma-Aldrich

  • (89320)  1-Hexyl-3-methylimidazoliumhexafluorophosphate  ≥97.0% (HPLC)

  • 304680-35-1

  • 89320-50G

  • 4,259.97CNY

  • Detail

304680-35-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-hexyl-3-methylimidazol-3-ium,hexafluorophosphate

1.2 Other means of identification

Product number -
Other names 1-Hexyl-3-methylimidazolium Hexafluorophosphate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:304680-35-1 SDS

304680-35-1Relevant articles and documents

Synthesis of methyl orange using ionic liquids

Astolfi, Danette L.,Mayville, Francis C.

, p. 9223 - 9224 (2003)

Two ionic liquids were synthesized, each system consisting of the 1-hexyl-3-methylimidazolium ion ([hmim]+) as the cation and either hexafluorophosphate ([PF6]-), or perchlorate ([ClO4]-) as the anions. This study involves

Various metal organic frameworks combined with imidazolium, quinolinum and benzothiazolium ionic liquids for removal of three antibiotics from water

Yohannes, Alula,Li, Jing,Yao, Shun

, (2020/10/02)

In this research, imidazolium, quinolinum and benzothiazolium based ionic liquids (ILs) were immobilized on a metal organic framework (MOF) by solvent impregnation or capillary action. The synthesized IL@MOF composite materials were characterized by FTIR, XRD, SEM and TGA methods and then applied in removal of tetracyclines (TCs) from aqueous samples. The presence of ionic liquids significantly improved the adsorption efficiency of the metal organic framework, with 82% or higher removal percentage was obtained for the three target TCs while the pristine MOFs adsorption efficiency was below 50%. This could be attributed to the ability of ILs to make complex interaction with target drugs via multiple intermolecular forces. Experimental results revealed the effects of three significant factors including pH, temperature and solid-liquid ratio, and optimum adsorption efficiency could be achieved at pH 8 and 30 °C when solid-liquid ratio = 1:2 was adopted. The adsorption kinetics was properly fitted with pseudo-second order model and Redlich-Peterson model could be used to describe the adsorption isotherm for three antibiotics; moreover, the adsorption was an endothermic and spontaneous process in nature. Finally, the adsorbed TCs could be desorbed efficiently and the performance of the IL@MOF sorbent was further verified by actual water samples.

Simultaneous determination of Brilliant Green and Crystal Violet dyes in fish and water samples with dispersive liquid-liquid micro-extraction using ionic liquid followed by zero crossing first derivative spectrophotometric analysis method

Sadeghi, Susan,Nasehi, Zohreh

, p. 134 - 142 (2018/05/22)

In this study, dispersive liquid-liquid micro-extraction using ionic liquid (IL-DLLME) combined with zero crossing first derivative spectrophotometric method was applied to quantitative determination of triphenylmethane dyes in binary mixtures. The 1-methyl-3-octylimidazolium hexafluorophosphate [OMIM][PF6] ionic liquid was used to extract Brilliant Green (BG) and Crystal Violet(CV) dyes from aqueous solutions. The amplitude of the zero crossing first derivative spectra at 670 nm and 532 nm were selected for the determination of BG and CV, respectively. Significant factors influencing the extraction of BG and CV such as sample pH, kind of extraction solvent, amount of extractant, extraction and centrifuging times and ionic strength were investigated. Under the optimal conditions, the calibration curves for the simultaneous determination of both dyes were found to be linear in the range of 10–500 μg L?1 with detection limits (LODs) of 2.7 μg L?1 and 1.4 μg L?1 for BG and CV, respectively. The relative standard deviation (RSD%) for five replicate simultaneous determinations of BG and CV were 4.7% and 1.7%, respectively. Extraction efficiencies of the BG and CV dyes in the presence of interfering ions were also investigated. Sample preparation based on the quick, easy, cheap, effective, rugged and safe (QuEChERS) extraction combined with the IL-DLLME method and zero crossing first derivative spectrophotometric detection was applied for the simultaneous analysis of BG and CV in fish and water samples with quantitative recoveries.

Ultrafast dynamics in aromatic cation based ionic liquids: A femtosecond raman-induced kerr effect spectroscopic study

Shirota, Hideaki,Kakinuma, Shohei,Takahashi, Kotaro,Tago, Akito,Jeong, Hocheon,Fujisawa, Tomotsumi

supporting information, p. 1106 - 1128 (2016/10/11)

We studied the ultrafast dynamics of 40 aromatic cation based ionic liquids (ILs) by means of femtosecond Ramaninduced Kerr effect spectroscopy. The low-frequency Kerr spectra (ca. 0.3700 cm1) of the ILs were obtained from the Kerr transients by Fourier-Transform deconvolution analysis. The low-frequency Kerr spectra in the frequency range less than 200 cm-1 coming mainly from the intermolecular vibrations for the ILs were discussed in terms of (i) anion dependence, (ii) imidazolium cations vs. pyridinium cations, (iii) alkyl group dependence, and (iv) effect of methylation in aromatic cations. Several liquid properties, such as density, viscosity, electrical conductivity, and surface tension, of the present sample ILs at 293K were also estimated in this study. We clarified that the aromatic cation based ILs show a different relation of the first moment of the low-frequency spectral band to the bulk liquid parameter, which is the square root of surface tension divided by liquid density, from aprotic molecular liquids. The slope of the first moment to the bulk parameter for the aromatic cation based ILs is gentler than that for aprotic molecular liquids.

Effect of imidazolium ionic liquids on the hydrolytic activity of lipase

Li, Na,Du, Weiyan,Huang, Zhuonan,Zhao, Wei,Wang, Shoujiang

, p. 769 - 780 (2013/07/19)

The effect of 1-alkyl-3-methylimidazolium ionic liquids (ILs) on the hydrolysis activityof Candida rugosa lipase (CRL) toward triacylglycerol was investigated. The critical micelle concentrations (CMC) of ILs with Br -, Cl-, and [BF4]- anions and the solubility of ILs with [PF6]- anions were determined in phosphate buffer. Results suggested that the content of the ILs, not kosmotropicity, highly influenced the effects of anions and cations of ILs on CRL activity. As the length of alkyl chain of the cation [CnMIM] + increased, lower IL content was required to achieve high enzyme activity. Once the concentrations of the ILs with Br-, Cl -, and [BF4]- anions exceeded the CMC value, enzyme activity was suppressed. The positive promotion effect of anions on enzyme activity was in the order of Br- Cl- [BF 4]- [PF6]-. The effect of ionic liquid on enzyme activity was highly dependent on the pH and temperature of the system, with the optimum pH being 7.000. Under optimal conditions of pH 7.000, 30 °C, and 47.6 mmol/L of [C8MIM]Br, the highest relative activity of CRL (1734%) was achieved, with a specific activity of 54.4 U/mg protein.

Microwave-assisted synthesis and spectral identification of [Rmim]PF 6 (R = p,b,c6) ionic liquids

Yongqing, Su,Yongfu, He,Cong, Li,Ping, Wang,Yun, Zhong,Limei, Liu,Fei, He

experimental part, p. 97 - 99 (2011/11/28)

By microwave irradiation, the intermediates of imidazolium ionic liquids: 1-Butyl-3-methylimidazolium bromide ([bmim]Br), 1-propyl-3-methylimidazolium bromide ([pmim]Br), 1-hexyl-3-methylimidazolium bromide ([c6mim]Br) were synthesized, respectively from 1-methylimidazole and organic bromide(1-bromobutane, 1-bromopropane, 1-bromohexane). The optimal technological conditions were obtained by the crossed experiment, i.e., 1-methylimidazole/ organic halide (in mole): 1:1.1, temperature: 80 °C, time: 20 min. The product yield was 90 % and more. Each of them reacted with HPF6 for 4 h at room temperature, respectively to get hydrophobic imidazolium ionic liquids, i.e., 1-butyl-3-methyl-imidazolium hexafluorophosphate ([bmim]PF 6), 1-propyl-3-methyl-imidazolium hexafluorophosphate ([pmim]PF 6), 1-hexane-3-methyl-imidazolium hexafluorophosphate ([c 6mim]PF6). The product yield was about 50 %. Their structures were analyzed and identified by UV-vis, IR and H' NMR spectra, respectively.

Physicochemical properties of tungstate-based room-temperature ionic liquids

Qiao, Yunxiang,Hu, Jun,Li, Huan,Hua, Li,Hu, Yu,Feng, Bo,Hou, Zhenshan

experimental part, p. F124-F129 (2011/01/09)

Tungstate-functionalized room-temperature ionic liquids (ILs), 1-alkyl-3-methylimidazolium tungstates [RMIm]2 [WO4] (R = C6H13 or C12H25), were synthesized and the IL's structure has been proved by NMR, Fourier transform IR, and elemental analysis. The physicochemical characteristics of the tungstate-based ILs have been determined by using methods of conductivity, viscosity, and cyclic voltammetry measurements, in comparison with those of the conventional ILs such as 1-hexyl-3-methylimidazolium methanesulfonate and 1-hexyl-3-methylimidazolium hexafluorophosphate. The influences of anions and the length of alkyl chain linked to the imidazolium ring on physicochemical properties of the ILs were examined in detail. All ILs owned higher conductivities and lower viscosities at higher temperatures. The strong intramolecular hydrogen bonds were found in the tungstate-based ILs. Cyclic voltammograms of the functionalized ILs illustrated that they were quite electrochemically stable. In general, the understanding of electrochemical properties of imidazolium ILs can facilitate their possible applications in electrochemistry.

Direct conversion of benzylamines to imines via atmospheric oxidation in the presence of VO(Hhpic)2 catalyst

Kodama, Shintaro,Yoshida, Jun,Nomoto, Akihiro,Ueta, Yukihiro,Yano, Shigenobu,Ueshima, Michio,Ogawa, Akiya

supporting information; experimental part, p. 2450 - 2452 (2010/07/04)

Oxovanadium complex bearing 3-hydroxypicolinic acid (H2hpic), that is, VO(Hhpic)2, successfully catalyzes a highly selective oxidation of benzylamines to the corresponding N-(benzylidene)benzylamines under atmospheric molecular oxygen. In addition, the use of imidazolium-type ionic liquids as solvent makes it possible to attain recycling of the catalyst.

A green and novel procedure for the preparation of ionic liquid

Fang, Dong,Cheng, Jian,Gong, Kai,Shi, Qun-Rong,Zhou, Xin-Li,Liu, Zu-Liang

, p. 108 - 111 (2008/09/21)

A green and novel procedure is described for the preparation of a series of ionic liquid containing alkylimidazolium-based or N-alkylpyridinium-based cations and hexafluorophosphate-based or tetrafluoroborate-based anions in one-pot solvent-free conditions to give excellent yields with shortened time.

How to predict the physical properties of ionic liquids: A volume-based approach

Slattery, John M.,Daguenet, Corinne,Dyson, Paul J.,Schubert, Thomas J. S.,Krossing, Ingo

, p. 5384 - 5388 (2008/03/15)

(Chemical Equation Presented) The molecular volume Vm (that is, the sum of the ionic volumes Vion of the constituent ions) of an ionic liquid (IL) in combination with an anion-dependent empirical relationship is all one needs to predict physical properties such as viscosity, conductivity, and density of [N(CN)2]-, [BF4]-, [PF6]-, and [N(SO2CF3) 2]- ionic liquids, including those which may as yet only exist on paper.

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