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1-Butyl-3-methylimidazolium hydrogen car, also known as BMIM-HC, is a room temperature ionic liquid (RTIL) that features the hydrogen cation (H+) and the carboxylate anion (C2H6O2). As a colorless, water-soluble liquid, it has emerged as a promising green solvent candidate due to its low volatility and thermal stability. BMIM-HC's unique properties have positioned it for a variety of applications, including catalysis, electrochemistry, and organic synthesis, while also showing potential as an alternative electrolyte for lithium-ion batteries and a substitute for volatile organic solvents in industrial processes, highlighting its versatility and eco-friendliness.

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  • 366491-15-8 Structure
  • Basic information

    1. Product Name: 1-Butyl-3-methylimidazolium hydrogen car
    2. Synonyms: 1-Butyl-3-methylimidazolium hydrogen car;1-Butyl-3-methylimidazolium bicarbonate;1-Butyl-3-methylimidazolium hydrogen carbonate solution;3-Butyl-1-methylimidazolium bicarbonate
    3. CAS NO:366491-15-8
    4. Molecular Formula: CHO3*C8H15N2
    5. Molecular Weight: 200.2349
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 366491-15-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: 57 °C
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 1-Butyl-3-methylimidazolium hydrogen car(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1-Butyl-3-methylimidazolium hydrogen car(366491-15-8)
    11. EPA Substance Registry System: 1-Butyl-3-methylimidazolium hydrogen car(366491-15-8)
  • Safety Data

    1. Hazard Codes: T
    2. Statements: 20/21/22-36/37/38-39/23/24/25-23/24/25
    3. Safety Statements: 26-36/37-45
    4. RIDADR: UN 1987 3/PG 3
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 366491-15-8(Hazardous Substances Data)

366491-15-8 Usage

Uses

Used in Catalysis:
1-Butyl-3-methylimidazolium hydrogen car is used as a catalyst or solvent in catalytic processes for its ability to facilitate chemical reactions with improved efficiency and selectivity.
Used in Electrochemistry:
BMIM-HC is used as an electrolyte in electrochemical applications, such as in lithium-ion batteries, due to its stability and conductivity, which can enhance the performance and safety of these energy storage systems.
Used in Organic Synthesis:
1-Butyl-3-methylimidazolium hydrogen car is used as a solvent in organic synthesis for its capacity to dissolve a wide range of organic compounds and its potential to improve reaction yields and product purities.
Used in Industrial Processes:
BMIM-HC is used as a green alternative to volatile organic solvents in various industrial processes, reducing environmental impact and improving worker safety.
Used in the Development of Alternative Electrolytes:
1-Butyl-3-methylimidazolium hydrogen car is used in the research and development of new electrolytes for lithium-ion batteries, aiming to increase energy density, cycle life, and safety of these batteries.

Check Digit Verification of cas no

The CAS Registry Mumber 366491-15-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,6,6,4,9 and 1 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 366491-15:
(8*3)+(7*6)+(6*6)+(5*4)+(4*9)+(3*1)+(2*1)+(1*5)=168
168 % 10 = 8
So 366491-15-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H15N2.CH2O3/c1-3-4-5-10-7-6-9(2)8-10;2-1-4-3/h6-8H,3-5H2,1-2H3;1,3H/q+1;/p-1

366491-15-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-butyl-3-methylimidazol-3-ium,hydrogen carbonate

1.2 Other means of identification

Product number -
Other names butyl based methyl imidazolium hydrogen carbonate

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:366491-15-8 SDS

366491-15-8Relevant articles and documents

Direct Synthesis of Dimethyl Carbonate from Carbon Dioxide and Methanol at Room Temperature Using Imidazolium Hydrogen Carbonate Ionic Liquid as a Recyclable Catalyst and Dehydrant

Zhao, Tianxiang,Hu, Xingbang,Wu, Dongsheng,Li, Rui,Yang, Guoqiang,Wu, Youting

, p. 2046 - 2052 (2017)

The direct synthesis of dimethyl carbonate (DMC) from CO2 and CH3OH was achieved at room temperature with 74 % CH3OH conversion in the presence of an imidazolium hydrogen carbonate ionic liquid ([CnCmIm][HCO3]). Experimental and theoretical results reveal that [CnCmIm][HCO3] can transform quickly into a CO2 adduct, which serves as an effective catalyst and dehydrant. Its dehydration ability is reversible. The energy barrier of the rate-determining step for the DMC synthesis is only 21.7 kcal mol?1. The ionic liquid can be reused easily without a significant loss of its catalytic and dehydrating ability.

Metal-free imidazolium hydrogen carbonate ionic liquids as bifunctional catalysts for the one-pot synthesis of cyclic carbonates from olefins and CO2

Liu, Jia,Yang, Guoqiang,Liu, Ying,Wu, Dongsheng,Hu, Xingbang,Zhang, Zhibing

supporting information, p. 3834 - 3838 (2019/07/31)

A direct route for the synthesis of cyclic carbonates from olefins and CO2 has been achieved by using imidazolium hydrogen carbonate ionic liquids ([CnCmIm][HCO3]) as bifunctional catalysts in the absence of a solvent. [CnCmIm][HCO3] can convert into a carbene-CO2 adduct spontaneously. The HCO3- anion and carbene-CO2 can serve as catalysts for olefin epoxidation and CO2 cycloaddition, respectively, which obviously simplifies the synthesis of cyclic carbonates. The reaction proceeds quite well under mild conditions. This cheap and simple method can be applied to various olefins with good to excellent yields of cyclic carbonates. The catalyst can be easily recycled at least four times without significantly losing its catalytic activity.

Preparation method of antibacterial veterinary medicine quinocetone

-

Paragraph 0012, (2017/08/29)

The invention provides a preparation method of quinocetone which is a national first class new veterinary medicine initiated internationally and has antibacterial, diarrhea-stopping and growth-promoting effects. The preparation method comprises the following steps: adding alkaline ionic liquid into a reactor, adding benzofurazan and benzylidene acetylacetone, stirring, conducting reaction at room temperature, and performing aftertreatment on the reaction liquid after the reaction to obtain the quinocetone. The method is short in process step, mild in reaction condition, short in reaction time, high in efficiency, high in product yield and high in product purity; meanwhile, the alkaline ionic liquid provided by the invention is in a liquid state at room temperature, has high dissolubility on the raw materials and can serve as a catalyst and a reaction solvent of a reaction system, so that environmental pollution caused by an organic solvent is avoided and large-scale production is facilitated.

Preparation method of 3,4,5-trimethoxy-3',4'-dimethoxy chalcone

-

Paragraph 0013, (2017/07/20)

The invention provides a preparation method of 3,4,5-trimethoxy-3',4'-dimethoxy chalcone. 3,4-dimethoxyacetophenone and 3,4,5-trimethoxy benzaldehyde are dissolved into strongly basic ionic liquid; room-temperature stirring is performed; after the reaction is completed, still standing is performed on the reaction liquid; filtering, water washing and drying are performed to obtain the 3,4,5-trimethoxy-3',4'-dimethoxy chalcone. The preparation method has the advantages that the reaction conditions are mild; the requirements on the reaction equipment are low; the reaction cost is reduced; the pollution of an organic solvent on the environment is effectively avoided; the large-scale production is convenient; the yield and the purity of the product obtained by the method are high; the reaction efficiency is greatly improved.

BMIm HCO3: an ionic liquid with carboxylating properties. Synthesis of carbamate esters from amines

Di Nicola,Arcadi,Rossi

supporting information, p. 9895 - 9898 (2016/12/07)

1-Butyl-3-methylimidazolium hydrogen carbonate (BMIm HCO3) was used as an ionic liquid with carboxylating properties able to convert, in the presence of an alkyl halide, amines into the corresponding carbamate esters. Moderate to good yields of

Method for preparing fructosazine by utilizing chitin-based biomass

-

Paragraph 0044; 0045; 0047; 0048, (2016/10/07)

The invention relates to a method for preparing fructosazine by utilizing chitin-based biomass. The method comprises the following steps: adding a dry chitin-based biomass raw material, an imidazolium ionic liquid solution and an additive to dimethyl sulfoxide to obtain a mixture; uniformly mixing the obtained mixture to perform a reaction, wherein the mass ratio of the imidazolium ionic liquid to the chitin-based biomass raw material is 1: (2-100), and the mass ratio of the added chitin-based biomass raw material to an oxidant is 1: (1-50) to obtain an intermediate product; adding a crystallization solvent to the intermediate product, wherein the volume ratio of the intermediate product to the solvent is 1: 1 to 1: 10; completely dissolving the product; removing undissolved impurities to obtain a filter liquor; carrying out rotary evaporation concentration on the filter liquor; standing; and recrystallizing to prepare the final product. The method has the advantages of wide raw material resources, no pollution, simple preparation and high product purity.

Estimation and structural effect on physicochemical properties of alkylimidazolium-based ionic liquids with different anions

Zhang, Qingguo,Lan, Yalin,Liu, Hongwei,Zhang, Xinyuan,Zhang, Xuelei,Wei, Ying

, p. 2002 - 2012 (2016/07/06)

Ten kinds of alkylimidazolium-based aprotic ionic liquids (AILs) with hydrogen carbonate, dihydrogen phosphate, and hydrogen sulfate anions were prepared, and methods of elemental analysis, infrared spectroscopy, and proton nuclear magnetic resonance were employed to characterize the ILs, respectively. Properties such as electrical conductivity, density, dynamic viscosity, surface tension, were measured and correlated with thermodynamic and empirical equations over various temperature ranges under ambient conditions. Some significant thermodynamic parameters of the ILs were estimated. The trends of changing with temperature for the dynamic viscosity and the electrical conductivity were described by the Vogel-Fulcher-Tamman equation. The activation energies of dynamic viscosity and electrical conductivity were also calculated. Further, the structures and the energetics of the ILs ions were obtained through combining density functional theory calculations and the COSMO-RS methodology. The structural effects of ion variation on the properties of the ILs were studied.

Method for preparing deoxyfructosazine through chitin biomass

-

Paragraph 0044; 0047, (2017/01/26)

A method for preparing deoxyfructosazine through chitin biomass comprises the following steps: uniformly mixing a dry chitin biomass raw material, an imidazole ionic liquid solution and an additive in a dimethyl sulfoxide reaction medium for reaction to obtain an intermediate product; adding a crystal solvent in the intermediate product to completely dissolve the product, performing hot filtration to remove insoluble impurities, performing rotary evaporation concentration on a filtrate, and performing recrystallization to obtain the product, namely the deoxyfructosazine. The method has the advantages that the raw material source is wide, pollution is avoided, the preparation is simple, and the product purity is high.

Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon dioxide

Girard, Anne-Lise,Simon, Nathalia,Zanatta, Marcileia,Marmitt, Sandro,Goncalves, Paulo,Dupont, Jairton

, p. 2815 - 2825 (2014/05/06)

A series of imidazolium-based ionic liquids (ILs) were synthesised and used as single component and metal-free homogeneous catalysts to convert a renewable, inexpensive and non-toxic CO2 feedstock into useful products. The cycloaddition of carbon dioxide to epoxides to produce cyclic carbonate was evaluated. A detailed investigation was carried out on a variety of factors that affected the reactivity and selectivity, such as the catalyst structures (nature of cation and anion). The effect of reaction parameters (temperature, reaction time, CO2 uptake and catalyst amount) on the catalytic performance was also investigated in detail. High conversions and selectivities could be achieved under mild pressure condition (5 bar) using 1-n-butyl-3-methylimidazolium bromide. A synergetic effect of the acidic and basic sites as well as suitable hydrogen-bonding strength is considered crucial for the reaction to proceed smoothly. This protocol was found to be applicable to a disubstituted epoxide. Furthermore, the straightforward synthesis of cyclic carbonates by direct oxidative carboxylation from olefins was achieved using only 1-n-butyl-3-methylimidazolium bromide as a catalyst. the Partner Organisations 2014.

Ascorbic acid based ionic liquids: Recyclable and efficient catalytic systems for the huisgen cycloaddition

Koguchi, Shinichi,Nakamura, Kaori

, p. 2305 - 2309 (2013/11/06)

A new method for the Huisgen cycloaddition using an ascorbic acid based ionic liquid and a copper catalyst in an ionic liquid, under microwave irradiation, is described. The reaction times are short and a simple procedure for separation of the products is

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