1-Hexyl-3-methylimidazolium bromide

Base Information

• Chemical Name: 1-Hexyl-3-methylimidazolium bromide
• CAS No.: 85100-78-3
• Molecular Formula: C10H19BrN2
• Molecular Weight: 247.178
• Hs Code.: 29332900
• DSSTox Substance ID: DTXSID8047925
• ChEMBL ID: CHEMBL3188437
• Mol file: 85100-78-3.mol

Synonyms:1H-Imidazolium,1-hexyl-3-methyl-, bromide (9CI);1-Hexyl-3-methyl-1H-imidazolium bromide;1-Hexyl-3-methylimidazolium bromide;1-hexyl-3-methyl-imidazol-3-ium bromide;1-hexyl-3-methyl-imidazolium bromide;1H-imidazolium, 1-hexyl-3-methyl-, bromide (1:1);

Chemical Property of 1-Hexyl-3-methylimidazolium bromide

Chemical Property:

• Appearance/Colour: clear yellow to yellow-brown viscous liquid
• Melting Point: -54.9 °C
• Refractive Index: 1.532-1.534
• Boiling Point: 395 °C (6 mmHg)
• PSA: 8.81000
• Density: 1.23
• LogP: -1.10310
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 246.07316
• Heavy Atom Count: 13
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

1-Hexyl-3-methylimidazolium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCN1C=C[N+](=C1)C.[Br-]
• Uses: 1-Hexyl-3-methylimidazolium bromide is a compound that is produced as part of industrial processes, then released into the environment. 1-Hexyl-3-methylimidazolium bromide is toxic to freshwater algae, plankton and other aquatic organisms. 1-Hexyl-3-methylimidazolium bromide also possesses some antimicrobial activity.

Technology Process of 1-Hexyl-3-methylimidazolium bromide

There total 4 articles about 1-Hexyl-3-methylimidazolium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-methyl-1H-imidazole (616-47-7) + 1-bromo-hexane (111-25-1) → 1-hexyl-3-methyl-1-imidazolium bromide (85100-78-3)

Guidance literature:

at 140 ℃; Continuous flow; neat (no solvent);

DOI:10.1021/op900069a

Reference yield: 87.0%

1-bromo-hexane (111-25-1) + imidazolyl sodium (5587-42-8) → 1-hexyl-3-methyl-1-imidazolium bromide (85100-78-3)

Guidance literature:

In N,N-dimethyl-formamide; at 79.9 ℃; for 6h; sealed ampoule;

Reference yield:

methyl bromide (74-83-9) + 1-hexylimidazole (33529-01-0) → 1-hexyl-3-methyl-1-imidazolium bromide (85100-78-3)

Guidance literature:

In diethyl ether; for 1h; Heating;

upstream raw materials:

1-bromo-hexane

imidazolyl sodium

methyl bromide

1-hexylimidazole

Downstream raw materials:

1-hexyl-3-methylimidazolium tetrafluoroborate

1-bromo-hexane

1-hexyl-3-methylimidazolium bis-(trifluoromethanesulfonyl)amide

1-hexyl-3-methylimidazol-1-ium chloride

Refernces

• 1、 Greeson, Kevin T.,Hall, Nicolas G.,Redeker, Neil D.,Marcischak, Jacob C.,Gilmore, Laina V.,Boatz, Jerry A.,Le, Tammy C.,Alston, Jeffrey R.,Guenthner, Andrew J.,Ghiassi, Kamran B.. "Synthesis and properties of symmetrical N,N′-bis(alkyl)imidazolium bromotrichloroferrate(III) paramagnetic, room temperature ionic liquids with high short-term thermal stability". . p. 701 - 710. Retrieved 2018.
• 2、 Schleicher, Jay C.,Scurto, Aaron M.. "Kinetics and solvent effects in the synthesis of ionic liquids: Imidazolium". . p. 694 - 703. Retrieved 2009.
• 3、 Perez, Ser John Lynon P.,Arco, Susan D.. "Solvent-free sonochemical synthesis and antifungal activity of 1-alkyl-3-methylimidazolium bromide [RMIM]Br ionic liquids". . p. 935 - 939. Retrieved 2014.
• 4、 Sadeghi, Susan,Moghaddam, Ali Zeraatkar. "Chromium speciation using task specific ionic liquid/aqueous phase biphasic system combined with flame atomic absorption spectrometry". . p. 798 - 804. Retrieved 2016.
• 5、 Fitchett, Brian D.,Conboy, John C.. "Structure of the room-temperature ionic liquid/SiO2 interface studied by sum-frequency vibrational spectroscopy". . p. 20255 - 20262. Retrieved 2004.
• 6、 Perez, Ser John Lynon P.,Atayde, Eduardo C.,Arco, Susan D.. "Synthesis and biological evaluation of some novel 1-alkyl-3-methylimidazolium carboxylate ionic liquids as potential antifungal agents". . p. 1270 - 1277. Retrieved 2020.
• 7、 Lunstroot, Kyra,Driesen, Kris,Nockemann, Peter,Viau, Lydie,Mutin, P. Hubert,Vioux, Andre,Binnemans, Koen. "Ionic liquid as plasticizer for europium(iii)-doped luminescent poly(methyl methacrylate) films". . p. 1879 - 1885. Retrieved 2010.
• 8、 Fang, Da-Wei,Wang, Han,Yue, Shuang,Xiong, Ying,Yang, Jia-Zhen,Zang, Shu-Liang. "Physicochemical properties of air and water stable rhenium ionic liquids". . p. 2513 - 2519. Retrieved 2012.
• 9、 Shekaari, Hemayat,Zafarani-Moattar, Mohammed Taghi,Mirheydari, Seyyedeh Narjes. "Thermodynamic study of aspirin in the presence of ionic liquid, 1-hexyl-3-methylimidazolium bromide in acetonitrile at T = (288.15 to 318.15) K". . p. 138 - 148. Retrieved 2015.
• 10、 Mehrdad, Abbas,Taghizadeh, Mohammad Taghi,Niknam, Zahra. "Interaction between polyethylene oxide and ionic liquid 1-hexyl-3-methyl-imidazolium bromide: Spectroscopic and viscometric methods". . p. 12 - 17. Retrieved 2016.