1-Allyl-3-methylimidazolium chloride

Base Information

• Chemical Name: 1-Allyl-3-methylimidazolium chloride
• CAS No.: 65039-10-3
• Molecular Formula: C7H11N2.Cl
• Molecular Weight: 158.631
• Hs Code.: 29332900
• European Community (EC) Number: 629-635-7
• DSSTox Substance ID: DTXSID3047928
• ChEMBL ID: CHEMBL3182257
• Mol file: 65039-10-3.mol

Synonyms:AMIMCl;ascotricin B

Chemical Property of 1-Allyl-3-methylimidazolium chloride

Chemical Property:

• Melting Point: 55℃
• Refractive Index: 1.540 (50℃)
• PSA: 8.81000
• LogP: -2.49740
• Storage Temp.: ?20°C
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 158.0610761
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99.0% ^*data from raw suppliers

1-Allyl-3-methylimidazolium Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[N+]1=CN(C=C1)CC=C.[Cl-]
• Uses: 1-Allyl-3-methylimidazolium chloride is used as an ionic liquid as well as nonderivatizing solvent for cellulose. It acts as a plasticizer for cornstarch and finds application as a solid biopolymer electrolyte. Further, it plays an important role in the preparation of reducing sugar.

Technology Process of 1-Allyl-3-methylimidazolium chloride

There total 3 articles about 1-Allyl-3-methylimidazolium chloride 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) + 3-chloroprop-1-ene (107-05-1) → 1-allyl-3-methylimidazolium chloride (65039-10-3)

Guidance literature:

In neat liquid; at 55 ℃; for 18h; Reflux; Inert atmosphere;

DOI:10.1039/c3gc41273c

Reference yield: 91.0%

1-methyl-1H-imidazole (616-47-7) + allyl bromide (106-95-6) → 1-allyl-3-methylimidazolium chloride (65039-10-3)

Guidance literature:

In acetonitrile; Schlenk technique;

DOI:10.1016/j.ica.2018.10.017

Reference yield:

3-methylimidazole + 3-chloroprop-1-ene (107-05-1) → 1-allyl-3-methylimidazolium chloride (65039-10-3)

Guidance literature:

Inert atmosphere;

DOI:10.1021/jf071692e

upstream raw materials:

1-methyl-1H-imidazole

3-chloroprop-1-ene

allyl bromide

Downstream raw materials:

1-methyl-1H-imidazole

1-methyl-3-(2-propenyl)-2(3H)-imidazolethione

1-allyl-3-methylimidazolium dicyanamide

1-allyl-3-methylimidazol-3-ium N-bis(trifluoromethanesulfonyl)imidate

Refernces

• 1、 Shi, Jincai,Yang, Yan,Wang, Ningning,Song, Zhanxin,Gao, Haiyan,Xia, Yongmei,Li, Wei,Wang, Haijun. "Catalytic conversion of fructose and sucrose to 5-hydroxymethylfurfural using simple ionic liquid/DMF binary reaction media". . p. 89 - 92. Retrieved 2013.
• 2、 Casarano, Romeu,El Seoud, Omar A.. "Successful application of an ionic liquid carrying the fluoride counter-ion in biomacromolecular chemistry: Microwave-Assisted acylation of cellulose in the presence of 1-allyl-3-methylimidazolium fluoride/DMSO mixtures". . p. 191 - 202. Retrieved 2013.
• 3、 Hu, Xiaomei,Xiao, Yibo,Niu, Kun,Zhao, Yang,Zhang, Bixian,Hu, Baozhong. "Functional ionic liquids for hydrolysis of lignocellulose". . p. 172 - 176. Retrieved 2013.
• 4、 Zhang, Yajuan,Xu, Airong,Lu, Benlian,Li, Zhiyong,Wang, Jianji. "Dissolution of cellulose in 1-allyl-3-methylimizodalium carboxylates at room temperature: A structure-property relationship study". . p. 666 - 672. Retrieved 2015.
• 5、 Liu, De-Tao,Xia, Kun-Feng,Cai, Wei-Hua,Yang, Ren-Dang,Wang, Li-Qin,Wang, Bin. "Investigations about dissolution of cellulose in the 1-allyl-3- alkylimidazolium chloride ionic liquids". . p. 1058 - 1064. Retrieved 2012.
• 6、 Zajac, Adrian,Szpecht, Andrea,Szymanska, Anna,Zielinski, Dawid,Stolarska, Olga,Smiglak, Marcin,Maciejewski, Hieronim. "Synthesis and characterization of nitrogen-based ionic liquids bearing allyl groups and examples of their application". . p. 12274 - 12288. Retrieved 2020/07/30.
• 7、 Nirmala, Muthukumaran,Murugan, Kaliyappan,Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy,Bertani, Roberta,Malecki, Jan Grzegorz. "Olefin-tethered organoruthenium carbene complexes: Synthesis, X-ray structure and catalytic insights on hydrogenation of esters". . p. 55 - 62. Retrieved 2018/10/25.