1-Dodecylimidazole

Base Information

• Chemical Name: 1-Dodecylimidazole
• CAS No.: 4303-67-7
• Deprecated CAS: 42935-06-8
• Molecular Formula: C15H28N2
• Molecular Weight: 236.401
• Hs Code.: 29332990
• European Community (EC) Number: 224-314-4
• NSC Number: 307267
• UNII: Q11NXV80S7
• DSSTox Substance ID: DTXSID9063403
• Nikkaji Number: J205.695J
• Wikidata: Q27286867
• ChEMBL ID: CHEMBL38032
• Mol file: 4303-67-7.mol

Synonyms:1-dodecylimidazole;N-dodecylimidazole

Chemical Property of 1-Dodecylimidazole

Chemical Property:

• Appearance/Colour: Clourless liquid
• Vapor Pressure: 3.58E-05mmHg at 25°C
• Melting Point: 69.5-70.5 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.495
• Boiling Point: 364.2 °C at 760 mmHg
• PKA: 7.08±0.10(Predicted)
• Flash Point: 174.1 °C
• PSA: 17.82000
• Density: 0.9 g/cm³
• LogP: 4.80400
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 236.225248902
• Heavy Atom Count: 17
• Complexity: 159

Purity/Quality:

99.9% ^*data from raw suppliers

N-Dodecylimidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCN1C=CN=C1
• Uses: A N-alkylated derivative of imidazole as antibacterial agent.

Technology Process of 1-Dodecylimidazole

There total 14 articles about 1-Dodecylimidazole 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: 94.0%

1H-imidazole (288-32-4) + dodecyl mesylate (51323-71-8) → 1-dodecylimidazole (4303-67-7)

Guidance literature:

1H-imidazole; With sodium hydride; In N,N-dimethyl-formamide;

dodecyl mesylate; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1039/b916766h

Reference yield: 92.0%

1H-imidazole (288-32-4) + 1-dodecylbromide (143-15-7) → 1-dodecylimidazole (4303-67-7)

Guidance literature:

With potassium hydroxide; In acetone; for 8h; Reflux;

DOI:10.1134/S1070428013090091

Reference yield: 85.0%

1H-imidazole (288-32-4) + 1-chlorododecane (112-52-7) → 1-dodecylimidazole (4303-67-7)

Guidance literature:

With sodium hydroxide; tetraethylammonium bromide; In benzene; for 72h; Heating;

DOI:10.1016/0223-5234(90)90009-R

upstream raw materials:

1H-imidazole

1-chlorododecane

1-dodecylbromide

benzene

Downstream raw materials:

1-(5-((1,5-bis((benzyloxy)carbonyl)pyrrolidin-3-yl)oxy)-5-oxopentyl)-3-dodecyl-1H-imidazol-3-ium bromide

(4-chlorophenyl)(1-dodecyl-1H-imidazol-2-yl)methanol

3-dodecyl-1-{4-[4-(5-octylpyrimidin-2-yl)phenoxy]butyl}imidazolium bromide

3-dodecyl-1-{4-[4-(5-decylpyrimidin-2-yl)phenoxy]butyl}imidazolium bromide

Refernces

• 1、 Kapitanov,Belousova,Shumeiko,Kostrikin,Prokop'Eva,Popov. "Supernucleophilic systems based on functionalized surfactants in the decomposition of 4-nitrophenyl esters derived from phosphorus and sulfur acids: I. Reactivity of a hydroxyimino derivative of gemini imidazolium surfactant". . p. 1291 - 1299. Retrieved 2013.
• 2、 Maugh II,Bruice. "-". . p. 6584,6587. Retrieved 1971.
• 3、 Wu, Jianghao,Jiang, Pingping,Leng, Yan,Ye, Yuanyuan,Qin, Xiaojie. "Synthesis of dicationic alkyl imidazolium peroxopolyoxotungsten-based phase transfer catalyst and its catalytic activity for olefin epoxidation". . p. 2236 - 2244. Retrieved 2013.
• 4、 Lee, Minjae,Niu, Zhenbin,Schoonover, Daniel V.,Slebodnick, Carla,Gibson, Harry W.. "1,2-Bis[N-(N′-alkylimidazolium)]ethane salts as new guests for crown ethers and cryptands". . p. 7077 - 7082. Retrieved 2010.
• 5、 Wang, Zhike,Ge, Honglian,Wang, Xueyuan,Ye, Cunling,Fan, Shunli. "Mono and co-immobilization of imidazolium ionic liquids on silica: Effects of the substituted groups on the adsorption behavior of 2,4-dinitrophenol". . p. 32425 - 32434. Retrieved 2019.
• 6、 Semenyuta, Ivan V.,Trush, Maria M.,Kovalishyn, Vasyl V.,Rogalsky, Sergiy P.,Hodyna, Diana M.,Karpov, Pavel,Xia, Zhonghua,Tetko, Igor V.,Metelytsia, Larisa O.. "Structure-activity relationship modeling and experimental validation of the imidazolium and pyridinium based ionic liquids as potential antibacterials of mdr acinetobacter baumannii and staphylococcus aureus". . p. 1 - 15. Retrieved 2021/01/14.
• 7、 Dutta, Apurba,Damarla, Krishnaiah,Kumar, Arvind,Saikia, Prakash J.,Sarma, Diganta. "Gemini basic ionic liquid as bi-functional catalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones at room temperature". supporting information. . Retrieved 2020/01/08.