1-Methylbenzimidazole

Base Information

• Chemical Name: 1-Methylbenzimidazole
• CAS No.: 1632-83-3
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 29339980
• NSC Number: 42115
• UNII: 12LW89N19Y
• DSSTox Substance ID: DTXSID90167530
• Nikkaji Number: J324.896H
• Wikidata: Q27251417
• ChEMBL ID: CHEMBL345855
• Mol file: 1632-83-3.mol

Synonyms:1-methylbenzimidazole;1632-83-3;1H-Benzimidazole, 1-methyl-;1-Methyl-1H-benzimidazole;1-methyl-1H-benzo[d]imidazole;1-methyl-1H-1,3-benzodiazole;1-methyl benzimidazole;1-methyl-benzimidazole;UNII-12LW89N19Y;12LW89N19Y;MFCD00192275;NSC-42115;NSC42115;n-methylbenzimidazole;1 -methylbenzimidazole;SCHEMBL5399;1-Methylbenzimidazole, 99%;1-MethylbenZimidaZole, 98%;nsc 42115;CHEMBL345855;DTXSID90167530;HMS1763B14;AKOS001063880;CS-W011088;AC-24249;AS-19274;SY042696;FT-0633720;M2173;EN300-16094;F10497;A810463;J-010028;Q27251417;Z53833303

Chemical Property of 1-Methylbenzimidazole

Chemical Property:

• Vapor Pressure: 0.0164mmHg at 25°C
• Melting Point: 59-62 °C
• Refractive Index: 1.609
• Boiling Point: 255.375 °C at 760 mmHg
• PKA: 5.40±0.10(Predicted)
• Flash Point: 108.248 °C
• PSA: 17.82000
• Density: 1.113 g/cm³
• LogP: 1.57330
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in methanol.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

1-Methylbenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=NC2=CC=CC=C21
• Uses: 1-Methylbenzimidazole is the suitable reagent used as electrolyte additive for the dye-sensitized solar cells and solid-state dye-sensitized solar cells.

Technology Process of 1-Methylbenzimidazole

There total 113 articles about 1-Methylbenzimidazole 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: 80.0%

4-methoxy-benzylamine (2393-23-9) + N-methyl-1,2-phenylenediamine (4760-34-3) → 1-Methylbenzimidazole (1632-83-3) + 1-methyl-2-(4-methoxyphenyl)-1H-benzimidazole (2620-82-8)

Guidance literature:

With C₈H₇NO₃; copper(ll) bromide; In methanol; at 45 ℃; for 24h; Green chemistry;

DOI:10.1002/ejoc.201501520

Reference yield: 78.0%

4-(1,1-dimethylethyl)-benzenemethanamine (39895-55-1) + N-methyl-1,2-phenylenediamine (4760-34-3) → 1-Methylbenzimidazole (1632-83-3) + 2-(4-(tert-butyl)phenyl)-1-methyl-1H-benzo[d]imidazole (1437793-93-5)

Guidance literature:

With C₈H₇NO₃; copper(ll) bromide; In methanol; at 45 ℃; for 24h; Green chemistry;

DOI:10.1002/ejoc.201501520

Reference yield: 77.0%

N-methyl-1,2-phenylenediamine (4760-34-3) + para-methylbenzylamine (104-84-7) → 1-Methylbenzimidazole (1632-83-3) + 1-methyl-2-p-tolyl-1H-benzoimidazole (2620-78-2)

Guidance literature:

With C₈H₇NO₃; copper(ll) bromide; In methanol; at 45 ℃; for 24h; Green chemistry;

DOI:10.1002/ejoc.201501520

upstream raw materials:

1,3,5-Triazine

N-methyl-1,2-phenylenediamine

benzoimidazole

potassium methyl sulfate

Downstream raw materials:

1-methyl-1H-benzo[d]imidazole-2-carboxylic acid

1-Methyl-3-<1,3 dimethyl-2.4,6-trioxo-hexahydro-pyrimidin-5-yl>-benzimidazolium-betain

1-benzyl-3-methyl-1H-benzimidazol-3-ium iodide

formic acid-[2-(2,4-dinitro-anilino)-N-methyl-anilide]

Refernces

• 1、 Buncel, Erwin,Joly, Helen A.,Jones, John R.. "Proton transfer from imidazole, benzimidazole, and their 1-alkyl derivatives. FMO analysis of the effect of methyl and benzo substitution". . p. 1240 - 1245. Retrieved 1986.
• 2、 Saif, Muhammad Jawwad,Flower, Kevin R.. "A general method for the preparation of N-heterocyclic carbene-silver(I) complexes in water". . p. 113 - 118. Retrieved 2013.
• 3、 Denisov,Usatykh,Gorbunov,Maiorova,Glushkov. "N-heterocyclic carbenes: VIII. Benzimidazolium diterpene salts with an oxo group in substituent". . p. 705 - 710. Retrieved 2014.
• 4、 Seconi, Giancarlo,Eaborn, Colin. "Cleavages of 1-Methyl-2-trimethylsilylbenzimidazole and 2-Trimethylsilylbenzothiazole in Methanol and Related Media". . p. 1051 - 1056. Retrieved 1981.
• 5、 Kondo, Yasuhiko,Izawa, Shingo,Kusabayashi, Shigekazu. "Menschutkin Reactions of N-Methylimidazole and of N-Methylbenzimidazole with Methyl Iodide in Acetonitrile-Methanol. Family-dependent and Family-independent Properties". . p. 1925 - 1928. Retrieved 1988.
• 6、 Kunieda,Witkop. "-". . p. 3981. Retrieved 1970.
• 7、 Zhu, Jianhua,Zhang, Zhenbei,Miao, Chengxia,Liu, Wei,Sun, Wei. "Synthesis of benzimidazoles from o-phenylenediamines and DMF derivatives in the presence of PhSiH3". . p. 3458 - 3462. Retrieved 2017.
• 8、 Kikugawa, Yasuo. "A Facile N-Alkylation of Imidazoles and Benzimidazoles". . p. 124 - 125. Retrieved 1981.
• 9、 Eremeeva, G. I.,Akulin, Yu. I.,Timofeeva, T. N.,Strelets, B. Kh.,Efros, L. S.. "BENZIMIDAZOLES FROM QUATERNARY AND BISQUATERNARY SALTS OF 2,1,3-BENZOSELENODIAZOLE". . p. 870. Retrieved 1982.
• 10、 Chalana, Ashish,Karri, Ramesh,Kumar Jha, Kunal,Kumar Rai, Rakesh,Kumar, Binayak,Roy, Gouriprasanna. "Interplay of the intermolecular and intramolecular interactions in stabilizing the thione-based copper(I) complexes and their significance in protecting the biomolecules against metal-mediated oxidative damage". supporting information. . Retrieved 2022/01/26.