Phenol, 2-(1H-benzimidazol-2-yl)-

Base Information

• Chemical Name: Phenol, 2-(1H-benzimidazol-2-yl)-
• CAS No.: 2963-66-8
• Deprecated CAS: 890093-04-6
• Molecular Formula: C13H10N2O
• Molecular Weight: 210.235
• European Community (EC) Number: 626-869-1
• NSC Number: 32819
• DSSTox Substance ID: DTXSID7062746
• Nikkaji Number: J721.223B,J308.144C
• Wikidata: Q81990240
• ChEMBL ID: CHEMBL203360
• Mol file: 2963-66-8.mol

Synonyms:2-(2'-hydroxyphenyl)benzimidazole

Chemical Property of Phenol, 2-(1H-benzimidazol-2-yl)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 239-243 °C
• Refractive Index: 1.726
• Boiling Point: 444.174 °C at 760 mmHg
• PKA: 9.23(at 25℃)
• Flash Point: 222.429 °C
• PSA: 48.91000
• Density: 1.289 g/cm³
• LogP: 2.93550
• Solubility.: Solubility Insoluble in water; soluble in ethanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.079312947
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(2-Hydroxyphenyl)-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC3=CC=CC=C3N2)O
• Uses: 2-(2-Hydroxyphenyl)-1H-benzimidazole is a chemical reagent used in pharmaceutical syntheses. Used in the synthesis of selective inhibitors of PI3Kα against human tumor cell lines.

Technology Process of Phenol, 2-(1H-benzimidazol-2-yl)-

There total 56 articles about Phenol, 2-(1H-benzimidazol-2-yl)- 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: 99.0%

salicylaldehyde (90-02-8) + 1,2-diamino-benzene (95-54-5) → 2-(2'-Hydroxyphenyl)benzimidazole (2963-66-8)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In acetonitrile; at 20 ℃; for 0.666667h;

DOI:10.1055/s-2007-965878

Reference yield: 95.1%

N,N'-bis(salicylidene)-o-phenylenediamine (3946-91-6) → 2-(2'-Hydroxyphenyl)benzimidazole (2963-66-8)

Guidance literature:

N,N'-bis(salicylidene)-o-phenylenediamine; With acetic acid; In chloroform; water; at 20 ℃; for 0.5h; Green chemistry;

With manganese(II) acetate; In chloroform; water; Green chemistry;

Reference yield: 95.0%

salicylic alcohol (90-01-7) + 1,2-diamino-benzene (95-54-5) → 2-(2'-Hydroxyphenyl)benzimidazole (2963-66-8)

Guidance literature:

With copper acetylacetonate; In dimethyl sulfoxide; at 20 ℃; for 6h;

upstream raw materials:

salicylic acid-(2-nitro-anilide)

salicylaldehyde

1,2-diamino-benzene

salicylamide

Downstream raw materials:

2-(2-Butoxy-phenyl)-1H-benzoimidazole

2-(2-Octyloxy-phenyl)-1H-benzoimidazole

2-(2-Dodecyloxy-phenyl)-1H-benzoimidazole

2-(2-ethoxy-phenyl)-1-ethyl-1H-benzoimidazole

Refernces

• 1、 Odame, Felix,Krause, Jason,Hosten, Eric C.,Betz, Richard,Lobb, Kevin,Tshentu, Zenixole R.,Frost, Carminita L.. "Synthesis, characterization and DPPH scavenging activity of some benzimidazole derivatives". . p. 271 - 284. Retrieved 2018.
• 2、 Pla-Dalmau, Anna. "2-(2'-Hydroxyphenyl)benzothiazoles, -benzoxazoles, and -benzimidazoles for Plastic Scintillation Applications". . p. 5468 - 5473. Retrieved 1995.
• 3、 Kaur, Navneet,Dhaka, Gargi,Singh, Jasvinder. "Simple naked-eye ratiometric and colorimetric receptor for anions based on azo dye featuring with benzimidazole unit". . p. 1162 - 1165. Retrieved 2015.
• 4、 Hernández-Morales, Andrea,Rivera, José María,López-Monteon, Aracely,Lagunes-Castro, Soledad,Castillo-Blum, Silvia,Cure?o-Hernández, Karla,Flores-Parra, Angelina,Villase?or-Granados, Osvaldo,Colorado-Peralta, Raúl. "Complexes containing benzimidazolyl-phenol ligands and Ln(III) ions: Synthesis, spectroscopic studies and preliminary cytotoxicity evaluation". . . Retrieved 2019.
• 5、 Jiang, Min,Li, Jun,Huo, Yong-Qian,Xi, Yun,Yan, Jun-Feng,Zhang, Feng-Xing. "Synthesis, thermoanalysis, and thermal kinetic thermogravimetric analysis of transition metal Co(II), Ni(II), Cu(II), and Zn(II) complexes with 2-(2-Hydroxyphenyl)benzimidazole (HL)". . p. 1185 - 1190. Retrieved 2011.
• 6、 Yadav,Kumar,Purkait,Olasunkanmi,Bahadur,Ebenso. "Electrochemical, thermodynamic and quantum chemical studies of synthesized benzimidazole derivatives as corrosion inhibitors for N80 steel in hydrochloric acid". . p. 122 - 138. Retrieved 2016.
• 7、 Haghverdi, Marzieh,Tadjarodi, Azadeh,Bahri-Laleh, Naeimeh,Haghighi, Mehdi Nekoomanesh. "Preparation, characterization, DFT calculations and ethylene oligomerization studies of iron(II) complexes bearing 2-(1H-benzimidazol-2-yl)-phenol derivatives". . p. 1180 - 1192. Retrieved 2018.
• 8、 Brahman, Dhiraj,Chhetri, Sailesh,Kamath, Amarjit,McArdle, Patrick,Sinha, Biswajit. "[Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)]: Synthesis, crystal structure, catalytic activity and DFT study". . . Retrieved 2021/09/04.
• 9、 Kalhor, Mehdi,Zarnegar, Zohre. "1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles". . p. 519 - 540. Retrieved 2021/12/03.