2-Phenyl-1H-imidazole-4-carbaldehyde

Base Information

• Chemical Name: 2-Phenyl-1H-imidazole-4-carbaldehyde
• CAS No.: 68282-47-3
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.186
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID10393450
• Nikkaji Number: J2.407.006I
• Wikidata: Q72501967
• Mol file: 68282-47-3.mol

Synonyms:2-Phenyl-1H-imidazole-4-carbaldehyde;68282-47-3;2-phenyl-1H-imidazole-5-carbaldehyde;2-phenyl-4-formylimidazole;1H-Imidazole-4-carboxaldehyde, 2-phenyl-;4-Formyl-2-phenyl-1H-imidazole;4-formyl-2-phenylimidazole;SCHEMBL474098;DTXSID10393450;2-Penyl-4-imidazolecarboxaldehyde;LFKJFIOTRHYONM-UHFFFAOYSA-N;2-Phenyl-4-imidazolecarboxaldehyde;AMY10261;BCP32489;MFCD00173729;MFCD00233378;AKOS005072101;AB05027;CB-0736;SY064834;CS-0112940;FT-0613307;EN300-85546;2-phenyl-1H-imidazole-4-carbaldehyde, AldrichCPR;A867082;J-510245;Z1162445657

Chemical Property of 2-Phenyl-1H-imidazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 3.17E-07mmHg at 25°C
• Melting Point: 167-169 ºC
• Refractive Index: 1.646
• Boiling Point: 418.9 °C at 760 mmHg
• PKA: 11.23±0.10(Predicted)
• Flash Point: 208.7 °C
• PSA: 45.75000
• Density: 1.248 g/cm³
• LogP: 1.88920
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 178

Purity/Quality:

98%min ^*data from raw suppliers

2-Phenyl-1H-imidazole-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R21/22:Harmful in contact with skin and if swallowed.
• Hazard Codes: Xn:Harmful
• Statements: 21/22-36
• Safety Statements: 22-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(N2)C=O

Technology Process of 2-Phenyl-1H-imidazole-4-carbaldehyde

There total 8 articles about 2-Phenyl-1H-imidazole-4-carbaldehyde 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: 87.3%

N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide (1449431-44-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-phenyl-1H-imidazole-4(5)-carboxaldehyde (68282-47-3)

Guidance literature:

N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - -50 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 0 - 25 ℃; for 2h;

DOI:10.1016/j.ejmech.2015.12.013

Reference yield: 76.0%

(2-phenyl-1H-imidazol-4-yl)-methanol (43002-54-6) → 2-phenyl-1H-imidazole-4-carbaldehyde (68282-47-3)

Guidance literature:

With manganese dioxide; In tetrahydrofuran;

Reference yield: 41.0%

5-hydroxymethyl-2-phenyl-1H-imidazole (43002-54-6) → 2-phenyl-1H-imidazole-4(5)-carboxaldehyde (68282-47-3)

Guidance literature:

With nitric acid; Ambient temperature;

DOI:10.1021/jm00149a029

upstream raw materials:

5-hydroxymethyl-2-phenyl-1H-imidazole

2-Phenylimidazole

benzaldehyde

N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide

Downstream raw materials:

1-methyl-γ-oxo-2-phenyl-1H-imidazole-5-butanenitrile

1-methyl-γ-oxo-2-phenyl-1H-imidazole-4-butanenitrile

4,5-dihydro-6-(1-methyl-2-phenyl-1H-imidazol-4-yl)-3(2H)-pyridazinone

4,5-dihydro-6-(1-methyl-2-phenyl-1H-imidazol-5-yl)-3(2H)-pyridazinone

Refernces

• 1、 Guo, Jing,Zhao, Fan,Yin, Wenbo,Zhu, Mingyue,Hao, Chenzhou,Pang, Yu,Wu, Tianxiao,Wang, Jian,Zhao, Dongmei,Li, Haitao,Cheng, Maosheng. "Design, synthesis, structure-activity relationships study and X-ray crystallography of 3-substituted-indolin-2-one-5-carboxamide derivatives as PAK4 inhibitors". . p. 197 - 209. Retrieved 2018/06/12.
• 2、 Parik,Chlupaty. "New chiral and achiral imines and bisimines derived from 2-phenyl-1h-imidazole-4-carbaldehyde. Synthesis, structural studies and complexation stability constants". . p. 695 - 701. Retrieved 2014/06/10.