4-(1H-Imidazol-1-yl)benzaldehyde

Base Information

• Chemical Name: 4-(1H-Imidazol-1-yl)benzaldehyde
• CAS No.: 10040-98-9
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.186
• Hs Code.: 29332900
• European Community (EC) Number: 628-551-8
• DSSTox Substance ID: DTXSID50353058
• Nikkaji Number: J1.523.303F
• Wikidata: Q72482358
• ChEMBL ID: CHEMBL5082890
• Mol file: 10040-98-9.mol

Synonyms:4-(1H-Imidazol-1-yl)benzaldehyde;10040-98-9;4-Imidazol-1-yl-benzaldehyde;4-(1-imidazolyl)benzaldehyde;4-imidazol-1-ylbenzaldehyde;1-(4-formylphenyl)imidazole;Benzaldehyde, 4-(1H-imidazol-1-yl)-;4-(1H-Imidazol-1-yl)benzenecarbaldehyde;1-(4-Formylphenyl)-1H-imidazole;MFCD00209977;4-lmidazol-1-yl-benzaldehyde;1-(1H-Imidazol-1-yl)benzaldehyde;4-(1h-imidazol-1-yl)-benzaldehyde;4-(IMIDAZOL-1-YL)BENZALDEHYDE;SCHEMBL209879;4-(imidazole-1-yl)benzaldehyde;CHEMBL5082890;DTXSID50353058;4-(1H-imidazol 1-yl)benzaldehyde;4-(lH-imidazol-1-yl)-benzaldehyde;GEO-01579;AKOS000260158;CS-W000827;SY003052;4-(1H-Imidazol-1-yl)benzaldehyde, 98%;AM20020069;FT-0616790;I0818;EN300-11985;3T-0287;A800196;J-640092;J-800095;W-200065;Z57982054

Chemical Property of 4-(1H-Imidazol-1-yl)benzaldehyde

Chemical Property:

• Appearance/Colour: Light yellow powder
• Vapor Pressure: 4.2E-05mmHg at 25°C
• Melting Point: 153-155 °C(lit.)
• Refractive Index: 1.604
• Boiling Point: 351.1 °C at 760 mmHg
• PKA: 5.07±0.10(Predicted)
• Flash Point: 166.1 °C
• PSA: 34.89000
• Density: 1.15 g/cm³
• LogP: 1.68480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

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

4-(1H-Imidazol-1-yl)benzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)N2C=CN=C2

Technology Process of 4-(1H-Imidazol-1-yl)benzaldehyde

There total 14 articles about 4-(1H-Imidazol-1-yl)benzaldehyde 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: 98.0%

1H-imidazole (288-32-4) + p-(iodophenyl)carboxaldehyde (15164-44-0) → 1-(4-formylphenyl)-1H-imidazole (10040-98-9)

Guidance literature:

With potassium phosphate; copper(l) iodide; In N,N-dimethyl-formamide; at 35 - 40 ℃; for 40h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jo802669b

Reference yield: 94.0%

1H-imidazole (288-32-4) + 4-bromo-benzaldehyde (1122-91-4) → 1-(4-formylphenyl)-1H-imidazole (10040-98-9)

Guidance literature:

With potassium carbonate; copper(l) iodide; In N,N-dimethyl-formamide; at 110 ℃; for 24h;

DOI:10.1016/j.tet.2008.02.082

Reference yield: 94.0%

1H-imidazole (288-32-4) + 4-formylphenylboronic acid, (87199-17-5) → 1-(4-formylphenyl)-1H-imidazole (10040-98-9)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 12h;

DOI:10.1002/cctc.201600480

upstream raw materials:

1H-imidazole

4-fluorobenzaldehyde

1-(Hydroxymethyl)-4-(1H-imidazol-1-yl)benzene

2-<4-(1H-imidazol-1-yl)phenyl>-1,3-dioxolane

Downstream raw materials:

1-[trans-4-(4-diethylaminostyryl)phenyl]imidazole

methyl 3-[4-(1H-imidazol-1-yl)phenyl]acrylate

2-(4-(1H-imidazol-1-yl)phenyl)-2-(trimethylsilyloxy)acetonitrile

1-[4(1H-Imidazol-1-yl)phenyl]benzo[b]imidazo[4,5,1-jk] [1, 4]benzodiazepin-6(7H)-one

Refernces

• 1、 Rose, Clémence,Lebrun, Aurélien,Clément, Sébastien,Richeter, Sébastien. "Cofacial porphyrin dimers assembled from N-heterocyclic carbene-metal bonds". . p. 9603 - 9606. Retrieved 2018.
• 2、 Teimuri-Mofrad, Reza,Nikbakht, Roghaye,Gholamhosseini-Nazari, Mahdi. "A convenient and efficient method for the synthesis of new 2-(4-amino substituted benzilidine) indanone derivatives". . p. 7501 - 7511. Retrieved 2016.
• 3、 Meciarova, Maria,Podlesna, Janka,Toma, Stefan. "Study of SNAr reactions of halobenzenes with imidazole under ultrasonic and microwave irradiation". . p. 419 - 423. Retrieved 2004.
• 4、 Liang, Zuo-Qin,Wang, Cai-Xia,Yang, Jia-Xiang,Gao, Hong-Wen,Tian, Yu-Peng,Tao, Xu-Tang,Jiang, Min-Hua. "A highly selective colorimetric chemosensor for detecting the respective amounts of iron(II) and iron(III) ions in water". . p. 906 - 910. Retrieved 2007.
• 5、 Dengiz, Cagatay,Gündüz, Miyase G?zde,Ko?ak Aslan, Ebru,Nikodinovic-Runic, Jasmina,Skaro Bogojevic, Sanja. "Attaching azoles to Hantzsch 1,4-dihydropyridines: Synthesis, theoretical investigation of nonlinear optical properties, antimicrobial evaluation and molecular docking studies". . . Retrieved 2022.
• 6、 Ye, Jian-Heng,Bellotti, Peter,Paulisch, Tiffany O.,Daniliuc, Constantin G.,Glorius, Frank. "Visible-Light-Induced Cycloaddition of α-Ketoacylsilanes with Imines: Facile Access to β-Lactams". supporting information. p. 13671 - 13676. Retrieved 2021/05/11.