4-(4-Hydroxyphenyl)benzaldehyde

Base Information

• Chemical Name: 4-(4-Hydroxyphenyl)benzaldehyde
• CAS No.: 100980-82-3
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID10374729
• Nikkaji Number: J867.116H
• Wikidata: Q72483376
• Mol file: 100980-82-3.mol

Synonyms:100980-82-3;4-(4-hydroxyphenyl)benzaldehyde;4-(4-Formylphenyl)phenol;4'-hydroxy-[1,1'-biphenyl]-4-carbaldehyde;4'-Hydroxy-biphenyl-4-carbaldehyde;4'-hydroxybiphenyl-4-carbaldehyde;4'-hydroxy biphenyl-4-carbaldehyde;[1,1'-Biphenyl]-4-carboxaldehyde, 4'-hydroxy-;4'-Hydroxy-biphenyl-4-carboxaldehyde;4'-hydroxy[1,1'-biphenyl]-4-carbaldehyde;4'-Hydroxy(1,1'-biphenyl)-4-carboxaldehyde;4'-hydroxy[1,1'-biphenyl]-4-carboxaldehyde;p-oxyphenylbenzaldehyde;SCHEMBL4445918;DTXSID10374729;LUWJPGMZEAYDBA-UHFFFAOYSA-N;4'-hydroxybiphenyl-4-carboxaldehyde;MFCD00804656;AKOS004113750;NCGC00374011-01;BS-19075;4'-hydroxy-[1,1'biphenyl]-4-carbaldehyde;AM20020076;BB 0222603;CS-0147257;FT-0752852;D83040;A800308

Chemical Property of 4-(4-Hydroxyphenyl)benzaldehyde

Chemical Property:

• Melting Point: 158-161℃
• Boiling Point: 401.6 °C at 760 mmHg
• PKA: 9.57±0.26(Predicted)
• Flash Point: 171.5 °C
• PSA: 37.30000
• Density: 1.202 g/cm³
• LogP: 2.87170
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Formylphenyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C2=CC=C(C=C2)O
• Uses: 4-(4-Formylphenyl)phenol acts as a reagent in the discovery of nonpeptide inhibitors of stromelysin using structure activity relationship by NMR, preparation of nitroimidazole heterocyclic compound and it’s application for treating tuberculosis.

Technology Process of 4-(4-Hydroxyphenyl)benzaldehyde

There total 13 articles about 4-(4-Hydroxyphenyl)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: 100.0%

4'-(tert-butyl-dimethyl-silanyloxy)-biphenyl-4-carbaldehyde (716344-19-3) → 4’-hydroxy-[1,1‘-biphenyl]-4-carbaldehyde (100980-82-3)

Guidance literature:

With potassium fluoride; hydrogen bromide; In DMF (N,N-dimethyl-formamide); water; at 20 ℃; for 2.5h;

Reference yield: 94.0%

4-bromo-phenol (106-41-2) + 4-formylphenylboronic acid, (87199-17-5) → 4’-hydroxy-[1,1‘-biphenyl]-4-carbaldehyde (100980-82-3)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 40 ℃; for 0.166667h; Reagent/catalyst; Temperature; Solvent; Time; Catalytic behavior;

DOI:10.1016/S1872-2067(15)61021-X

Reference yield: 90.0%

(p-hydroxyphenyl)boronic acid (71597-85-8) + 4-bromo-benzaldehyde (1122-91-4) → 4’-hydroxy-[1,1‘-biphenyl]-4-carbaldehyde (100980-82-3)

Guidance literature:

With Pd(L-proline)₂; potassium carbonate; In water; for 4h; Time; Sealed tube; Reflux;

DOI:10.1002/aoc.3129

upstream raw materials:

2-(4-chlorophenyl)-1,3-dioxolane

4-bromo-phenol

4-formylphenylboronic acid,

4'-(tert-butyl-dimethyl-silanyloxy)-biphenyl-4-carbaldehyde

Downstream raw materials:

4’-(4-(trifluoromethyl)cyclohexyloxy)biphenyl-4-carbaldehyde

4’-(4-(trifluoromethyl)cyclohexyloxy)biphenyl-4-carboxylic acid

(S)-1-(4’-(4-(trifluoromethyl)cyclohexyloxy)biphenylcarbonyl)pyrrolidine-3-carboxylic acid

Refernces

• 1、 Panchal, Urvi,Modi, Krunal,Panchal, Manthan,Mehta, Viren,Jain, Vinod K.. "Catalytic activity of recyclable resorcinarene-protected antibacterial Pd nanoparticles in C-C coupling reactions". . p. 250 - 257. Retrieved 2016.
• 2、 Revell, Jefferson D.,Ganesan. "Ionic Liquid Acceleration of Solid-Phase Suzuki-Miyaura Cross-Coupling Reactions". . p. 3071 - 3073. Retrieved 2002.
• 3、 Hu, Rui,Li, Xinmin,Ren, Changyue,Yuan, Zeli,Zhang, Hang,Zhang, Tingting. "A one-pot protocol for the fluorosulfonation and Suzuki coupling of phenols and bromophenols, streamlined access to biaryls and terphenyls". supporting information. p. 4748 - 4753. Retrieved 2020/08/17.