2'-Hydroxy-[1,1'-biphenyl]-4-carbaldehyde

Base Information

• Chemical Name: 2'-Hydroxy-[1,1'-biphenyl]-4-carbaldehyde
• CAS No.: 400744-38-9
• Molecular Formula: C13H10 O2
• Molecular Weight: 198.22
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID10401948
• Nikkaji Number: J2.659.131G
• Wikidata: Q82205272
• Mol file: 400744-38-9.mol

Synonyms:400744-38-9;2'-Hydroxy-[1,1'-biphenyl]-4-carbaldehyde;2-(4-FORMYLPHENYL)PHENOL;4-(2-hydroxyphenyl)benzaldehyde;2'-Hydroxy-biphenyl-4-carboxaldehyde;SCHEMBL10588201;DTXSID10401948;MFCD06801753;AKOS004113781;AB92580;BS-28248;2'-Hydroxy-1,1'-biphenyl-4-carbaldehyde;2'-hydroxy[1,1'-biphenyl]-4-carbaldehyde;BB 0222605;CS-0209483

Chemical Property of 2'-Hydroxy-[1,1'-biphenyl]-4-carbaldehyde

Chemical Property:

• PSA: 37.30000
• LogP: 2.87170
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99%min ^*data from raw suppliers

2-(4-Formylphenyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2'-Hydroxy-[1,1'-biphenyl]-4-carbaldehyde

There total 2 articles about 2'-Hydroxy-[1,1'-biphenyl]-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: 90.0%

2-hydroxyphenyl boronic acid (89466-08-0) + 4-bromo-benzaldehyde (1122-91-4) → 2'-hydroxy-[1,1'-biphenyl]-4-carbaldehyde (400744-38-9)

Guidance literature:

With C₂₂H₃₂Cl₂N₄Pd; potassium carbonate; In methanol; water; at 20 ℃; for 6h;

DOI:10.1002/adsc.200800356

Reference yield:

2-hydroxybromobenzene (95-56-7) + 4-formylphenylboronic acid, (87199-17-5) → 2'-hydroxy-[1,1'-biphenyl]-4-carbaldehyde (400744-38-9)

Guidance literature:

With palladium diacetate; diisopropylamine; In water; at 100 ℃;

DOI:10.1002/anie.201304295

Reference yield: 70.0%

2'-hydroxy-[1,1'-biphenyl]-4-carbaldehyde (400744-38-9) + p-methoxyphenyl (9-amino-3,5,9-trideoxy-5-glycolamido-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside (1072896-39-9) → p-methoxyphenyl (3,5,9-trideoxy-5-glycolamido-9-(2'-hydroxy-4-biphenyl)-methylamino-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside (1072896-74-2)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol; for 24h; Inert atmosphere;

DOI:10.1021/jm8000696

upstream raw materials:

2-hydroxyphenyl boronic acid

4-bromo-benzaldehyde

2-hydroxybromobenzene

4-formylphenylboronic acid,

Downstream raw materials:

p-methoxyphenyl (3,5,9-trideoxy-5-glycolamido-9-(2'-hydroxy-4-biphenyl)-methylamino-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside

Refernces

• 1、 Li, Fuwei,Hor, T. S. Andy. "Benzimidazolium-pyrazole-palladium(II) complexes: New and efficient catalysts for Suzuki, Heck and Sonogashira reactions". experimental part. p. 2391 - 2400. Retrieved 2009/10/08.