4-Hydroxy-4'-iodobiphenyl

Base Information

• Chemical Name: 4-Hydroxy-4'-iodobiphenyl
• CAS No.: 29558-78-9
• Molecular Formula: C12H9IO
• Molecular Weight: 296.107
• Hs Code.: 2907199090
• DSSTox Substance ID: DTXSID80366398
• Nikkaji Number: J891.204A
• Wikidata: Q82151598
• Mol file: 29558-78-9.mol

Synonyms:4-hydroxy-4'-iodobiphenyl;HIOP compound

Chemical Property of 4-Hydroxy-4'-iodobiphenyl

Chemical Property:

• Melting Point: 117-119 °C
• Boiling Point: 367.1 °C at 760 mmHg
• PKA: 9.65±0.26(Predicted)
• Flash Point: 175.8 °C
• PSA: 20.23000
• Density: 1.689 g/cm³
• LogP: 3.66380
• Storage Temp.: 2-8°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 295.96981
• Heavy Atom Count: 14
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-4’-iodobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21-36/37/38-65
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)I)O
• Uses: 4-Hydroxy-4’-iodobiphenyl is a useful antifouling agent.

Technology Process of 4-Hydroxy-4'-iodobiphenyl

There total 11 articles about 4-Hydroxy-4'-iodobiphenyl 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: 84.0%

4-iodo-4’-methoxy-1,1’-biphenyl (126971-87-7) → 4-hydroxy-4'-iodobiphenyl (29558-78-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/anie.200702136

Reference yield: 58.0%

4-fluoro-4'-iodo-1,1'-biphenyl (10540-37-1) → 4-hydroxy-4'-iodobiphenyl (29558-78-9)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; water; silver trifluoromethanesulfonate; In tetrahydrofuran; at 150 ℃; for 24h; Glovebox; Inert atmosphere;

DOI:10.1002/anie.202106440

Reference yield: 24.0%

C24H16IS2(1+)*BF4(1-) → 4-hydroxy-4'-iodobiphenyl (29558-78-9)

Guidance literature:

With 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl; In N,N-dimethyl-formamide; at 20 ℃; for 10h; Inert atmosphere; Sealed tube; UV-irradiation;

DOI:10.1039/d1cc07057f

upstream raw materials:

4-amino-4'-hydroxybiphenyl

4-iodo-4'-aminobiphenyl

acetic acid-(4'-iodo-biphenyl-4-yl ester)

benzoic acid-(4'-iodo-biphenyl-4-yl ester)

Downstream raw materials:

4-(4-n-octylphenyl)-phenol

[4'-iodo-1,1'-biphenyl]-4-yl-1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylate

3-(1-adamantyl)-4'-iodobiphenyl-4-ol

Refernces

• 1、 Kang, Qi-Kai,Li, Ke,Li, Yuntong,Lin, Yunzhi,Shi, Hang,Xu, Lun. "Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides". supporting information. p. 20391 - 20399. Retrieved 2021/08/13.