4-Hydroxy-3-iodobenzaldehyde

Base Information

• Chemical Name: 4-Hydroxy-3-iodobenzaldehyde
• CAS No.: 60032-63-5
• Molecular Formula: C7H5 I O2
• Molecular Weight: 248.02
• DSSTox Substance ID: DTXSID40359529
• Nikkaji Number: J323.510F
• Wikidata: Q72483644
• Mol file: 60032-63-5.mol

Synonyms:4-hydroxy-3-iodobenzaldehyde;60032-63-5;3-iodo-4-hydroxybenzaldehyde;4-hydroxy-3-iodo-benzaldehyde;MFCD00016983;4-Formyl-2-iodophenol;4-Hydro-3-iodobenzaldehyde;Benzaldehyde, 4-hydroxy-3-iodo-;SCHEMBL151496;DTXSID40359529;KNQVIRRXVOTGGT-UHFFFAOYSA-N;AMY28172;CK2087;STK049445;AKOS000313197;CS-W020692;DS-3910;MB00259;SY082945;BB 0217658;FT-0618637;10.14272/KNQVIRRXVOTGGT-UHFFFAOYSA-N;A832579;doi:10.14272/KNQVIRRXVOTGGT-UHFFFAOYSA-N;1-(Phenylmethyl)-2-azetidinecarboxylicacidethylester;A1-07414

Chemical Property of 4-Hydroxy-3-iodobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00881mmHg at 25°C
• Melting Point: 128-130°C
• Boiling Point: 257.8°C at 760 mmHg
• PKA: 6.33±0.18(Predicted)
• Flash Point: 109.7°C
• PSA: 37.30000
• Density: 2.039g/cm³
• LogP: 1.80930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 247.93343
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99%, ^*data from raw suppliers

3-Iodo-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=O)I)O
• Uses: 3-Iodo-4-hydroxybenzaldehyde (cas# 60032-63-5) is a compound useful in organic synthesis.

Technology Process of 4-Hydroxy-3-iodobenzaldehyde

There total 9 articles about 4-Hydroxy-3-iodobenzaldehyde 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%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-hydroxy-3-iodo-benzaldehyde (60032-63-5)

Guidance literature:

With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichloroiodate; at 20 ℃; for 0.3h;

DOI:10.1080/00304940209355787

Reference yield: 89.0%

3-iodo-4-methoxybenzaldehyde (2314-37-6) → 4-hydroxy-3-iodo-benzaldehyde (60032-63-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -70 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1258140

Reference yield: 32.0%

4-Hydroxymethyl-2-iodo-cyclohexa-2,5-dienone → 2-iodocyclohexa-2,5-diene-1,4-dione (3958-83-6) + 4-hydroxy-3-iodo-benzaldehyde (60032-63-5) + 5-Iodo-1-oxa-spiro[2.5]octa-4,7-dien-6-one

Guidance literature:

With sodium bismuthate; In water; acetic acid; ethyl acetate; for 1.33333h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(97)01665-1

upstream raw materials:

formaldehyd

2-Iodophenol

chloroform

4-hydroxy-benzaldehyde

Downstream raw materials:

3-iodo-4-(methoxymethoxy)benzaldehyde

4-(benzoyloxy)-3-iodobenzaldehyde

2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-carbaldehyde

4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-benzaldehyde

Refernces

• 1、 Hussain, Anwar,Sarkar, Akash Mamon,Sereda, Grigoriy,Zefirov, Nikolai. "Solvent-Free and Liquid-Phase Iodination of Thiophene Derivatives with Potassium Dichloroiodate Monohydrate". . p. 1140 - 1146. Retrieved 2020/04/01.
• 2、 Mistry, Anish,Knighton, Richard C.,Forshaw, Sam,Dualeh, Zakaria,Parker, Jeremy S.,Wills, Martin. "Synthesis and cycloaddition reactions of strained alkynes derived from 2,2′-dihydroxy-1,1′-biaryls". supporting information. p. 8965 - 8975. Retrieved 2018/12/10.