4-Hydroxy-3,5-diiodobenzaldehyde

Base Information

• Chemical Name: 4-Hydroxy-3,5-diiodobenzaldehyde
• CAS No.: 1948-40-9
• Molecular Formula: C7H4 I2 O2
• Molecular Weight: 373.917
• Hs Code.: 2913000090
• European Community (EC) Number: 217-754-3
• NSC Number: 72943
• DSSTox Substance ID: DTXSID20173129
• Nikkaji Number: J199.767J
• Wikidata: Q72467192
• Mol file: 1948-40-9.mol

Synonyms:3,5-Diiodo-4-hydroxybenzaldehyde;4-Hydroxy-3,5-diiodobenzaldehyde;1948-40-9;Benzaldehyde, 4-hydroxy-3,5-diiodo-;3,5-Diiodo4-hydroxybenzaldehyde;C7H4I2O2;EINECS 217-754-3;MFCD00014670;4-hydroxy-3,5-diiodo-benzaldehyde;NSC72943;3,5-Dijod-p-oxybenzaldehyd;NCIOpen2_008726;SCHEMBL1005116;3,5-Diiodo-4-Hydroxybenzaldhyde;DTXSID20173129;BCP33863;4-Hydroxy-3,5-diiodobenzaldehyde #;BBL023135;NSC 72943;NSC-72943;STK015966;AKOS000313088;AM84214;PS-6984;SY022938;CS-0116741;FT-0614630;H1539;EN300-345099;A813757;W-107697;Z1269228742

Chemical Property of 4-Hydroxy-3,5-diiodobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00177mmHg at 25°C
• Melting Point: 202-203°C
• Boiling Point: 284.1°C at 760 mmHg
• PKA: 4.89±0.23(Predicted)
• Flash Point: 125.6°C
• PSA: 37.30000
• Density: 2.602g/cm³
• LogP: 2.41390
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Sensitive.: Air & Light Sensitive
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• Water Solubility.: Insoluble in water. Sparingly soluble in chloroform and methanol.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 373.83007
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

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

3,5-Diiodo-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1I)O)I)C=O
• Uses: 3,5-Diiodo-4-hydroxybenzaldehyde (cas# 1948-40-9) is a compound useful in organic synthesis.

Technology Process of 4-Hydroxy-3,5-diiodobenzaldehyde

There total 15 articles about 4-Hydroxy-3,5-diiodobenzaldehyde 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: 97.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-hydroxy-3,5-diiodobenzaldehyde (1948-40-9)

Guidance literature:

With sodium periodate; sulfuric acid; iodine; potassium iodide; sodium sulfite; In water; acetic acid; at 25 ℃; for 2h; Reagent/catalyst;

DOI:10.1134/S1070428016030234

Reference yield: 92.6%

4-hydroxy-3-iodo-benzaldehyde (60032-63-5) → 4-hydroxy-3,5-diiodobenzaldehyde (1948-40-9)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; at 25 - 30 ℃; for 0.416667h; regioselective reaction;

DOI:10.1016/j.tetlet.2021.153154

Reference yield: 88.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + tetraethyl ammonium → 4-hydroxy-3,5-diiodobenzaldehyde (1948-40-9)

Guidance literature:

In chloroform; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)83135-5

upstream raw materials:

chloroform

2,6-diiodo-phenol

4-hydroxy-benzaldehyde

4-(hydroxymethyl)-2,6-diiodophenol

Downstream raw materials:

3,5-diiodo-4-hydroxybenzoic acid

4-hydroxy-3,5-diiodo-benzaldehyde-oxime

4-acetoxy-3,5-diiodo-benzaldehyde

Refernces

• 1、 Palav, Amey,Misal, Balu,Chaturbhuj, Ganesh. "NCBSI/KI: A Reagent System for Iodination of Aromatics through in Situ Generation of I-Cl". . p. 12467 - 12474. Retrieved 2021/08/24.
• 2、 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.