4-Hydroxy-2-iodobenzaldehyde

Base Information

• Chemical Name: 4-Hydroxy-2-iodobenzaldehyde
• CAS No.: 90151-01-2
• Molecular Formula: C7H5IO2
• Molecular Weight: 248.02
• DSSTox Substance ID: DTXSID30591719
• Wikidata: Q82485569
• Mol file: 90151-01-2.mol

Synonyms:4-Hydroxy-2-iodobenzaldehyde;90151-01-2;Benzaldehyde, 4-hydroxy-2-iodo-;2-IODO-4-HYDROXYBENZALDEHYDE;MFCD16999762;4-hydroxy-2-iodo-benzaldehyde;SCHEMBL6249495;DTXSID30591719;FSNWAMYECSEIEX-UHFFFAOYSA-N;CL9451;AKOS016002562;CS-W022190;DS-3495;MB25658;DA-01317;SY105801;A860894

Chemical Property of 4-Hydroxy-2-iodobenzaldehyde

Chemical Property:

• Melting Point: 157-160 °C
• Boiling Point: 337.564 °C at 760 mmHg
• PKA: 6.93±0.18(Predicted)
• Flash Point: 157.953 °C
• PSA: 37.30000
• Density: 2.04 g/cm³
• LogP: 1.80930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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

4-Hydroxy-2-iodobenzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)I)C=O

Technology Process of 4-Hydroxy-2-iodobenzaldehyde

There total 6 articles about 4-Hydroxy-2-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: 50.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-Iodophenol (626-02-8) → 4-hydroxy-2-iodobenzaldehyde (90151-01-2)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; for 18h; Cooling with ice; Reflux;

DOI:10.1016/j.cclet.2019.07.046

Reference yield:

4-(1,3-dimethylimidazolidin-2-yl)phenol (83521-93-1) → 4-hydroxy-2-iodobenzaldehyde (90151-01-2)

Guidance literature:

4-(1,3-dimethylimidazolidin-2-yl)phenol; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - 20 ℃; Inert atmosphere;

With 1,2-Diiodoethane; In diethyl ether; pentane; at -78 - 20 ℃; for 0.5h;

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-hydroxy-2-iodobenzaldehyde (90151-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 0.25 h / Reflux

2.1: tert.-butyl lithium / diethyl ether; pentane / -78 - 20 °C / Inert atmosphere

2.2: 0.5 h / -78 - 20 °C

With tert.-butyl lithium; In diethyl ether; toluene; pentane;

upstream raw materials:

chloroform

3-Iodophenol

Bromoform

formaldehyd

Downstream raw materials:

3-ethoxycarbonyl-7-iodocoumarin

2-iodo-4-methoxybenzoic acid

2-iodo-4-methoxybenzaldehyde

4-hydroxy-2-iodo-benzoic acid

Refernces

• 1、 Jiang, Chuankun,Li, Longchun,Jiang, Jiacheng,Hou, Lilin,Fang, Gemin,Haizhu, Yu,Meng, Xiangming. "A bright two-photon fluorescent probe for real-time monitoring autophagy in living cells". supporting information. p. 447 - 450. Retrieved 2019/08/07.