3-Tert-butyl-5-iodosalicylaldehyde

Base Information

• Chemical Name: 3-Tert-butyl-5-iodosalicylaldehyde
• CAS No.: 83816-59-5
• Molecular Formula: C11H13IO2
• Molecular Weight: 304.128
• DSSTox Substance ID: DTXSID00476241
• Nikkaji Number: J1.653.873F
• Wikidata: Q82307291
• Mol file: 83816-59-5.mol

Synonyms:83816-59-5;3-(tert-butyl)-2-hydroxy-5-iodobenzaldehyde;3-tert-butyl-5-iodosalicylaldehyde;Benzaldehyde, 3-(1,1-dimethylethyl)-2-hydroxy-5-iodo-;3-TERT-BUTYL-2-HYDROXY-5-IODOBENZALDEHYDE;YSZC113;SCHEMBL211641;DTXSID00476241;RWBVEYVFTZFSSD-UHFFFAOYSA-N;3-tert-butyl-5-iodosalicvlaldehyde;MFCD27929482;BS-52107;3-(t-butyl)-2-hydroxy-5-iodobenzaldehyde;CS-0132295;D83852

Chemical Property of 3-Tert-butyl-5-iodosalicylaldehyde

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 303.99603
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Tert-butyl-5-iodosalicylaldehyde

There total 2 articles about 3-Tert-butyl-5-iodosalicylaldehyde 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: 100.0%

3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2) → 3-tert-butyl-2-hydroxy-5-iodobenzaldehyde (83816-59-5)

Guidance literature:

With Iodine monochloride; In acetic acid; at 20 ℃; Inert atmosphere; Reflux;

DOI:10.1021/ja807221s

Reference yield:

2-tert-Butylphenol (88-18-6) → 3-tert-butyl-2-hydroxy-5-iodobenzaldehyde (83816-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tributylamine, SnCl₄ / 1.) toluene, RT, 30 min, 2.) toluene, 95 deg C, 18 h

2: ICl, glacial acetic acid / 4 h / Heating

With tributyl-amine; Iodine monochloride; tin(IV) chloride; acetic acid;

DOI:10.1021/jm00356a001

Reference yield: 90.0%

(1R,5S,7R)-7-ethynyl-1,5,7-trimethyl-3-azabicyclo[3.3.1]nonan-2-one (1236404-36-6) + 3-tert-butyl-2-hydroxy-5-iodobenzaldehyde (83816-59-5) → 3-(tert-butyl)-2-hydroxy-5-{[(1R,5S,7R)-1,5,7-trimethyl-2-oxo-3-azabicyclo[3.3.1]nonan-7-yl]ethynyl}benzaldehyde (1275038-93-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 60 ℃; for 15h;

DOI:10.1039/c0cc04636a

upstream raw materials:

3-tert-butyl-2-hydroxybenzaldehyde

2-tert-Butylphenol

Downstream raw materials:

3-tert-butyl-5-(4'-acetylsulfanylphenylethynyl)-2-hydroxybenzaldehyde

5-[2-(4-{2-[4-(acetylthio)phenyl]ethynyl}phenyl)ethynyl]-3-tert-butylsalicylaldehyde

5,5',5''-(benzene-1,3,5-triyltris(ethyne-2,1-diyl))tris(3-tert-butyl-2-hydroxybenzaldehyde)

3-tert-butyl-5-(4-hexyl-2-oxo-3-pentyl-1,2-dihydro-quinolin-7-yl)-2-hydroxy-benzaldehyde

Refernces

• 1、 Li, Yang,Zhuoma, Bairenqing,Gao, Wentao. "A Novel Synthesis of 2-Ferrocenoyl-Substituted Iodobenzofurans". . p. 764 - 768. Retrieved 2017/02/03.
• 2、 Rimkus, Andrea M.,Alt, Helmut G.. "Di- and trinuclear zirconium complexes as catalysts for ethylene polymerization". . p. 30 - 40. Retrieved 2016/08/09.