2,3,5-Trichloro-4-iodopyridine

Base Information

• Chemical Name: 2,3,5-Trichloro-4-iodopyridine
• CAS No.: 406676-23-1
• Molecular Formula: C5H Cl3 I N
• Molecular Weight: 308.33
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID70573776
• Nikkaji Number: J1.662.519A
• Wikidata: Q82462596
• Mol file: 406676-23-1.mol

Synonyms:2,3,5-Trichloro-4-iodopyridine;406676-23-1;4-Iodo-2,3,5-trichloropyridine;MFCD11044389;SCHEMBL3896277;AMY8042;DTXSID70573776;GEO-03662;AKOS005072352;ED-0728;SY286771;CS-0332396;G14749;J-506885

Chemical Property of 2,3,5-Trichloro-4-iodopyridine

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 121-122°
• Refractive Index: 1.661
• Boiling Point: 305.018°C at 760 mmHg
• PKA: -3.49±0.10(Predicted)
• Flash Point: 138.27°C
• PSA: 12.89000
• Density: 2.193g/cm³
• LogP: 3.64640
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 306.82193
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

4-Iodo-2,3,5-trichloropyridine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C(=C(C(=N1)Cl)Cl)I)Cl

Technology Process of 2,3,5-Trichloro-4-iodopyridine

There total 1 articles about 2,3,5-Trichloro-4-iodopyridine 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: 89.0%

2,3,5-trichloropyridine (16063-70-0) → 2,3,5-trichloro-4-iodopyridine (406676-23-1)

Guidance literature:

With iodine; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -75 ℃;

DOI:10.1002/1099-0690(200112)2001:23<4533::AID-EJOC4533>3.0.CO;2-1

Reference yield:

2,3,5-trichloro-4-iodopyridine (406676-23-1) → 2,3,5-trichloro-4,6-bis(3,5-dimethylphenyl)pyridine

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran / 2 h / -100 °C / Schlenk technique; Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: potassium phosphate; palladium diacetate; tricyclohexylphosphine / toluene; water; butan-1-ol / 19 h / 100 °C / Inert atmosphere; Sealed tube

With 2,2,6,6-tetramethyl-piperidine; potassium phosphate; n-butyllithium; palladium diacetate; tricyclohexylphosphine; In tetrahydrofuran; water; toluene; butan-1-ol; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1002/ejoc.201701718

Reference yield:

2,3,5-trichloro-4-iodopyridine (406676-23-1) → 4-bromo-2,3,5-trichloro-6-(3-nitrophenyl)pyridine

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran / 2 h / -100 °C / Schlenk technique; Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / toluene; water; ethanol / 100 °C / Inert atmosphere; Sealed tube

With 2,2,6,6-tetramethyl-piperidine; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; In tetrahydrofuran; ethanol; water; toluene; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1002/ejoc.201701718

upstream raw materials:

2,3,5-trichloropyridine

Downstream raw materials:

3,5,6-trichloropicolinic acid

2,3,5-trichloro-4,6-bis(4-(trifluoromethyl)phenyl)pyridine

Refernces

• 1、 Bobbio, Carla,Schlosser, Manfred. "Regiochemical flexibility: The optional functionalization of 2,3,5-trihalopyridines at the 4- or 6-position". . p. 4533 - 4536. Retrieved 2007/10/03.