(5-Fluoro-2-iodophenyl)methanol

Base Information

• Chemical Name: (5-Fluoro-2-iodophenyl)methanol
• CAS No.: 877264-43-2
• Molecular Formula: C7H6FIO
• Molecular Weight: 252.027
• Hs Code.: 2906290090
• European Community (EC) Number: 920-478-2
• DSSTox Substance ID: DTXSID80468902
• Wikidata: Q82296382
• Mol file: 877264-43-2.mol

Synonyms:(5-Fluoro-2-iodophenyl)methanol;877264-43-2;5-FLUORO-2-IODOBENZYL ALCOHOL;MFCD12031763;SCHEMBL15273625;DTXSID80468902;AKOS005215745;DS-1802;SY104998;CS-0037691;EN300-3539257;A862441

Chemical Property of (5-Fluoro-2-iodophenyl)methanol

Chemical Property:

• PSA: 20.23000
• LogP: 1.92260
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 251.94474
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoro-2-iodobenzyl alcohol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)CO)I

Technology Process of (5-Fluoro-2-iodophenyl)methanol

There total 4 articles about (5-Fluoro-2-iodophenyl)methanol 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%

→ (5-fluoro-2-iodophenyl)methanol (877264-43-2)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 97.0%

5-fluoro-2-iodobenzoic acid (52548-63-7) → (5-fluoro-2-iodophenyl)methanol (877264-43-2)

Guidance literature:

With silver trifluoroacetate; dimethyl sulfide borane; In tetrahydrofuran; for 2.5h; Inert atmosphere; Cooling with ice; Reflux;

DOI:10.1002/adsc.201500431

Reference yield:

2-amino-5-fluoro-benzoic acid methyl ester (319-24-4) → (5-fluoro-2-iodophenyl)methanol (877264-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / acetonitrile / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 2.5 h / -78 °C / Inert atmosphere

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In toluene; acetonitrile;

DOI:10.1021/acs.orglett.8b02128

upstream raw materials:

5-fluoro-2-iodobenzoic acid

2-amino-5-fluorobenzoic acid

2-amino-5-fluoro-benzoic acid methyl ester

Downstream raw materials:

2-(bromomethyl)-4-fluoro-1-iodobenzene

Refernces

• 1、 -. "MACROCYCLIC COMPOUNDS USEFUL AS CHITINASE INHIBITORS". Paragraph 0128; 0165-0166; 169. . Retrieved 2021/07/29.
• 2、 Steeds, Hannah G.,Knowles, Jonathan P.,Yu, Wai L.,Richardson, Jeffery,Cooper, Katie G.,Booker-Milburn, Kevin I.. "Rapid Access to Azabicyclo[3.3.1]nonanes by a Tandem Diverted Tsuji–Trost Process". supporting information. p. 14330 - 14334. Retrieved 2020/10/12.