2-Iodo-1,4-benzoquinone

Base Information

• Chemical Name: 2-Iodo-1,4-benzoquinone
• CAS No.: 3958-83-6
• Molecular Formula: C6H3IO2
• Molecular Weight: 233.993
• Hs Code.: 2914700090
• Mol file: 3958-83-6.mol

Synonyms:Jod-[1,4]benzochinon;p-Benzoquinone,2-iodo;2-iodoquinone;FFJVYLVTPMHYQP-UHFFFAOYSA;2-iodo-1,4-benzoquinone;Monoiodoquinone;iodo-[1,4]benzoquinone;

Chemical Property of 2-Iodo-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 0.0231mmHg at 25°C
• Boiling Point: 249.3°C at 760 mmHg
• Flash Point: 104.6°C
• PSA: 34.14000
• Density: 2.12g/cm³
• LogP: 1.01330

Purity/Quality:

95% ^*data from raw suppliers

2-Iodo-1,4-benzoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Iodo-1,4-benzoquinone

There total 9 articles about 2-Iodo-1,4-benzoquinone 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: 73.0%

p-hydroxy-o-iodoaniline (66416-73-7) → 2-iodocyclohexa-2,5-diene-1,4-dione (3958-83-6)

Guidance literature:

With potassium dichromate; sulfuric acid; for 0.25h;

DOI:10.1021/np020415t

Reference yield: 71.0%

1-iodo-2,4-dimethoxybenzene (25245-35-6) → 2-iodocyclohexa-2,5-diene-1,4-dione (3958-83-6)

Guidance literature:

With ammonium cerium (IV) nitrate; In dichloromethane; water; for 0.5h;

DOI:10.1021/acs.orglett.9b04266

Reference yield: 32.0%

4-Hydroxymethyl-2-iodo-cyclohexa-2,5-dienone → 2-iodocyclohexa-2,5-diene-1,4-dione (3958-83-6) + 4-hydroxy-3-iodo-benzaldehyde (60032-63-5) + 5-Iodo-1-oxa-spiro[2.5]octa-4,7-dien-6-one

Guidance literature:

With sodium bismuthate; In water; acetic acid; ethyl acetate; for 1.33333h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(97)01665-1

upstream raw materials:

p-hydroxy-o-iodoaniline

4-amino-2-iodophenol

2-Iodophenol

3-iodo-4-nitroso-phenol

Downstream raw materials:

[4-benzoquinonyl-2,6-diisopropylphenyl]bis(2,4,6-triisopropylphenyl)phosphine

2-phenoxy-1,4-benzoquinone

2-phenylamino-1,4-benzoquinone

2-phenyl-1,4-benzoquinone

Refernces

• 1、 Wood, James M.,Satam, Nishikant S.,Almeida, Renata G.,Cristani, Vinicius S.,de Lima, Dênis P.,Dantas-Pereira, Luiza,Salom?o, Kelly,Menna-Barreto, Rubem F.S.,Namboothiri, Irishi N.N.,Bower, John F.,da Silva Júnior, Eufranio N.. "Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2?+?2?+?2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi". . . Retrieved 2020/06/23.
• 2、 Smith, Leverett R.,Mahoney, Noreen,Molyneux, Russell J.. "Synthesis and structure - Phytotoxicity relationships of acetylenic phenols and chromene metabolites, and their analogues, from the grapevine pathogen Eutypa lata". . p. 169 - 176. Retrieved 2007/10/03.