2,6-Diiodohydroquinone

Base Information

• Chemical Name: 2,6-Diiodohydroquinone
• CAS No.: 1955-21-1
• Molecular Formula: C6H4 I2 O2
• Molecular Weight: 361.906
• Hs Code.: 2908199090
• European Community (EC) Number: 217-791-5
• DSSTox Substance ID: DTXSID2062086
• Nikkaji Number: J49.296E
• Wikidata: Q81989839
• Mol file: 1955-21-1.mol

Synonyms:2,6-Diiodohydroquinone;1955-21-1;2,6-Diiodoquinol;1,4-Benzenediol, 2,6-diiodo-;2,6-diiodobenzene-1,4-diol;2 6-DIIODOHYDROQUINONE;Hydroquinone, 2,6-diiodo-;2,6-Diiodo-1,4-benzenediol;BRN 2209260;EINECS 217-791-5;3-06-00-04441 (Beilstein Handbook Reference);3,5-Diiodobenzoquinone;SCHEMBL71182;DTXSID2062086;2,6-Diiodo-1,4-benzenediol #;LS-77294;FT-0633936

Chemical Property of 2,6-Diiodohydroquinone

Chemical Property:

• Vapor Pressure: 0.000372mmHg at 25°C
• Melting Point: 144.5°C
• Boiling Point: 308.5°Cat760mmHg
• Flash Point: 140.4°C
• PSA: 40.46000
• Density: 2.774g/cm³
• LogP: 2.30700
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 361.83007
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99%, ^*data from raw suppliers

2,6-Diiodobenzene-1,4-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1I)O)I)O
• Uses: 2,6-Diiodobenzene-1,4-diol is a metabolite of the antithyroid compound, Diacetyl-2,6-diiodoohydroquinone.

Technology Process of 2,6-Diiodohydroquinone

There total 7 articles about 2,6-Diiodohydroquinone 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:

2,6-diiodo-p-benzoquinone (20389-01-9) → 2,6-diiodohydroquinone (1955-21-1)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 2,6-diiodohydroquinone (1955-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: aqueous acetic acid; ICl / 95 °C

2: tin; acetic acid / anschliessendes Behandeln mit CrO₃ in wss. H₂SO₄

3: SO₂; water

With tin; sulfur dioxide; water; Iodine monochloride; acetic acid;

DOI:10.1577/1548-8659(2000)129<0194:GPSAOO>2.0.CO;2

Reference yield:

2,6-diiodo-4-nitrophenol (305-85-1) → 2,6-diiodohydroquinone (1955-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tin; acetic acid / anschliessendes Behandeln mit CrO₃ in wss. H₂SO₄

2: SO₂; water

With tin; sulfur dioxide; water; acetic acid;

DOI:10.1577/1548-8659(2000)129<0194:GPSAOO>2.0.CO;2

upstream raw materials:

2,6-diiodo-p-benzoquinone

water

4-nitro-phenol

2,6-diiodo-4-nitrophenol

Downstream raw materials:

3-Methyl-but-2-enoic acid 4-hydroxy-2,6-diiodo-3-(3-methyl-but-2-enoyl)-phenyl ester

2',6'-diiodohydroquinone bis(3,3-dimethylacrylate)

1,3-diiodo-2,5-dimethoxybenzene