6-Iodo-2,3-dihydro-1,4-benzodioxine

Base Information

• Chemical Name: 6-Iodo-2,3-dihydro-1,4-benzodioxine
• CAS No.: 57744-67-9
• Molecular Formula: C8H7 I O2
• Molecular Weight: 262.047
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40379868
• Nikkaji Number: J726.626J
• Wikidata: Q82169885
• Mol file: 57744-67-9.mol

Synonyms:57744-67-9;6-iodo-2,3-dihydro-1,4-benzodioxine;6-Iodo-2,3-dihydrobenzo[b][1,4]dioxine;3,4-Ethylenedioxyiodobenzene;6-iodobenzodioxane;6-Iodo-1,4-benzodioxane;SCHEMBL10341;1-iodo-3,4-ethylenedioxybenzene;DTXSID40379868;HZTMYTXWFHBHDC-UHFFFAOYSA-N;AMY24007;MFCD00221460;2,3-dihydro-6-iodobenzo[1,4]dioxin;AKOS009157816;AS-49407;FT-0621171;EN300-646034;I10085;6-iodo-2,3-dihydro-1,4-benzodioxine, AldrichCPR;A869598;J-518805;6-Iodo-1,4-benzodioxane, 95%, remainder mainly 5-isomer

Chemical Property of 6-Iodo-2,3-dihydro-1,4-benzodioxine

Chemical Property:

• Vapor Pressure: 0.00598mmHg at 25°C
• Boiling Point: 281.7°Cat760mmHg
• Flash Point: 124.2°C
• PSA: 18.46000
• Density: 1.866g/cm³
• LogP: 2.06240
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 261.94908
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

6-Iodo-2,3-dihydro-1,4-benzodioxine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-51
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C(O1)C=CC(=C2)I

Technology Process of 6-Iodo-2,3-dihydro-1,4-benzodioxine

There total 2 articles about 6-Iodo-2,3-dihydro-1,4-benzodioxine 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: 12.0%

2-Phenoxyethanol (122-99-6,56257-90-0,9004-78-8) → benzo-1,4-dioxane (493-09-4) + 6-iodo-1,4-benzodioxane (57744-67-9) + 2-(4-iodophenoxy)ethanol (29639-77-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In 1,2-dichloro-ethane; at 60 - 70 ℃; Irradiation;

DOI:10.1016/0040-4039(96)00313-9

Reference yield: 12.0%

2-Phenoxyethanol (122-99-6,56257-90-0,9004-78-8) → benzo-1,4-dioxane (493-09-4) + 6-iodo-1,4-benzodioxane (57744-67-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In 1,2-dichloro-ethane; at 60 - 70 ℃; for 2h; Irradiation;

Reference yield: 99.0%

6-iodo-1,4-benzodioxane (57744-67-9) + potassium 2,3,4,5,6-pentafluorobenzoate (58521-27-0) → 6-(perfluorophenyl)-2,3-dihydrobenzo[b][1,4]dioxin (1206164-16-0)

Guidance literature:

With copper(l) iodide; In diethylene glycol dimethyl ether; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.200904916

upstream raw materials:

2-Phenoxyethanol

Downstream raw materials:

(2,3-dihydro-benzo[1,4]dioxin-6-yl)-propynoic acid ethyl ester

1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperidin-2-one

6-[(3-bromophenyl)ethynyl]-2,3-dihydro-1,4-benzodioxine

4-[3-{6-[3-bromo-5-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-phenoxy]-hexyl}-(2-(2-ethoxycarbonyl-ethyl)-phenoxy)]-butyric acid ethyl ester

Refernces

• 1、 Muraki,Togo,Yokoyama. "Remote functionalization: Cyclic alkoxylation onto aromatic ring via radical pathway". . p. 2441 - 2444. Retrieved 2007/10/03.