2,5-Bis(iodomethyl)-1,4-dioxane

Base Information

• Chemical Name: 2,5-Bis(iodomethyl)-1,4-dioxane
• CAS No.: 56127-59-4
• Molecular Formula: C6H10 I2 O2
• Molecular Weight: 367.9513
• NSC Number: 150016,114511,114510
• DSSTox Substance ID: DTXSID10971499
• Mol file: 56127-59-4.mol

Synonyms:2,5-bis(iodomethyl)-1,4-dioxane;101084-46-2;Bis(2,5-iodomethyl)dioxane;56127-59-4;NSC150016;2,5-bis(iodo-methyl) dioxane;SCHEMBL3746774;DTXSID10971499;NSC114510;NSC114511;AKOS030240707;NSC-114510;NSC-114511;NSC-150016;FT-0663308

Chemical Property of 2,5-Bis(iodomethyl)-1,4-dioxane

Chemical Property:

• Vapor Pressure: 0.00014mmHg at 25°C
• Boiling Point: 343.4°C at 760 mmHg
• Flash Point: 161.5°C
• Density: 2.185g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 367.87702
• Heavy Atom Count: 10
• Complexity: 87.7

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OCC(O1)CI)CI

Technology Process of 2,5-Bis(iodomethyl)-1,4-dioxane

There total 8 articles about 2,5-Bis(iodomethyl)-1,4-dioxane 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: 32.0%

allyl alcohol (107-18-6) → epiiodohydrin (624-57-7) + trans-2,6-Bis(iodomethyl)-1,4-dioxane (56127-59-4) + cis-2,6-Bis(iodomethyl)-1,4-dioxane (56127-59-4,101084-46-2,121137-93-7,121137-94-8)

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1055/s-1988-27731

Reference yield: 32.0%

allyl alcohol (107-18-6) → epiiodohydrin (624-57-7) + trans-2,6-Bis(iodomethyl)-1,4-dioxane (56127-59-4) + cis-2,6-Bis(iodomethyl)-1,4-dioxane (56127-59-4,101084-46-2,121137-93-7,121137-94-8)

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1055/s-1988-27731

Reference yield:

(+/-)-cis-[1,4]dioxane-2,5-dicarboxylic acid (6938-88-1) → cis-2,6-Bis(iodomethyl)-1,4-dioxane (56127-59-4,101084-46-2,121137-93-7,121137-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether

2: lithium alanate; diethyl ether

3: pyridine

4: acetone; sodium iodide

With pyridine; lithium aluminium tetrahydride; diethyl ether; acetone; sodium iodide;

DOI:10.1021/ja01653a046

upstream raw materials:

allyl alcohol

Allyl ether

mercury(II) diacetate

nitric acid

Downstream raw materials:

trans-2,5-bis-(hydroxymethyl)-1,4-dioxane

trans-1,4-dioxane-2,5-dicarboxylic acid

trans-2,5-bis-(toluene-4-sulfonyloximethyl)-[1,4]dioxane

2,5-dimethylene-[1,4]dioxane

Refernces