1,1-Bis(iodomethyl)cyclobutane

Base Information

• Chemical Name: 1,1-Bis(iodomethyl)cyclobutane
• CAS No.: 65478-57-1
• Molecular Formula: C6H10I2
• Molecular Weight: 335.954
• Hs Code.: 2903890090
• European Community (EC) Number: 863-499-1
• DSSTox Substance ID: DTXSID50499061
• Wikidata: Q82349522
• Mol file: 65478-57-1.mol

Synonyms:1,1-bis(iodomethyl)cyclobutane;65478-57-1;DTXSID50499061;AKOS015950377;AT23625;FT-0686121;EN300-221091;A1-02251;J-503725;1,1-BIS(IODOMETHYL)CYCLOBUTANE[65478-57-1]

Chemical Property of 1,1-Bis(iodomethyl)cyclobutane

Chemical Property:

• Boiling Point: 110.0-110.5 °C(Press: 2.5 Torr)
• PSA: 0.00000
• Density: 2.251±0.06 g/cm3(Predicted)
• LogP: 3.02670
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 335.88720
• Heavy Atom Count: 8
• Complexity: 70.6

Purity/Quality:

98%min ^*data from raw suppliers

1,1-Bis(iodomethyl)cyclobutane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)(CI)CI
• Uses: 1,1-Bis(iodomethyl)cyclobutane is a useful reactant for the synthesis of new oxaspiran systems.

Technology Process of 1,1-Bis(iodomethyl)cyclobutane

There total 4 articles about 1,1-Bis(iodomethyl)cyclobutane 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: 89.0%

[1-(hydroxymethyl)cyclobutyl]methanol (4415-73-0) → 1,1-bis-(iodomethyl)-cyclobutane (65478-57-1)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In chlorosulfonic acid; at -10 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.08.034

Reference yield:

1,1-bis-benzenesulfonyloxymethyl-cyclobutane (110061-58-0) → 1,1-bis-(iodomethyl)-cyclobutane (65478-57-1)

Guidance literature:

With butanone; sodium iodide;

DOI:10.1021/ja01559a039

Reference yield:

diethyl cyclobutane-1,1-dicarboxylate (3779-29-1) → 1,1-bis-(iodomethyl)-cyclobutane (65478-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄; diethyl ether

3: butanone; sodium iodide

With lithium aluminium tetrahydride; diethyl ether; butanone; sodium iodide;

DOI:10.1021/ja01559a039

upstream raw materials:

1,1-bis-benzenesulfonyloxymethyl-cyclobutane

[1-(hydroxymethyl)cyclobutyl]methanol

diethyl cyclobutane-1,1-dicarboxylate

cyclobutane-1,1'-dicarboxylic acid

Downstream raw materials:

spiro-<3,4,5,6-tetrahydro-5-(o-hydroxybenzyl)-2H-1,5-benzoxazocine-3,1'-cyclobutane>

2-[1-(carboxymethyl)cyclobutyl]acetic acid

methylenecyclopentane