Diiodomethane

Base Information

• Chemical Name: Diiodomethane
• CAS No.: 75-11-6
• Deprecated CAS: 103883-81-4
• Molecular Formula: CH2I2
• Molecular Weight: 267.836
• Hs Code.: 29033080
• European Community (EC) Number: 200-841-5,693-108-8
• NSC Number: 35804
• UNII: 3J731705OX
• DSSTox Substance ID: DTXSID4058784
• Nikkaji Number: J1.440K
• Wikipedia: Diiodomethane
• Wikidata: Q425692
• Mol file: 75-11-6.mol

Synonyms:diiodoethane;diiodomethane;methylene diiodide;methylene iodide;methylene iodide, 14C-labeled

Chemical Property of Diiodomethane

Chemical Property:

• Appearance/Colour: light yellow or gold liquid with chloroform-like odour
• Vapor Pressure: 1.13mmHg at 25°C
• Melting Point: 6 °C
• Refractive Index: 1.737
• Boiling Point: 182 °C at 760 mmHg
• Flash Point: 76.6 °C
• PSA: 0.00000
• Density: 3.238 g/cm³
• LogP: 1.81390
• Water Solubility.: 14 g/L (20℃)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 267.82460
• Heavy Atom Count: 3
• Complexity: 2.8

Purity/Quality:

98%min, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(I)I

Technology Process of Diiodomethane

There total 58 articles about Diiodomethane 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: 40.0%

chloro-trimethyl-silane (75-77-4) + iodoform (75-47-8) → diiodomethane (75-11-6) + trimethylsilyltriiodomethane (128530-64-3)

Guidance literature:

With hexaethylphosphoric triamide; In diethyl ether; at 20 ℃; for 1h;

Reference yield: 30.0%

iodoform (75-47-8) → diiodomethane (75-11-6) + dichloroiodomethane (594-04-7) + chlorodiiodomethane (638-73-3)

Guidance literature:

With mercury dichloride; at 130 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1016/S0043-1354(00)00079-8

Reference yield:

Iodoacetic acid (64-69-7) → diiodomethane (75-11-6) + hydrogen iodide (10034-85-2) + iodine (7553-56-2,12190-71-5,8031-47-8)

Guidance literature:

Elektrolyse des Natriumsalzes; weitere Produkte:Kohlenoxyd und Kohlendioxyd_.Electrolysis;

upstream raw materials:

diazomethane

iodoform

sodium ethanolate

sodium acetate

Downstream raw materials:

cyclopropylbenzene

benzylcyclopropane

exo-tricyclo[3.2.1.0(2,4)]octane

1,1-diphenylcyclopropane

Refernces

• 1、 Maazaoui, Radhouan,Pin-Nó, María,Gervais, Kevin,Abderrahim, Raoudha,Ferreira, Franck,Perez-Luna, Alejandro,Chemla, Fabrice,Jackowski, Olivier. "Domino Methylenation/Hydrogenation of Aldehydes and Ketones by Combining Matsubara's Reagent and Wilkinson's Catalyst". supporting information. p. 5732 - 5737. Retrieved 2016/12/14.
• 2、 Takai, Kazuhiko,Kunisada, Yuji,Tachibana, Yukiko,Yamaji, Nana,Nakatani, Emi. "Transformation of aldehydes into (E)-1-alkenylsilanes and (E)-1-alkenylboronic esters with a catalytic amount of a chromium salt". . p. 1581 - 1586. Retrieved 2007/10/03.