Chloroiodomethane

Base Information

• Chemical Name: Chloroiodomethane
• CAS No.: 593-71-5
• Molecular Formula: CH2ClI
• Molecular Weight: 176.384
• Hs Code.: 29034980
• European Community (EC) Number: 209-804-8
• UNII: X7AF9WG7CX
• DSSTox Substance ID: DTXSID50208034
• Nikkaji Number: J457J
• Wikipedia: Chloroiodomethane
• Wikidata: Q421730
• Metabolomics Workbench ID: 103569
• Mol file: 593-71-5.mol

Synonyms:CHLOROIODOMETHANE;593-71-5;chloro(iodo)methane;iodochloromethane;Methane, chloroiodo-;chloro-iodomethane;X7AF9WG7CX;EINECS 209-804-8;Chloroiodomethane;Chloromethyl iodide;Methylene chloroiodide;Chloro-iodo-methane;CH2ClI;chloroiodo-methane;MFCD00001078;ClCH2I;ICH2Cl;Chloroiodomethane, 97%;UNII-X7AF9WG7CX;C-H2-Cl-I;SCHEMBL35847;PJGJQVRXEUVAFT-UHFFFAOYSA-;AMY2690;DTXSID50208034;Chloroiodomethane stabilized over Cu;c1179;AKOS015850790;BP-10639;CS-0015110;FT-0623669;D78022;EN300-101035;A832287;Q421730;F0001-1556

Chemical Property of Chloroiodomethane

Chemical Property:

• Appearance/Colour: clear pale yellow to pink-reddish liquid
• Vapor Pressure: 39.3mmHg at 25°C
• Refractive Index: n20/D 1.582(lit.)
• Boiling Point: 102.2 °C at 760 mmHg
• Flash Point: 15.6 °C
• PSA: 0.00000
• Density: 2.343 g/cm³
• LogP: 1.61770
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• Solubility.: Miscible with acetone, benzene, diethyl ether and alcohol.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 175.88898
• Heavy Atom Count: 3
• Complexity: 4.8

Purity/Quality:

99% ^*data from raw suppliers

Chloroiodomethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25-23-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(Cl)I
• Uses: Chloroiodomethane is used as an intermediate in pharmaceuticals, organic synthesis, agrochemicals and dyestuff. It is also useful in cyclopropanation (Simmon-Smith reaction), Mannich reaction, aminomethylation and in epoxidation.

Technology Process of Chloroiodomethane

There total 12 articles about Chloroiodomethane 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: 34.0%

diiodomethane (75-11-6) → dichloromethane (75-09-2) + Chloroiodomethane (593-71-5)

Guidance literature:

With iodine trichloride; Product distribution; further iodoalkanes;

DOI:10.1007/BF00960269

Reference yield:

benzyl-chloromethyl selenide (874501-62-9) + hydrogen iodide (10034-85-2) → Chloroiodomethane (593-71-5) + iodomethylbenzene (620-05-3)

Guidance literature:

DOI:10.1021/ja01183a111

Reference yield:

dichloromethane (75-09-2) → Chloroiodomethane (593-71-5)

Guidance literature:

With methanol; sodium iodide;

upstream raw materials:

diiodomethane

dichloromethane

(chloromethyl)mercury(II) chloride

chlorobromomethane

Downstream raw materials:

1-iodo-3-chloro-propane

1-chloro-5-iodopentane

1-iodo-9-chlorononane

chlorobromomethane

Refernces

• 1、 Seetula, J. A.,Gutman, D.,Lightfoot, P. D.,Rayes, M. T.,Senkan, S. M.. "Kinetics of the Reactions of Partially Halogenated Methyl Radicals (CH2Cl, CH2Br, CH2I, and CHCl2) with Molecular Chlorine". . p. 10688 - 10693. Retrieved 1991.
• 2、 Yue, Fuyang,Dong, Jianyang,Liu, Yuxiu,Wang, Qingmin. "Visible-Light-Mediated C-I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator". supporting information. p. 7306 - 7310. Retrieved 2021/10/01.
• 3、 Amriev, R. A.,Velichko, F. K.,Baibuz, O. P.,Rilo, R. P.. "IODINE TRICHLORIDE - AN IODOCHLORINATION REAGENT OF UNSATURATED COMPOUNDS". . p. 2501 - 2504. Retrieved 2007/10/02.