1-(Chloromethyl)-2-iodobenzene

Base Information

• Chemical Name: 1-(Chloromethyl)-2-iodobenzene
• CAS No.: 59473-45-9
• Molecular Formula: C7H6ClI
• Molecular Weight: 252.482
• Hs Code.: 2903999090
• European Community (EC) Number: 261-779-2
• UNII: J618WT46OL
• DSSTox Substance ID: DTXSID70208177
• Nikkaji Number: J298.169F
• Wikidata: Q72483461
• Mol file: 59473-45-9.mol

Synonyms:1-(Chloromethyl)-2-iodobenzene;2-Iodobenzyl chloride;59473-45-9;C7H6ClI;Benzene, 1-(chloromethyl)-2-iodo-;J618WT46OL;EINECS 261-779-2;2-Iodobenzylchloride;1-(chloromethyl)-2-iodo-benzene;o-Iodobenzyl chloride;o-iodo-benzyl chloride;2-iodo benzyl chloride;PROSTAGLANDINF2ALPHA;UNII-J618WT46OL;2-Iodobenzyl chloride, 98%;1-chloromethyl-2-iodo-benzene;SCHEMBL1445634;1-Iodo-2-(chloromethyl)benzene;DTXSID70208177;1-(Chloromethyl)-2-iodobenzene #;1-(chloromethyl)-2-iodanyl-benzene;.ALPHA.-CHLORO-O-IODOTOLUENE;GEO-01594;MFCD00000898;AKOS015890865;AC-13299;BS-42223;AM20040803;FT-0650748;D84611;EN300-1608567;A832335

Chemical Property of 1-(Chloromethyl)-2-iodobenzene

Chemical Property:

• Vapor Pressure: 0.0246mmHg at 25°C
• Melting Point: 29-31 °C
• Refractive Index: n20/D 1.635(lit.)
• Boiling Point: 256.6 °C at 760 mmHg
• Flash Point: 115 °C
• PSA: 0.00000
• Density: 1.813 g/cm³
• LogP: 3.03000
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 251.92028
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

98% ^*data from raw suppliers

2-Iodobenzyl chloride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCl)I
• Uses: 2-Iodobenzyl chloride was used in the synthesis of:succinimido[3,4-b]indane1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine-2,4-dione1-(2-iodobenzyi)-1,1-diethylamine1-(2-iodobenzyl)pyrrolidine1-(2-iodobenzyl)piperidine1-(2-iodobenzyl)hexahydroazepine4-(2-iodobenzyl)morpholine4-(2-iodobenzyl)thiomorpholine1-benzoyl-4-(2-iodobenzyl)piperazine1-(2-iodobenzyl)indole-2-carbaldehyde

Technology Process of 1-(Chloromethyl)-2-iodobenzene

There total 16 articles about 1-(Chloromethyl)-2-iodobenzene 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: 97.0%

2-iodobenzyl methanesulfonate (183789-20-0) → 2-(chloromethyl)iodobenzene (59473-45-9)

Guidance literature:

With lithium chloride; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/adsc.201100736

Reference yield: 94.0%

Bromotrichloromethane (75-62-7) + 2-iodobenzyl alcohol (5159-41-1) → 2-(chloromethyl)iodobenzene (59473-45-9)

Guidance literature:

Bromotrichloromethane; With triphenylphosphine; In dichloromethane; at 20 ℃; for 0.666667h; in air;

2-iodobenzyl alcohol; In dichloromethane; at 20 ℃; in air;

DOI:10.1055/s-0030-1258368

Reference yield: 91.0%

2-iodobenzyl alcohol (5159-41-1) → 2-(chloromethyl)iodobenzene (59473-45-9)

Guidance literature:

In tetrahydrofuran; for 5h; 0 deg C to reflux;

DOI:10.1016/S0040-4039(00)95678-8

upstream raw materials:

2-iodobenzyl alcohol

1-(2-iodophenyl)-N,N-dimethylmethanamine

Bis-<2-jod-phenylacetyl>-peroxid

phosphorus pentachloride

Downstream raw materials:

2-(pyrrolidin-1-ylmethyl)phenyl iodide

1-[(2-iodophenyl)methyl]-1,2-dihydropyridin-2-one

2-(2-iodobenzyl)-N,N,N',N'-tetramethylbutanediamide

trans-bis(o-iodophenyl)ethylene

Refernces

• 1、 Caspers, Lucien D.,Spils, Julian,Damrath, Mattis,Lork, Enno,Nachtsheim, Boris J.. "One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts". . p. 9161 - 9178. Retrieved 2020/08/14.
• 2、 Bedford, Robin B.,Gallagher, Timothy,Pye, Dominic R.,Savage, William. "Towards iron-catalysed suzuki biaryl cross-coupling: Unusual reactivity of 2-halobenzyl halides". . p. 1761 - 1765. Retrieved 2015/06/16.