1-(Chloromethyl)-4-iodobenzene

Base Information

• Chemical Name: 1-(Chloromethyl)-4-iodobenzene
• CAS No.: 54589-53-6
• Molecular Formula: C7H6 Cl I
• Molecular Weight: 252.482
• Hs Code.: 2903999090
• European Community (EC) Number: 862-708-3
• DSSTox Substance ID: DTXSID80355767
• Nikkaji Number: J587.173E
• Wikidata: Q82134810
• Mol file: 54589-53-6.mol

Synonyms:1-(chloromethyl)-4-iodobenzene;54589-53-6;4-iodobenzyl chloride;p-iodobenzyl chloride;4-iodobenzylchloride;Benzene, 1-(chloromethyl)-4-iodo-;4-iodobenzyl-chloride;SCHEMBL308301;DTXSID80355767;IACBULCMHGPEBX-UHFFFAOYSA-N;AB8901;MFCD00234271;AKOS005201621;AS-44927;EN300-125937

Chemical Property of 1-(Chloromethyl)-4-iodobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.03000
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 251.92028
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

1-(chloromethyl)-4-iodobenzene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCl)I

Technology Process of 1-(Chloromethyl)-4-iodobenzene

There total 11 articles about 1-(Chloromethyl)-4-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: 91.0%

4-iodo-benzyl alcohol (18282-51-4) → 4-iodobenzyl chloride (54589-53-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; 1,2-dichloro-ethane; triphenylphosphine; at 120 ℃; for 0.5h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01058

Reference yield: 76.0%

benzyl chloride (100-44-7) → 4-iodobenzyl chloride (54589-53-6)

Guidance literature:

With potassium ferrate(VI); iodine; In hexane; for 3.16667h; regioselective reaction; Reflux;

DOI:10.1016/j.cclet.2011.06.001

Reference yield: 39.0%

p-(chloromethyl)benzoyl chloride (876-08-4) → 4-iodobenzyl chloride (54589-53-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 125 ℃; for 12h;

DOI:10.1038/s41557-018-0078-8

upstream raw materials:

formaldehyd

iodobenzene

4-iodo-benzyl alcohol

4-dichloroiodanyl-toluene

Downstream raw materials:

phosphoric acid tris-(4-iodo-benzyl ester)

4-iodobenzoic acid

4-iodobenzonitrile

p-iodobenzylamine hydrochloride

Refernces

• 1、 Chen, Jia,Lin, Jin-Hong,Xiao, Ji-Chang. "Halogenation through Deoxygenation of Alcohols and Aldehydes". supporting information. p. 3061 - 3064. Retrieved 2018/05/28.
• 2、 Roper, Kimberley A.,Lange, Heiko,Polyzos, Anastasios,Berry, Malcolm B.,Baxendale, Ian R.,Ley, Steven V.. "The application of a monolithic triphenylphosphine reagent for conducting Appel reactions in flow microreactors". supporting information; experimental part. p. 1648 - 1655. Retrieved 2012/02/04.