4-Iodothioanisole

Base Information

• Chemical Name: 4-Iodothioanisole
• CAS No.: 35371-03-0
• Molecular Formula: C7H7IS
• Molecular Weight: 250.103
• Hs Code.: 29309090
• DSSTox Substance ID: DTXSID20374770
• Nikkaji Number: J308.270I
• Wikidata: Q72484674
• Mol file: 35371-03-0.mol

Synonyms:4-Iodothioanisole;35371-03-0;(4-iodophenyl)(methyl)sulfane;1-iodo-4-methylsulfanylbenzene;1-iodo-4-(methylsulfanyl)benzene;p-iodothioanisole;C7H7IS;4-iodophenyl methyl sulfide;SCHEMBL514289;1-iodo-4-(methylthio)benzene;DTXSID20374770;1-iodanyl-4-methylsulfanyl-benzene;AMY28216;MFCD00041454;AKOS009319465;FS-4242;CS-0150108;FT-0650745;EN300-206165;A822759;J-515583

Chemical Property of 4-Iodothioanisole

Chemical Property:

• Vapor Pressure: 0.0176mmHg at 25°C
• Melting Point: 40 °C
• Refractive Index: 1.67
• Boiling Point: 262.622 °C at 760 mmHg
• Flash Point: 112.6 °C
• PSA: 25.30000
• Density: 1.787 g/cm³
• LogP: 3.01310
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 249.93132
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

4-Iodothioanisole 98% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)I

Technology Process of 4-Iodothioanisole

There total 16 articles about 4-Iodothioanisole 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: 95.0%

(4-thiomethoxyphenyl)boronic acid (98546-51-1) → 4-iodothioanisole (35371-03-0)

Guidance literature:

With 1,10-Phenanthroline; oxygen; potassium iodide; copper(ll) bromide; In N,N-dimethyl-formamide; at 80 ℃; for 20h;

DOI:10.1016/j.tetlet.2011.02.075

Reference yield: 93.0%

Dimethyldisulphide (624-92-0) + 4-fluoro-1-iodobenzene (352-34-1) → 4-iodothioanisole (35371-03-0)

Guidance literature:

With potassium tert-butylate; In acetonitrile; at 50 ℃; for 6h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

DOI:10.1016/j.jfluchem.2021.109778

Reference yield: 88.0%

para-diiodobenzene (624-38-4,1032416-46-8) + methyl iodide (74-88-4) → 4-iodothioanisole (35371-03-0)

Guidance literature:

para-diiodobenzene; With n-butyllithium; In diethyl ether; hexane; at -80 ℃; for 0.333333h; Inert atmosphere;

With sulfur; In diethyl ether; hexane; at -80 ℃; for 0.333333h; Inert atmosphere;

methyl iodide; In diethyl ether; hexane; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1016/j.dyepig.2010.03.018

upstream raw materials:

4-iodothiophenol

(4-bromophenyl)thioanisole

methyl-phenyl-thioether

4-methylsulfanylaniline

Downstream raw materials:

1-[4-(methylsulfanyl)phenyl]-2-phenylacetylene

4-iodothiophenol

1-iodo-4-(methylsulfinyl)benzene

acetic acid

Refernces

• 1、 Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill. "Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange". supporting information. p. 17211 - 17217. Retrieved 2021/07/02.
• 2、 Yamada, Kodai,Yanagi, Tomoyuki,Yorimitsu, Hideki. "Generation of Organozinc Reagents from Arylsulfonium Salts Using a Nickel Catalyst and Zinc Dust". . p. 9712 - 9718. Retrieved 2021/01/09.