Benzene, 1-(iodoethynyl)-4-methyl-

Base Information

• Chemical Name: Benzene, 1-(iodoethynyl)-4-methyl-
• CAS No.: 33675-56-8
• Molecular Formula: C9H7I
• Molecular Weight: 242.059
• DSSTox Substance ID: DTXSID40446509
• Nikkaji Number: J1.079.746B
• Mol file: 33675-56-8.mol

Synonyms:33675-56-8;Benzene, 1-(iodoethynyl)-4-methyl-;p-Tolyljodacetylen;p-Tolyl-jod-ethin;4-(Iodoethynyl)toluene;SCHEMBL1231360;DTXSID40446509;1-(2-Iodoethynyl)-4-methylbenzene, AldrichCPR

Chemical Property of Benzene, 1-(iodoethynyl)-4-methyl-

Chemical Property:

• Boiling Point: 249.6±23.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.70±0.1 g/cm3(Predicted)
• LogP: 2.73900
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 241.95925
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C#CI

Technology Process of Benzene, 1-(iodoethynyl)-4-methyl-

There total 11 articles about Benzene, 1-(iodoethynyl)-4-methyl- 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: 99.0%

4-n-methylphenylacetylene (766-97-2) → 1-(iodoethynyl)-4-methylbenzene (33675-56-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; tetra-(n-butyl)ammonium iodide; In acetonitrile; at 20 ℃; for 24.5h;

Reference yield: 98.0%

(p-tolylethynyl)copper (31638-66-1) → 1-(iodoethynyl)-4-methylbenzene (33675-56-8)

Guidance literature:

With iodine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1039/c4ra15980b

Reference yield: 95.0%

iodoform (75-47-8) + 4-Methylbenzyl bromide (104-81-4) → 1-(iodoethynyl)-4-methylbenzene (33675-56-8)

Guidance literature:

iodoform; With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 - -20 ℃; for 1h; Inert atmosphere;

4-Methylbenzyl bromide; In tetrahydrofuran; diethyl ether; at -20 ℃; for 5h; Inert atmosphere;

With potassium tert-butylate; In tetrahydrofuran; diethyl ether; at -20 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol302544s

upstream raw materials:

4-n-methylphenylacetylene

1-(2-bromoethynyl)-4-methylbenzene

3-(4-methylphenyl)prop-2-ynoic acid

1-(2-(trimethylsilyl)ethynyl)toluene

Downstream raw materials:

1-methoxy-4-[2-(4-methylphenyl)ethynyl]benzene

1-iodo-2-phenylethyne

4-n-methylphenylacetylene

Refernces

• 1、 -. "Synthesis method of 1-iodo-alkyne compound". Paragraph 0040-0043. . Retrieved 2021/01/24.
• 2、 Cazin, Catherine S. J.,Gómez-Herrera, Alberto,Hashim, Ishfaq Ibni,Nahra, Fady,Porré, Marre. "Au(I)-Catalyzed Hydration of 1-Iodoalkynes Leading to α-Iodoketones". supporting information. p. 6790 - 6794. Retrieved 2020/11/23.