4-Iodopentylbenzene

Base Information

• Chemical Name: 4-Iodopentylbenzene
• CAS No.: 85017-60-3
• Molecular Formula: C11H15I
• Molecular Weight: 274.145
• Hs Code.: 2903999090
• European Community (EC) Number: 617-654-3
• DSSTox Substance ID: DTXSID70234077
• Nikkaji Number: J31.749G
• Wikidata: Q83115786
• Mol file: 85017-60-3.mol

Synonyms:1-Iodo-4-pentylbenzene;4-Iodopentylbenzene;85017-60-3;1-iodo-4-n-pentylbenzene;4-pentyliodobenzene;1-Iodo-4-pentylbenzene #;SCHEMBL4663409;1-IODO-4-PENTYL-BENZENE;DTXSID70234077;1-Iodo-4-n-pentylbenzene, 98%;MFCD00079767;AKOS015853649;CS-0330910;FT-0676440;A841053

Chemical Property of 4-Iodopentylbenzene

Chemical Property:

• Vapor Pressure: 0.0139mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 266.8 °C at 760 mmHg
• Flash Point: 118.3 °C
• PSA: 0.00000
• Density: 1.414 g/cm³
• LogP: 4.02390
• Sensitive.: Light Sensitive
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 274.02185
• Heavy Atom Count: 12
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

4-Iodopentylbenzene 99% ^*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: CCCCCC1=CC=C(C=C1)I

Technology Process of 4-Iodopentylbenzene

There total 5 articles about 4-Iodopentylbenzene 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: 82.0%

4-pentylaniline (33228-44-3) → 4-iodine-pentyl benzene (85017-60-3)

Guidance literature:

4-pentylaniline; With sulfuric acid; sodium nitrite; In water; at -10 - 0 ℃; for 0.5h;

With potassium iodide; In water; at 20 - 60 ℃; for 3h;

DOI:10.1246/cl.160731

Reference yield: 53.0%

iodobenzene (591-50-4) + n-valeryl chloride (638-29-9) → 4-iodine-pentyl benzene (85017-60-3)

Guidance literature:

iodobenzene; n-valeryl chloride; With aluminium trichloride; In dichloromethane;

With polymethylhydrosiloxane;

DOI:10.1039/b102837p

Reference yield:

n-pentylboronic acid (4737-50-2) → 4-iodine-pentyl benzene (85017-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; palladium diacetate / toluene

2: palladium on activated charcoal; hydrogen / ethanol

3: hydrogenchloride; sodium nitrite / water / Cooling with ice

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; potassium phosphate monohydrate; palladium on activated charcoal; hydrogen; palladium diacetate; sodium nitrite; In ethanol; water; toluene; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.12.043

upstream raw materials:

4-pentylaniline

iodobenzene

n-valeryl chloride

n-pentylboronic acid

Downstream raw materials:

(4-pentylphenyl)boronic acid

4,4,5,5-tetramethyl-2-(4-pentylphenyl)-1,3,2-dioxaborolane

1-ethynyl-4-(n-pentyl)benzene

1-(4-pentylphenyl)-2-(trimethylsilyl)acetylene

Refernces

• 1、 Takaki, Yuta,Wakayama, Yutaka,Ishiguro, Yasushi,Hayakawa, Ryoma,Yamagishi, Masakazu,Okamoto, Toshihiro,Takeya, Jun,Yoza, Kenji,Kobayashi, Kenji. "Soluble 2,6-Bis(4-pentylphenylethynyl)anthracene as a High Hole Mobility Semiconductor for Organic Field-effect Transistors". supporting information. p. 1403 - 1405. Retrieved 2016/12/03.
• 2、 Friedman,Toyne,Goodby,Hird. "The synthesis and transition temperatures of 2-(4-alkyl- and 4-alkoxy-phenyl)-5-cyano-1-benzofurans and related diaryl-1-benzofurans - An assessment of how deviations from linearity and conformational effects in a core unit affect mesogenicity". . p. 2759 - 2772. Retrieved 2007/10/03.