1-Butyl-4-iodobenzene

Base Information

• Chemical Name: 1-Butyl-4-iodobenzene
• CAS No.: 20651-67-6
• Molecular Formula: C10H13I
• Molecular Weight: 260.118
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID20369186
• Nikkaji Number: J31.758F
• Wikidata: Q82156225
• Mol file: 20651-67-6.mol

Synonyms:1-butyl-4-iodobenzene;20651-67-6;1-(4'-Iodophenyl)butane;Benzene, 1-butyl-4-iodo-;1-iodo-4-butylbenzene;MFCD00051927;4-n-Butyliodobenzene;1-N-BUTYL-4-IODOBENZENE;4-IODO-N-BUTYLBENZENE;4-butyliodobenzene;p-iodo-n-butylbenzene;SCHEMBL320046;DTXSID20369186;AKOS009157719;CS-W010150;SB66703;AS-10050;SY029294;FT-0605732;FT-0608145;O10393;EN300-4369434;A853507;(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DICARBOXYLICACIDDIMETHYLESTER

Chemical Property of 1-Butyl-4-iodobenzene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Refractive Index: 1.5690
• Boiling Point: 248.402 °C at 760 mmHg
• Flash Point: 108.917 °C
• PSA: 0.00000
• Density: 1.467 g/cm³
• LogP: 3.63380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Sparingly soluble in water at 25°C 3.6E-3 g/L.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 260.00620
• Heavy Atom Count: 11
• Complexity: 93

Purity/Quality:

99%, ^*data from raw suppliers

1-Butyl-4-iodobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)I
• Uses: It is used as an active pharmaceutical intermediate. It is also used in the synthesis and characterization of photoelectronic polymers containing triphenylamine moiety and in the palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.

Technology Process of 1-Butyl-4-iodobenzene

There total 7 articles about 1-Butyl-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: 90.0%

p-bromobutylbenzene (41492-05-1) → 4-butyliodobenzene (20651-67-6)

Guidance literature:

With copper(I) oxide; L-proline; potassium iodide; In ethanol; at 110 ℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1016/j.cattod.2016.01.050

Reference yield: 73.0%

furan (110-00-9) + (4-butylphenyl)[2-(trimethylsilyl)phenyl]iodonium triflate → 1,4-epoxy-1,4-dihydronaphthalene (573-57-9) + 4-butyliodobenzene (20651-67-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene; at 20 ℃; for 0.5h;

DOI:10.1246/bcsj.76.2175

Reference yield: 70.0%

1-(4-Butylphenyl)-3,3-(1,5-pentanediyl)triazene (77153-60-7) → 4-butyliodobenzene (20651-67-6)

Guidance literature:

With zinc(II) iodide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(01)00526-3

upstream raw materials:

1-butylbenzene

iodine

iodic acid

acetic acid

Downstream raw materials:

decafluorobiphenyl

4'-butyl-2,3,4,5,6-pentafluoro-1,1'-biphenyl

4-iodobenzoic acid

(4-n-butylphenyl)diphenylphosphine

Refernces

• 1、 Feng, Xiujuan,Li, Lingyu,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming. "Copper-catalyzed conversion of aryl and heteroaryl bromides into the corresponding iodide". . p. 129 - 132. Retrieved 2016/07/06.
• 2、 Lee, Phil Ho,Lee, Sung Wook,Seomoon, Dong. "Tetraorganoindates as Nucleophilic Coupling Partners in Pd-Catalyzed Cross-Coupling Reactions". . p. 4963 - 4966. Retrieved 2007/10/03.