1,4-Didodecyl-2,5-diiodobenzene

Base Information

• Chemical Name: 1,4-Didodecyl-2,5-diiodobenzene
• CAS No.: 162715-93-7
• Molecular Formula: C30H52 I2
• Molecular Weight: 666.552
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID80454108
• Nikkaji Number: J891.957G
• Wikidata: Q82275447
• Mol file: 162715-93-7.mol

Synonyms:1,4-Didodecyl-2,5-diiodobenzene;162715-93-7;Benzene, 1,4-didodecyl-2,5-diiodo-;1 4-DIDODECYL-2 5-DIIODOBENZENE;2,5-Didodecyl-1,4-diiodobenzene;2,5-Dilauryl-1,4-diiodobenzene;DTXSID80454108;AKOS015889138;F74652;J-009969

Chemical Property of 1,4-Didodecyl-2,5-diiodobenzene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: ~70 °C(lit.)
• Refractive Index: 1.531
• Boiling Point: 594.146°C at 760 mmHg
• Flash Point: 268.441°C
• PSA: 0.00000
• Density: 1.259g/cm³
• LogP: 11.82260
• XLogP3: 15.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 22
• Exact Mass: 666.21585
• Heavy Atom Count: 32
• Complexity: 347

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Didodecyl-2,5-diiodobenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCC1=CC(=C(C=C1I)CCCCCCCCCCCC)I

Technology Process of 1,4-Didodecyl-2,5-diiodobenzene

There total 5 articles about 1,4-Didodecyl-2,5-diiodobenzene 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: 93.0%

4,4'-di-n-dodecylbenzene (5149-65-5) → 1,4-di-n-dodecyl-2,5-diiodobenzene (162715-93-7)

Guidance literature:

With sulfuric acid; iodine; acetic acid; periodic acid; In tetrachloromethane;

DOI:10.1016/S0040-4039(99)00463-3

Reference yield:

para-diiodobenzene (624-38-4,1032416-46-8) → 1,4-di-n-dodecyl-2,5-diiodobenzene (162715-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / t-BuLi / tetrahydrofuran; pentane / 25 h / -78 - 20 °C

2: 93 percent / I₂; H₅IO₆ / acetic acid; aq. H₂SO₄; CCl₄ / Heating

With iodine; tert.-butyl lithium; periodic acid; In tetrahydrofuran; tetrachloromethane; sulfuric acid; acetic acid; pentane; 1: Alkylation / 2: Iodination;

DOI:10.1021/jo991201s

Reference yield:

1-dodecylbromide (143-15-7) → 1,4-di-n-dodecyl-2,5-diiodobenzene (162715-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / t-BuLi / tetrahydrofuran; pentane / 25 h / -78 - 20 °C

2: 93 percent / I₂; H₅IO₆ / acetic acid; aq. H₂SO₄; CCl₄ / Heating

With iodine; tert.-butyl lithium; periodic acid; In tetrahydrofuran; tetrachloromethane; sulfuric acid; acetic acid; pentane; 1: Alkylation / 2: Iodination;

DOI:10.1021/jo991201s

upstream raw materials:

4,4'-di-n-dodecylbenzene

para-diiodobenzene

1-dodecylbromide

laurylmagnesium bromide

Downstream raw materials:

C₄₂H₇₆B₂O₄

C₅₂H₇₀O₄

1,4-Didodecyl-2,5-bis-[4-(4-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-benzene

1,4-Bis-[4-(4-bromo-phenylethynyl)-phenylethynyl]-2,5-didodecyl-benzene

Refernces

• 1、 Huang, Shenlin,Tour, James M.. "Rapid bi-directional synthesis of oligo(1,4-phenylene ethynylene)s". . p. 3347 - 3350. Retrieved 2007/10/03.
• 2、 Huang, Shenlin,Tour, James M.. "Rapid Solid-Phase Syntheses of Conjugated Homooligomers and [AB] Alternating Block Cooligomers of Precise Length and Constitution". . p. 8898 - 8906. Retrieved 2007/10/03.