2-(Iodomethyl)naphthalene

Base Information

• Chemical Name: 2-(Iodomethyl)naphthalene
• CAS No.: 24515-49-9
• Molecular Formula: C11H9I
• Molecular Weight: 268.09
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID60376697
• Wikidata: Q82165590
• Mol file: 24515-49-9.mol

Synonyms:2-(iodomethyl)naphthalene;24515-49-9;SCHEMBL11719313;DTXSID60376697;NAPHTHALENE,2-(IODOMETHYL)-;FT-0736621

Chemical Property of 2-(Iodomethyl)naphthalene

Chemical Property:

• Vapor Pressure: 0.000291mmHg at 25°C
• Melting Point: 72-73.5 °C
• Refractive Index: 1.709
• Boiling Point: 331.9 °C at 760 mmHg
• Flash Point: 165.7 °C
• PSA: 0.00000
• Density: 1.689 g/cm³
• LogP: 3.77480
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 267.97490
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%Min ^*data from raw suppliers

2-(IODOMETHYL)NAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CI

Technology Process of 2-(Iodomethyl)naphthalene

There total 10 articles about 2-(Iodomethyl)naphthalene 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: 98.0%

2-Naphthalenemethanol (1592-38-7) → 2-(Iodomethyl)naphthalene (24515-49-9)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jo00116a041

Reference yield: 96.0%

→ 2-(Iodomethyl)naphthalene (24515-49-9)

Guidance literature:

With C₂₆H₃₀B₁₀CuIP₂; potassium iodide; In acetone; at 20 ℃; for 8h;

Reference yield: 86.0%

4,4,5,5-tetramethyl-2-(naphthalen-2-ylmethyl)-1,3,2-dioxaborolane (1379610-55-5) → 2-(Iodomethyl)naphthalene (24515-49-9)

Guidance literature:

4,4,5,5-tetramethyl-2-(naphthalen-2-ylmethyl)-1,3,2-dioxaborolane; With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 0.333333h; Inert atmosphere; Glovebox;

With iodine; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.5b04899

upstream raw materials:

2-bromomethylnaphthyl bromide

2,2'-(2,13-dithia-tetradecane-1,14-diyl)-bis-naphthalene

2-Naphthalenemethanol

naphthalene-2-carboxylate

Refernces

• 1、 -. "Preparation method of benzyl iodide and derivatives thereof". Paragraph 0113-0117. . Retrieved 2020/06/09.
• 2、 Zhao, Guangkuan,Yuan, Ling-Zhi,Alami, Mouad,Provot, Olivier. "Chlorotrimethylsilane and Sodium Iodide: A Remarkable Metal-Free Association for the Desulfurization of Benzylic Dithioketals under Mild Conditions". . p. 2522 - 2536. Retrieved 2018/05/14.