1-Iodonaphthalene

Base Information

• Chemical Name: 1-Iodonaphthalene
• CAS No.: 90-14-2
• Deprecated CAS: 2222572-00-9
• Molecular Formula: C10H7 I
• Molecular Weight: 254.07
• Hs Code.: 29036990
• European Community (EC) Number: 201-968-9
• NSC Number: 9275
• DSSTox Substance ID: DTXSID3059004
• Nikkaji Number: J43.524D
• Mol file: 90-14-2.mol

Synonyms:1-IODONAPHTHALENE;90-14-2;1-Naphthyl iodide;Naphthalene, 1-iodo-;1-Iodonaphthalenen;alpha-Iodonaphthalene;1-Iodo-naphthalene;Iodonaphthalene;.alpha.-Iodonaphthalene;MFCD00003876;NSC 9275;EINECS 201-968-9;1-iodnaphthalen;1-iodonaphthlen;1-iodonaphtalene;1-iodonaphthlene;1-iodonapthalene;1-naphtyl-iodide;NSC9275;1-NAPHTHYLIODIDE;1-Iodonaphthalene, 97%;SCHEMBL150739;DTXSID3059004;C10-H7-I;NSC-9275;AKOS009159022;CS-W007608;AS-10304;SY024097;1-Iodonaphthalene, purum, >=96.0% (GC);FT-0607964;I0266;EN300-646032;A843454;W-100339;(2-cyclohexylcyclohexyl) 2-bromoacetate;1-Iodonaphthalene

Chemical Property of 1-Iodonaphthalene

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 0.00182mmHg at 25°C
• Melting Point: 4°C
• Refractive Index: n20/D 1.701(lit.)
• Boiling Point: 302-305 ºC
• Flash Point: >230°F
• PSA: 0.00000
• Density: 1.74
• LogP: 3.44440
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: 0.007g/l
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 253.95925
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

1-Iodonaphthalene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2I
• Uses: 1-Iodonaphthalene undergoes Pd catalyzed cross-coupling reaction (Stille reaction) with 2,4-dimethoxy-6-(trimethylstannyl)pyrimidine to afford 2,4-dimethoxy-6-(naphthalen-1-yl)pyrimidine.

Technology Process of 1-Iodonaphthalene

There total 76 articles about 1-Iodonaphthalene 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%

triethyl(naphthalen-1-yl)germane → 1-Iodonaphthalene (90-14-2)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/anie.202008372

Reference yield: 98.0%

1-Bromonaphthalene (90-11-9) → 1-Iodonaphthalene (90-14-2)

Guidance literature:

With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine; at 105 ℃;

DOI:10.3762/bjoc.7.174

Reference yield: 94.0%

naphthalene-1-carbonic acid chloride (879-18-5) → 1-Iodonaphthalene (90-14-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 12h;

DOI:10.1038/s41557-018-0078-8

upstream raw materials:

naphthalene

cyanogen iodide

chloroform

tri(naphthalen-1-yl)bismuth

Downstream raw materials:

1-(2-methoxyphenyl)naphthalene

3-(1-naphthyl)benzoic acid

4,4'-dimethyl-2,2'-dinitrobiphenyl

1-(2-nitrophenyl)naphthalene

Refernces

• 1、 Yang, Yi,Gao, Xinyan,Zeng, Xiaojun,Han, Junbin,Xu, Bo. "Hydrogen-Bond-Donor Solvents Enable Catalyst-Free (Radio)-Halogenation and Deuteration of Organoborons". supporting information. p. 1297 - 1300. Retrieved 2020/12/23.
• 2、 Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska. "Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations". supporting information. p. 18717 - 18722. Retrieved 2020/08/25.