2-Iodotoluene

Base Information

• Chemical Name: 2-Iodotoluene
• CAS No.: 615-37-2
• Molecular Formula: C7H7I
• Molecular Weight: 218.037
• Hs Code.: 29036990
• European Community (EC) Number: 210-422-9
• NSC Number: 3774
• UNII: 8OK4H85T07
• DSSTox Substance ID: DTXSID0060646
• Nikkaji Number: J31.751I
• Wikidata: Q27120378
• Mol file: 615-37-2.mol

Synonyms:3-iodotoluene;m-iodotoluene;meta-iodotoluene;o-iodotoluene;p-iodotoluene

Chemical Property of 2-Iodotoluene

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.264mmHg at 25°C
• Melting Point: 11.27°C (estimate)
• Refractive Index: n20/D 1.608(lit.)
• Boiling Point: 211.499 °C at 760 mmHg
• Flash Point: 90 °C
• PSA: 0.00000
• Density: 1.706 g/cm³
• LogP: 2.59960
• Storage Temp.: Room temperature.
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 217.95925
• Heavy Atom Count: 8
• Complexity: 70.8

Purity/Quality:

98% ^*data from raw suppliers

2-Iodotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37-36/37/39-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: CC1=CC=CC=C1I
• Uses: suzuki reaction 2-Iodotoluene is used as a reagent in the synthesis of aryl substituted quinones as β-secretase inhibitors.

Technology Process of 2-Iodotoluene

There total 60 articles about 2-Iodotoluene 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: 96.0%

2-methylphenyl diazonium tetrafluoroborate (2093-46-1) → ortho-methylphenyl iodide (615-37-2)

Guidance literature:

With potassium iodide; In water; at 25 ℃; for 0.0833333h;

DOI:10.2174/1570178614666170907120329

Reference yield: 89.0%

2-methylphenyl bromide (95-46-5) → ortho-methylphenyl iodide (615-37-2)

Guidance literature:

With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide; In acetonitrile; at 150 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/om2003706

Reference yield: 86.0%

potassium o-tolyltrifluoroborate → ortho-methylphenyl iodide (615-37-2)

Guidance literature:

With chloroamine-T; sodium iodide; In tetrahydrofuran; water; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2003.10.149

upstream raw materials:

ortho-tolylmagnesium bromide

diiodoacetylene

di-o-tolyl-iodonium ; iodide

toluene

Downstream raw materials:

2-(diacetoxyiodo)toluene

1-iodyl-2-methylbenzene

N-(2-methyl-phenyl)-phenothiazine

3-nitro-2'-methylbiphenyl

Refernces

• 1、 Church, Simon R.,Davies, Christopher G.,Luemen, Regine,Mounier, Pierre A.,Saint, Gavin,Timms, Peter L.. "Low-temperature reactions of dihalogenosilylenes, SiX2, with I2 or ICl in toluene yielding dihalogenoiodo(methylphenyl)silanes". . p. 227 - 230. Retrieved 1996.
• 2、 Bao, Yan-Sai,Cui, Xin-Yu,Han, Zheng-Bo,Li, Xin,Tang, Hong,Yang, Ming,Zhang, Yu-Yang,Zhao, Kun,Zhou, Mei-Li. "Synthesis of biaryl compounds via Suzuki homocoupling reactions catalyzed by metal organic frameworks encapsulated with palladium nanoparticles". . . Retrieved 2020/12/17.
• 3、 Klein, Philippe,Lechner, Vivien Denise,Schimmel, Tanja,Hintermann, Lukas. "Generation of Organozinc Reagents by Nickel Diazadiene Complex Catalyzed Zinc Insertion into Aryl Sulfonates". supporting information. p. 176 - 180. Retrieved 2019/12/11.