2-Iodo-1,3-dimethylbenzene

Base Information

• Chemical Name: 2-Iodo-1,3-dimethylbenzene
• CAS No.: 608-28-6
• Molecular Formula: C8H9 I
• Molecular Weight: 232.064
• Hs Code.: 2903999090
• NSC Number: 9265
• DSSTox Substance ID: DTXSID5060560
• Nikkaji Number: J96.163I
• Wikidata: Q72483553
• Mol file: 608-28-6.mol

Synonyms:2-Iodo-1,3-dimethylbenzene;608-28-6;2-Iodo-m-xylene;2,6-Dimethyliodobenzene;m-Xylene, 2-iodo-;Benzene, 2-iodo-1,3-dimethyl-;1,3-dimethyl-2-iodobenzene;2-iodo-1,3-dimethyl-benzene;NSC 9265;MFCD00019012;NSC9265;2,6-DIMETHYL-1-IODOBENZENE;2,6-dimethyl iodobenzene;Iodo-1,3-dimethylbenzene;2,6-dimethylphenyl iodide;SCHEMBL169686;2-Iodo-1,3-dimethyl benzene;2-Iodo-1,3-dimethylbenzene #;DTXSID5060560;Benzene, 2 iodo-1,3 -dimethyl;CS-D0546;NSC-9265;2-Iodo-1,3-dimethylbenzene, 97%;AKOS005145657;AM62534;CS-M-02983;AS-18021;SY029575;FT-0612680;I0752;EN300-7263652;A832912

Chemical Property of 2-Iodo-1,3-dimethylbenzene

Chemical Property:

• Appearance/Colour: clear green-brown to brown liquid
• Vapor Pressure: 0.116mmHg at 25°C
• Melting Point: 11.2°C
• Refractive Index: n20/D 1.6030(lit.)
• Boiling Point: 227.5 ºCat 760 mmHg
• Flash Point: 102 ºC
• PSA: 0.00000
• Density: 1.608
• LogP: 2.90800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 231.97490
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99% ^*data from raw suppliers

2-Iodo-m-xylene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,C
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)I
• Uses: 2-Iodo-m-xylene is used in the preparation of p-(arylethynyl)arylpropanoic acid derivatives as free fatty acid receptor 1 agonists with low lipophilicity and high oral bioavailability.

Technology Process of 2-Iodo-1,3-dimethylbenzene

There total 12 articles about 2-Iodo-1,3-dimethylbenzene 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: 84.0%

potassium 2,6-dimethylphenyltrifluoroborate → 2,6-dimethyliodobenzene (608-28-6)

Guidance literature:

With chloroamine-T; sodium iodide; In tetrahydrofuran; water; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2003.10.149

Reference yield: 78.0%

2,6-dimethylbenzene boronic acid (100379-00-8) → 2,6-dimethyliodobenzene (608-28-6)

Guidance literature:

With iodine; potassium carbonate; In acetonitrile; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1055/s-0033-1340871

Reference yield: 70.0%

1,3-dichloro-2-iodobenzene (19230-28-5) + (2,6-dimethylphenyl)magnesium bromide (21450-64-6) → 2,6-dimethyliodobenzene (608-28-6) + 2,6,2'',6''-tetramethyl-1,1':3',1''-terphenyl (83909-08-4)

Guidance literature:

In tetrahydrofuran; for 3h; Heating;

DOI:10.1021/jo00290a017

upstream raw materials:

2,6-dimethylaniline

m-xylene

1,3-dichloro-2-iodobenzene

(2,6-dimethylphenyl)magnesium bromide

Downstream raw materials:

[Pd(2,6-Me₂C₆H₃)(I)(PPh₃)₂]

2,6-dimethylphenyl 2-methyl-2-propyl sulfide

diphenyl sulfide

2,6-dimethylphenyl phenyl sulfide

Refernces

• 1、 Khaligh, Nader Ghaffari. "A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process". . . Retrieved 2018/06/04.
• 2、 Niu, Liting,Zhang, Hao,Yang, Haijun,Fu, Hua. "Metal-free iodination of arylboronic acids and the synthesis of biaryl derivatives". supporting information. p. 995 - 1000. Retrieved 2014/05/06.