5122-20-3

Basic information

• Product Name: 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE
• Synonyms: 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE;Triisopropanloamine;4-TERT-BUTYL-2,6-DIMETHYLIODOBENZENE;5-(t-Butyl)-2-iodo-1,3-dimethylbenzene
• CAS NO: 5122-20-3
• Molecular Formula: C₁₂H₁₇I
• Molecular Weight: 288.17
• EINECS: 200-158-5
• Mol File: 5122-20-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 54-57°C
• Boiling Point: 272.7 °C at 760 mmHg
• Flash Point: 121.2 °C
• Appearance: /
• Density: 1.367 g/cm³
• Vapor Pressure: 0.00998mmHg at 25°C
• Refractive Index: 1.55
• Sensitive: Light Sensitive
• CAS DataBase Reference: 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE(5122-20-3)
• EPA Substance Registry System: 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE(5122-20-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 5122-20-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to contribute to the formation of complex organic compounds that possess desired biological activities.
Used in Polymer Production:
In the polymer industry, 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE is used as a stabilizer to enhance the properties of polymers during their production process, ensuring stability and improving the end product's performance characteristics.
Used in Organic Synthesis:
5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE serves as a starting material for the synthesis of other complex organic compounds, highlighting its importance in organic chemistry for creating a wide range of chemical products.
It is crucial to handle 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE with care due to its potential hazards if not properly managed, emphasizing the need for safety measures in its application across various industries.

InChI:InChI=1/C12H17I/c1-8-6-10(12(3,4)5)7-9(2)11(8)13/h6-7H,1-5H3

Upstream product

• 98-19-1 5-tert-Butyl-m-xylene 

Downstream Products

• 588-46-5 N-(phenylmethyl)acetamide 
• 1217485-94-3 1-phenyl-2-(4'-tert-butyl-2',6'-dimethylbiphenyl-4-yl)acetylene 
• 1217485-95-4 1-(4-timethylsilylphenyl)-2-(4'-tert-butyl-2',6'-dimethylbiphenyl-4-yl)acetylene 
• 64936-47-6 4-tert.-Butyl-2,6-dimethylphenyl-selenocyanat 
• 1620336-84-6 5-tert-butyl-1,3-dimethyl-2-(1-p-tolylvinyl)benzene 
• 1610675-70-1 ethyl 4-tert-butyl-2,6-dimethylphenylphosphonamide 

Relevant articles and documents

Photocatalytic Oxidative Iodination of Electron-Rich Arenes

A visible-light-mediated oxidative iodination of electron-rich arenes has been developed. 2.5 mol% of unsubstituted anthraquinone as photocatalyst were used in combination with elementary iodine, trifluoroacetic acid and oxygen as the terminal oxidant. The iodination proceeds upon irradiation in non- or weakly-electron donating solvents (DCM, DCE and benzene) wherein a spectral window in strongly coloured iodine solutions can be observed at around 400 nm. The method provides good to excellent yields (up to 98%) and shows excellent regioselectivity and good functional group tolerance (triple bonds, ketone, ester, amide). Moreover, the photo-iodination was also upscaled to a 5 mmol scale (1.1 g). Mechanistic investigations by intermediate trapping and competition experiments indicate a photocatalytic arene oxidation and the subsequent reaction with iodine as a likely mechanistic pathway. (Figure presented.).

An alternative to the Sandmeyer approach to aryl iodides

Iodoarenes are important synthons for a wide range of organic transformations. Here we report a general strategy to prepare singly iodinated electron-rich aromatic compounds through the intermediacy of diaryliodonium salts. This process, which incorporates a phase separation that greatly simplifies product purification, is an attractive replacement for the Sandmeyer approach to iodoarenes that are otherwise difficult to access.

Progressive direct iodination of sterically hindered alkyl substituted benzenes

Benzene derivatives bearing at least one bulky alkyl group (i-Pr or t-Bu) were selectively and effectively iodinated using elemental iodine activated, by 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor, F-TED