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

General Description

5-(tert-butyl)-2-iodo-1,3-dimethylbenzene, also known as 2-iodo-5-tert-butyl-m-xylene, is an organic compound with the chemical formula C11H15I. It is a crystalline solid with a white to light yellow color and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is a substituted aromatic compound, meaning it contains a benzene ring with a tert-butyl group and an iodine atom attached at specific positions. The compound has a variety of industrial applications, including its use as a stabilizer in the production of polymers and as a starting material for the synthesis of other complex organic compounds. It is important to handle this chemical with care, as it may be hazardous if not properly managed.

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 
• 1620336-84-6 5-tert-butyl-1,3-dimethyl-2-(1-p-tolylvinyl)benzene 
• 1610675-70-1 ethyl 4-tert-butyl-2,6-dimethylphenylphosphonamide 
• 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 

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.).

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