92015-10-6

Usage

Type of compound

Substituted benzene compound

Substituents

Two ethyl groups and an iodine atom

Positions of substituents

Attached at the 1 and 3 positions on the benzene ring

Common use

Intermediate in the synthesis of various organic compounds and pharmaceuticals

Physical state

Colorless to pale yellow liquid

Odor

Slightly sweet

Flammability

Flammable

Health hazards

May cause irritation to the skin, eyes, and respiratory system upon exposure

Handling and storage

Should be done with caution, typically in laboratory settings and industrial processes under controlled conditions to ensure safe handling and disposal

Upstream product

• 579-66-8 2,6-diethylaniline 
• 82113-65-3 bis(trifluoromethanesulfonyl)amide 
• 75-05-8 acetonitrile 

Downstream Products

• 78114-07-5 2,6-diethylbenzoic acid 
• 91962-96-8 1,2,3-Triacetylbenzol 
• 97115-88-3 2,2',6,6'-Tetraethylbenzil 
• 64359-02-0 2,6-diethylbenzoyl chloride 
• 1210792-83-8 N-(2,6-diethyl)phenyl-N-(2-pyridyl)amine 
• 97079-59-9 Benzal-2,6-diethyl-acetophenon 

Relevant academic research and scientific papers

Arene diazonium saccharin intermediates: A greener and cost-effective alternative method for the preparation of aryl iodide

In the current protocol, the arene diazonium saccharin derivatives were initially produced from various substituted aromatic amines; subsequently, these intermediates were treated with a greener organic iodide for the preparation of the aryl iodide. We tried to choose low-cost, commercially available, biodegradable, recoverable, ecofriendly, and safe reagents and solvents. The arene diazonium saccharin intermediates could be stored in the liquid phase into a refrigerator for a long time with no significant loss activity. The outstanding merits of the current protocol (a) included the partial recovering of saccharin and tetraethylammonium salt, (b) reduce the use of solvents and the reaction steps due to eliminating separation and purification of intermediates, (c) good yield of the sterically hindered substrates, and (d) avoid the generation of heavy metal or corrosive waste.

Two-photon absorbing compounds and methods of making same

A two-photon absorbing (TPA) compound is provided, along with a method of making same. The TPA compound has a general structural formula: where A is an acceptor moiety that is connected to m number of diarylaminofluorene arms (m=1-3); in each diarylaminofluorene arms, R is selected from linear or branched alkyl chains having a general formula CnH2n+1, where n is in a range from 2 to 25; where R1, R2, and R3 are independently selected from H or C1-C4 alkyls; where R4 is selected from C1-C5 alkyls; and wherein R5 through R10 are independently selected from H, alkoxyls, alkyls, or aryls. A may be benzothiazol-2-yl, benzo[1,2-d:4,5-d′]bisthiazole-2,6-diyl, thiazolo[5,4-d]thiazole-2,5-diyl-, 1,3,5-triazine-2,4,6-triyl, 1,3,5-triazine-2,4,6-triyl, benzo[1,2-d:3,4-d′:5,6-d″]tristhiazole-2,5,8-triyl-, or dithieno[3,2-b:2′,3′-d]thiophene-2,6-diyl-.

A facile and sustainable protocol to the preparation of aryl iodides using stable arenediazonium bis(trifluoromethylsulfonyl)imide salts via the telescopic process

The preparation of aryl iodides in a telescopic reaction using tert-butyl nitrite as a diazotization reagent and a mixture of bis(trifluoromethane) sulfonamide and glacial acetic acid as a mild acidic agent in ethanol followed by iododediazoniation with tetraethylammonium iodide in water was investigated. The current method has other advantages such as minimized waste by avoiding solvent for the purification of products in diazotization step, simple experimental procedure, and good yield of the sterically hindered aryl amines, metal and strong acid-free waste and environmentally benign conditions. The noteworthy features of this study are the preparation of stable arenediazonium bis(trifluoromethylsulfonyl)imide salts that can be used with no significant loss activity after 1?week and bis(trifluoromethane)sulfonamide was recovered in high yields from reactions.

Steric and Electronic Substituent Effects Influencing Regioselectivity of Tetracene Endoperoxidation

This paper describes the influence of steric and electronic factors in the regioselectivity of endoperoxide formation of tetracene derivatives using 1O2. A combination of kinetics experiments and product distributions resulting from these photosensitized oxidations demonstrates that, while the steric effect of o-alkyl groups on aryl substituents is highly localized to the substituted ring, the resistance to oxidation based on phenylethynyl substituents is more evenly distributed between the two reactive rings. These results are important for the rational design of highly persistent acenes.

A new, one-step, effective protocol for the iodination of aromatic and heterocyclic compounds via aprotic diazotization of amines

We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield. Georg Thieme Verlag Stuttgart.