693-67-4 Usage
Description
1-Bromoundecane, also known as undecane, bromo-, is an organic compound with the chemical formula C11H23Br. It is a colorless liquid at room temperature and is commonly used as a reagent in various chemical reactions.
Uses
1. Used in Organic Synthesis:
1-Bromoundecane is used as a reagent for the preparation of Grignard reagents by reacting with magnesium (Mg) in tetrahydrofuran (THF). This application is crucial in organic synthesis, as Grignard reagents are versatile tools for the formation of carbon-carbon bonds and the synthesis of various organic compounds.
2. Used in Pharmaceutical Industry:
1-Bromoundecane serves as an important raw material and intermediate in the pharmaceutical industry. Its unique chemical properties make it a valuable component in the development of new drugs and medications.
3. Used in Dye Industry:
In the dye industry, 1-Bromoundecane is utilized as a key intermediate for the synthesis of various dyes. Its chemical structure allows for the creation of a wide range of colored compounds, which are essential for various applications, including textiles, plastics, and printing inks.
4. Used in Agrochemicals:
1-Bromoundecane is also employed in the agrochemical industry as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in this industry is vital for the development of effective and environmentally friendly solutions for crop protection and management.
Synthesis Reference(s)
The Journal of Organic Chemistry, 45, p. 2550, 1980 DOI: 10.1021/jo01300a071
Check Digit Verification of cas no
The CAS Registry Mumber 693-67-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 3 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 693-67:
(5*6)+(4*9)+(3*3)+(2*6)+(1*7)=94
94 % 10 = 4
So 693-67-4 is a valid CAS Registry Number.
InChI:InChI=1/C11H23Br/c1-2-3-4-5-6-7-8-9-10-11-12/h2-11H2,1H3
693-67-4Relevant articles and documents
Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes
Cruz, Daniel A.,Sinka, Victoria,De Armas, Pedro,Steingruber, Hugo Sebastian,Fernández, Israel,Martín, Víctor S.,Miranda, Pedro O.,Padrón, Juan I.
supporting information, p. 6105 - 6109 (2021/08/18)
A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui's radical susceptibilities support the obtained results.
Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents
Wang, Ze-Zhong,Wang, Guang-Zu,Zhao, Bin,Shang, Rui,Fu, Yao
supporting information, p. 1221 - 1225 (2020/08/17)
A cobalt-catalyzed decarboxylative methylation of aliphatic redox-active esters [ N-(acyloxy)phthalimides; RAEs] with trimethylaluminum under mild conditions was developed, providing a method for transforming a carboxylate group into a methyl group without redox fluctuation. Primary and secondary RAEs were both amenable substrates, whereas a tertiary RAE delivered an elimination product. Triethylaluminum was also used to deliver a decarboxylative ethylation product.
PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES
-
Paragraph 00165, (2017/07/28)
The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.