74646-31-4

Usage

Chemical structure

14-Bromo-1-tetradecene is a 14-carbon chain with a bromine atom attached to the first carbon and a double bond between two of the carbon atoms.

Family

It is a member of the alkene family.

Applications

Primarily used in organic synthesis and in the production of various chemical compounds.

Specific uses

Manufacturing of surfactants, lubricants, and as a building block for other organic molecules.

Safety

It is a potentially hazardous chemical and should only be used by individuals with the appropriate training and safety precautions.

Upstream product

• 4549-33-1 1,9-Dibromononane 
• 1119-51-3 bromopentene 
• 5162-44-7 1-bromo-4-butene 
• 4101-68-2 1,10-dibromodecane 
• 21964-49-8 tetradeca-1,13-diene 

Downstream Products

• 628316-33-6 (3R)-1-O-(p-methoxybenzyl)-3-[2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl]octadec-17-ene-1,3-diol 
• 628316-31-4 (3R)-1-O-(p-methoxybenzyl)-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)octadec-17-ene-1,3-diol 
• 404868-06-0 (3R)-3-[2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl]octadec-17-eneoic acid 
• 628316-34-7 (3R)-3-[2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl]octadec-17-ene-1,3-diol 
• 628316-32-5 (3R)-1-O-(p-methoxybenzyl)-3-[6-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl]octadec-17-ene-1,3-diol 
• 628316-30-3 (R)-1-O-p-methoxybenzyloctadec-17-ene-1,3-diol 

Relevant academic research and scientific papers

An Efficient Synthesis of 3-Alkylpyridine Alkaloids Enables Their Biological Evaluation

3-Alkylpyridine alkaloids (3-APAs) isolated from the arctic sponge Haliclona viscosa are a promising group of bioactive marine alkaloids. However, due to limited bioavailability, investigations of their bioactivity have been hampered. Additionally, synthesis of a common intermediate requires the use of protecting groups and harsh conditions. In this work, we developed a simple and concise two-step route to nine different natural and synthetic haliclocyclins. These compounds displayed modest antibiotic activity against several Gram-positive bacterial strains.

Synthesis of 13C-labelled cutin and suberin monomeric dicarboxylic acids of the general formula HO213C-(CH2)n-13CO2H (n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28)

13C-labeled dicarboxylic acids HO213C-(CH2)n-13CO2H (n = 10, 12, 14, 16, 18, 20, 22, 24, 26, 28) have been synthesized as internal standards for LC-MS and GC-MS analysis of cutin and suberin monomer degradation by soil-based microorganisms. Different synthetic strategies had to be applied depending on the chain length of the respective synthetic target and because of economic considerations. 13C-labels were introduced by nucleophilic substitution of a suitable leaving group with labelled potassium cyanide and subsequent hydrolysis of the nitriles to produce the corresponding dicarboxylic acids. All new compounds are characterized by GC/MS, IR, and NMR methods as well as by elemental analysis.

Synthesis of 13C-labelled ω-hydroxy carboxylic acids of the general formula HO213C-(CH2)n-CH2OH or HO2C-(CH2)n-13CH2OH (n = 12, 16, 20, 28)

13C-labelled ω-hydroxy-carboxylic acids HO213C-(CH2)n-CH2OH or HO2C-(CH2)n-13CH2OH (n = 12, 16, 20, 28) with 13C labels selectively introduced either at the carboxy group or at the primary alcohol function at the end of the hydrocarbon chain have been synthesized. Different synthetic strategies had to be applied depending on the position of the label, the chain length of the respective synthetic target and due to economic considerations. 13C labels in general were introduced by nucleophilic substitution of a suitable leaving group with labelled potassium cyanide and subsequent hydrolysis of the nitriles to produce the corresponding labelled carboxy functions, which may also be reduced to give the labelled primary alcohol group. All new compounds are characterized by GC/MS, IR and NMR methods as well as by elemental analysis.

Structure Assignment, Total Synthesis, and Antiviral Evaluation of Cycloviracin B1

The first total synthesis of the antivirally active glycolipid cycloviracin B1 (1) is described. The approach is based on a two-directional synthesis strategy which constructs the C 2-symmetrical macrodiolide core of the target by an