65423-25-8

Usage

Chemical Properties

Colorless liquid; fatty, citrusy aroma.

InChI:InChI=1/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2H,1,3-11H2,(H,13,14)

Upstream product

• 7766-50-9 1-undecen-11-ylbromide 
• 124-38-9 carbon dioxide 
• 1647-16-1 1,10-decadiene 
• 108-24-7 acetic anhydride 
• 71736-19-1 12-iodododecan-1-oic acid 

Downstream Products

• 16900-60-0 dodec-11-ynoic acid 
• 35289-31-7 dodec-11-en-1-ol 
• 123-99-9 azelaic acid 
• 334-48-5 1-decanoic acid 
• 610308-75-3 1,2-di-(11'-dodecenoyl)-3-(p-methoxybenzyl)-sn-glycerol 
• 18202-10-3 11-dodecyn-1-ol 
• 71084-07-6 1-tetrahydropyranyloxy 11-dodecyne 
• 177431-83-3 (2-Dodec-11-enyl-2H-tetrazol-5-yl)-phenyl-acetic acid 
• 1026563-20-1 (2-Dodec-11-enyl-2H-tetrazol-5-yl)-phenyl-acetic acid ethyl ester 
• 99824-64-3 dodec-11-en-1-yl 4-methylbenzenesulfonate 
• 1310330-47-2 C₂₈H₄₄O₂Si 
• 1351669-55-0 (S)-((1S,2R)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 2-((S)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)dodec-11-ynoate 
• 1351669-57-2 (S)-((1S,2R)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 2-((S)-1-5-(3-dimethylaminopropylsulfonyl)-1-hydroxypentyl)dodec-11-ynoate 
• 1351669-60-7 (S)-2-((S)-3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)dodec-11-ynoic acid 

Relevant academic research and scientific papers

A CONVENIENT AND EFFICIENT THREE-STEP SYTHESIS OF α-CHLORO KETO ACIDS

Efficient three-step syntheses of α-chloro keto acids 1a-c from ω-alkenoic acids 2 and ω-alkenyl alcohols 3 are described, proceeding via epoxidation/chloride-mediated epoxide ring opening/Jones oxidation protocols.

Quantifying Ligand Exchange on InP Using an Atomically Precise Cluster Platform

The surface chemistry of a colloidal nanoparticle is intrinsic to both its structure and function. It is therefore necessary to characterize the surfaces of colloidal materials to rationally underpin any synthetic, catalytic, or transformative mechanisms they enable. Here we characterize the surface properties of colloidal InP clusters and quantum dots by examining the binding of traditional stabilizing ligands including carboxylates, phosphonates, and thiolates. By using the In37P20X51 (X = carboxylate) cluster species as an ideally monodisperse and well-defined starting scaffold, we quantify surface-exchange equilibria. Using quantitative 1H and 31P NMR spectroscopy, we show that 1:1 metathesis-type binding models are insufficient to fully describe the surface dynamics. In particular, for the case of the highly reversible carboxylate ligand exchange, a more detailed isotherm approach using a two-site, competitive model is necessary. This model is used to deconvolute L- A nd X-type binding modalities. We additionally quantify the reversible and irreversible ligand-exchange reactions observed in the thiolate and phosphonate systems.

The Rickiols: 20-, 22-, and 24-membered Macrolides from the Ascomycete Hypoxylon rickii

In preceding studies the neotropical ascomycete Hypoxylon rickii turned out to be a prolific source of new secondary metabolites, considering that we had obtained terpenoids with five different scaffolds along with a series of terphenyls. From the mycelial extracts of a 70 L scale fermentation of this strain we additionally isolated nine new macrolides (1–9) by RP-HPLC. The planar structures were elucidated by NMR spectroscopy complemented by HR-ESIMS. The relative configurations were assigned by J-based configuration analyses and confirmed by Kishi′s Universal Database. Subsequently, the absolute configurations were assigned by Mosher′s method using the shift analysis of a tetra-MTPA derivative. For rickiol A (1) and E (5) we observed transesterification of 20-membered ring structures to 22-membered isomers rickiol A2 (6) and E2 (7), and to 24-membered isomers rickiol A3 (8) and rickiol E3 (9), respectively. Cytotoxic effects and moderate antibiotic activity against Gram-positive bacteria were observed for 1–8 and 1–6 and 8, respectively. The total synthesis of rickiol E3 (9) established easier access to these compounds.

Identification of acyl protein thioesterases 1 and 2 as the cellular targets of the ras-signaling modulators palmostatin B and M

Finding the target: Activity-based proteomic profiling probes based on the depalmitoylation inhibitors palmostatin B and M (see picture) have been synthesized and were found to target acyl protein thioesterase 1 (APT1) and 2 (APT2) in cells. Copyright

A dehydrohalogenation methodology for synthesizing terminal olefins under mild conditions

A new methodology for preparing terminal olefins in good yield by dehydrohalogenation of primary alkyl iodide with tetrabutylammonium fluoride in dimethyl sulfoxide at room temperature is presented. Optimization of the mild reaction conditions and assays on various alkyl iodides are described. Georg Thieme Verlag Stuttgart.

Synthesis and biological evaluation of a "natural" insect repellent

(11Z)-11,19-Icosadienyl acetate (1) has been shown to be an efficient repellent against the ant Myrmica rubra whereas its corresponding (11E) stereoisomer 2 does not exhibit any repellent activity at all. Several synthetic strategies for these two compounds have been evaluated.

Addition of carboxyalkyl radicals to alkenes through a catalytic process, using a Mn(II)/Co(II)/O2 redox system

A novel strategy for production of mono- and dicarboxylic acids by the addition of carboxyalkyl radicals to alkenes and dienes, respectively, was successfully developed through a catalytic process with use of Mn(II)/Co(II)/O2 system. Thus, a variety of carboxylic acids were prepared by the reaction of alkenes and dienes with acid anhydrides in the presence of a very small amount of Mn(OAc)2 (0.5 mol %) and Co(OAc)2 (0.1 mol %) under dilute dioxygen.