10522-20-0

Usage

Uses

Used in Fragrance Industry:
3-methyldodecanal is used as a fragrance ingredient for its pleasant, citrus-like scent, contributing to the creation of various perfumes and scented products.
Used in Food Industry:
In the food industry, 3-methyldodecanal is used as a flavoring agent to enhance or mimic the taste of certain foods, capitalizing on its natural occurrence in some food items.
Used in Pharmaceutical Industry:
3-methyldodecanal is studied for potential applications in the pharmaceutical industry, possibly due to its natural presence in some medicinal plants or its chemical properties that could be harnessed for therapeutic purposes.
Used as Insect Repellent:
3-methyldodecanal is also considered for use as an insect repellent due to its ability to deter insects, which is an area of study for potential applications in pest control and personal care products.
Safety Note:
It is important to handle 3-methyldodecanal with care, as it can cause skin and eye irritation, especially in high concentrations, necessitating proper safety measures during its use and production.

InChI:InChI=1/C13H26O/c1-3-4-5-6-7-8-9-10-13(2)11-12-14/h12-13H,3-11H2,1-2H3

Upstream product

• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 122-78-1 phenylacetaldehyde 
• 34719-16-9 (1R,6S,7S,8R)-7,8-dichlorobicyclo[4.2.0]octa-2,4-diene 
• 64-19-7 acetic acid 
• 79-21-0 peracetic acid 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 75-36-5 acetyl chloride 
• 100-42-5 styrene 
• 536-74-3 phenylacetylene 
• 105654-27-1 (Z,Z)-bis(2-phenylethenyl)telluride 
• 139926-43-5 (E,E)-bis(2-phenylethenyl)telluride 
• 492-37-5 hydratropic acid 
• 64-04-0 phenethylamine 

Relevant academic research and scientific papers

Selective Palladium-Catalyzed α,β-Homodiarylation of Vinyl Esters in Aqueous Medium

A palladium-catalyzed 1,2-diarylation of vinyl esters with arylboronic acids in water has been developed. This newly elaborated protocol features a good functional group tolerance and provides one-step access to 1,2-diarylethanol derivatives under mild reaction conditions. The presented reaction can be carried out in the water at ambient temperature without the addition of any ligands, what makes this procedure environmentally benign. The transformation occurs within a single catalytic cycle and is feasible due to the modification of transition metal catalytic activity through the influence of π-acceptor olefin (benzoquinone) as well as water as a medium. Moreover, this protocol allows to generate entire compound libraries (highly profitable in medicinal chemistry) and utilizes sustainable arylboronic acids as coupling partners under mild conditions. It is also noted that the structure of boron moiety has a great impact on the reaction selectivity, the usage of sterically hindered esters of arylboronic acids influence the reaction course towards stilbenes.

Synthesis and catalytic applications of 1,2,3-triazolylidene gold(i) complexes in silver-free oxazoline syntheses and C-H bond activation

A series of novel 1,2,3-triazolylidene gold(i) chloride complexes have been synthesised and fully characterised. Silver-free methodologies for chloride ion abstraction of these complexes were evaluated for their potential as Au-based catalyst precursors. Using simple potassium salts or MeOTf as chloride scavengers produced metal complexes that catalyse both the regioselective synthesis of oxazolines and the C-H activation of benzene or styrene for carbene transfer from ethyl diazoacetate. These results indicate that Ag-free activation of 1,2,3-triazolylidene gold(i) chloride complexes is feasible for the generation of catalytically active Au triazolylidene species. However, silver-mediated activation imparts substantially higher catalytic activity in oxazoline synthesis.

Complex compound

PROBLEM TO BE SOLVED: To provide a new complex compound that can be used as a catalyst for an organic synthesis reaction and in particular a surfactant type catalyst having both functions of catalytic ability and surface active ability. SOLUTION: A complex compound comprises a nitrogen-containing heterocyclic carbene ligand represented by formula (A) and including at least one metal atom selected from palladium, silver, rhodium, iridium, and ruthenium as a central metal. (R1 represents a divalent hydrocarbon group that has 2-20 carbon atoms and may include at least one atom selected from N, O, S and halogen atoms; R2 represents a hydrocarbon group having 6-70 carbon atoms and including a polyoxyalkylene group and/or a polyglyceryl group having a polymerization number of 2-20 or a hydrocarbon group having 2-20 carbon atoms and including at least one ionic functional group selected from a sulfonic acid group, a carboxyl group, an ammonium group, or their salts; and R3 represents a hydrocarbon group having 2-20 carbon atoms) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Synthesis and characterization of ionic liquid immobilized on magnetic nanoparticles: A recyclable heterogeneous organocatalyst for the acetylation of alcohols

Herein, we describe a simple and efficient procedure for the preparation of 3-((3-(trisilyloxy)propyl)propionamide)-1-methylimidazolium chloride ionic liquid supported on magnetic nanoparticle (TPPA-IL-Fe3O4). The structure of this magnetic ionic liquid is fully characterized by FT-IR, TGA, XRD, VSM, SEM, EDX and DLS techniques. TPPA-IL-Fe3O4 is employed as a catalyst for the acetylation of alcohols with acetic anhydride under mild and heterogeneous conditions at room temperature with good to excellent yields. The magnetic catalyst could be readily separate from the reaction media by simple magnetic decantation, and reused several times without significant loss of its catalytic activity.

Palladium catalysed β-selective oxidative Heck reaction of an electron-rich olefin

A palladium catalysed oxidative β-arylation of an electron-rich olefin is described. The reaction was under mild conditions; meanwhile, additives and directing groups are not needed. Various arylboronic acids worked well under the standard conditions.

A novel silver nanoparticle embedded mesoporous polyaniline (mPANI/Ag) nanocomposite as a recyclable catalyst in the acylation of amines and alcohols under solvent free conditions

A mesoporous polyaniline/silver (mPANI/Ag) nanocomposite has been prepared using mesoporous organic polymer polyaniline with silver nitrate via radical polymerization of aniline monomer in the presence of hydrochloric acid. The mPANI/Ag nanocomposite has been characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM), energy-dispersive X-ray spectra (EDX), Fourier transform infrared spectroscopy (FT-IR), and ultraviolet-visible absorption spectra (UV-vis). The XRD patterns indicated that the crystalline phase of Ag is cubic. TEM images show that the Ag nanoparticles are well dispersed in the mesoporous polyaniline matrix. The mPANI/Ag acts as an efficient heterogeneous nanocatalyst in the acylation of substituted amines and alcohols using acetic acid. The catalyst is air-stable, inexpensive, easy to prepare and can be reused several times without a significant decrease in activity and selectivity. This journal is

Pd(II)-catalyzed sequential C-C/C-O bond formations: A new strategy to construct trisubstituted furans

Palladium-catalyzed oxidative difunctionalization of enol ethers with 1,3-dicarbonyl compounds to construct trisubstituted furans in one step under mild conditions is described. The reaction is thought to proceed through a C-C bond formation along with a C-O bond closing the ring structure. Oxygen is the sole oxidant regenerating the Pd(II) catalyst.

Rhodium-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes

We report here the first transition-metal-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes to give enol ethers in high yields without using bases. Arylacetylenes as well as alkenyl- and alkylacetylenes were coupled with aliphatic alcohols, and the products were obtained with high Z selectivity in most cases. Effective catalysts were 8-quinolinolato rhodium complexes, which are structurally simple but have been relatively unexplored as catalysts.

Efficient diacetoxylation of alkenes via Pd(II)/Pd(IV) process with peracetic acid and acetic anhydride

A palladium-catalyzed diacetoxylation of alkenes in the presence of peracetic acid and acetic anhydride was developed to produce diacetates efficiently and diastereoselectively. Due to its mild conditions, this method was suitable for a broad range of substrates encompassing conjugated and nonconjugated olefins.

Intramolecular O-H...O hydrogen-bond-mediated reversal in the partitioning of conformationally restricted triplet 1,4-biradicals and amplification of diastereodifferentiation in their lifetimes

The photoreactivity and nanosecond transient phenomena have been investigated for a rationally designed set of ketones 4-9 in order to gain comprehensive insights concerning the influence of intramolecular hydrogen bonding on (i) the lifetimes of triplet 1,4-biradicals and (ii) the partitioning of the latter between cyclization and elimination. Comparisons of the photochemical results and lifetime data for the biradicals of ketones 6 versus 8 and 7 versus 9 revealed a remarkable influence of hydrogen bonding when superimposed upon steric factors: while 6 and 7 yielded cyclobutanols in poor yields, cyclization was found to be overwhelmingly predominant for 8-anti and moderately so for 9-anti, with a high stereoselectivity in the formation of cyclobutanols (>95% for 8-anti). The diastereochemistry in the case of 8 permitted the occurrence of fragmentation or cyclization almost exclusively (>90% cyclization for 8-anti and >75% elimination for 8-syn). Significantly, the intramolecular hydrogen bonding in the biradicals of 8 and 9 was found to reverse their partitioning between cyclization and elimination compared with the behavior of the biradicals of ketones 3; the ketones 8-anti and 9-anti underwent cyclization in benzene, predominantly leading to cyclobutanols with syn stereochemistry between the C2 and C3 substituents. In accordance with photoproduct profiles, an unprecedented ～2-fold difference in the lifetimes of the intermediate diastereomeric triplet biradicals of ketones 8 in nonpolar solvents (e.g., τsyn = 123 ns and τanti = 235 ns in cyclohexane) was observed via nanosecond laser flash photolysis, while no such difference in lifetimes was found for the triplet biradicals of acetoxy ketones 9. The intriguing diastereodifferentiation in the lifetimes of the diastereomeric triplet 1,4-biradicals of 8 and the product profiles of ketones 6, 7, and 9 are best reconciled via a unified mechanistic picture in which superposition of steric factors over varying magnitudes of O-H...O hydrogen bonding selectively facilitates a particular pathway. In particular, the diastereodifferentiation in the photochemical outcomes for the diastereomers of ketone 8 and in the lifetimes of their triplet biradicals can be understood on the basis of rapid deactivation of the 8-syn triplet biradical via fragmentation and slow cyclization of the 8-anti triplet biradical from chair- and twist-boat-like hydrogen-bonded conformations, respectively. The photolysis in polar aprotic solvents such as DMSO and pyridine was found to reverse the chemoselectivity, yielding reactivity paralleling that of ketones 3, for which the steric factors between the C2 and C3 substituents control the photochemical outcome.