1653-31-2

Usage

Uses

Used in Personal Care Industry:
2-Tridecanol is used as an emollient and emulsifier for the production of personal care products such as lotions, creams, and hair care products. Its emollient properties help to soften and smooth the skin, while its emulsifying capabilities allow for the even distribution of ingredients within these formulations.
Used in Industrial Applications:
In the industrial sector, 2-Tridecanol is utilized as a surfactant, which aids in the stabilization of mixtures and the reduction of surface tension. This makes it a valuable component in various manufacturing processes.
Used in Chemical Synthesis:
2-Tridecanol serves as a raw material for the synthesis of other chemicals, highlighting its importance in the production of a variety of chemical compounds.
Used in Food Industry:
Although present in small quantities, 2-Tridecanol can be found in some food products as a flavoring agent. It is generally regarded as safe for consumption, adding to its diverse applications.
Overall, 2-Tridecanol's multifaceted uses underscore its significance as a chemical with broad applications in personal care, industrial processes, chemical synthesis, and even the food industry.

InChI:InChI=1/C13H28O/c1-3-4-5-6-7-8-9-10-11-12-13(2)14/h13-14H,3-12H2,1-2H3/t13-/m0/s1

Upstream product

• 117286-10-9 undecylmagnesium bromide 
• 75-07-0 acetaldehyde 
• 143-07-7 lauric acid 
• 849585-22-4 LACTIC ACID 
• 139926-08-2 trans-2,3-Epoxy-1-tridecyl chloride 
• 113466-78-7 trans-2,3-Epoxy-1-tridecanol tosylate 
• 113466-78-7 (3-decyloxiran-2-yl)methyl 4-methylbenzenesulfonate 
• 112-54-9 Dodecanal 
• 74-88-4 methyl iodide 
• 917-64-6 methyl magnesium iodide 
• 926921-09-7 13-iodo-2-tridecanol 
• 81819-08-1 13-bromo-2-hydroxytridecane 
• 74963-02-3 trans-2,3-Epoxy-1-tridecanol 
• 111-82-0 methyl n-dodecanoate 

Downstream Products

• 61165-58-0 2-Tridecyl-p-dimethylamino-benzolsulfonat 
• 593-08-8 tridecan-2-one 
• 55193-94-7 Caprinsaeure-2-tridecylester 
• 55193-07-2 Buttersaeure-2-tridecanester 
• 41015-28-5 (+/-)-2-Tridecanyl acetate 
• 120876-13-3 (S)-(+)-1-methyldodecyl acetate 
• 140459-83-2 (R)-2-tridecanyl acetate 
• 59812-98-5 (R)-(-)-tridecan-2-ol 
• 1346758-16-4 1-methyldodecyl 3,5-dibromobenzoate 

Relevant academic research and scientific papers

Zinc Hydride-Catalyzed Hydrofuntionalization of Ketones

Three new dimeric bis-guanidinate zinc(II) alkyl, halide, and hydride complexes [LZnEt]2 (1), [LZnI]2 (2) and [LZnH]2 (3) were prepared. Compound 3 was successfully employed for the hydrosilylation and hydroboration of a vast number of ketones. The catalytic performance of 3 in the hydroboration of acetophenone exhibits a turnover frequency, reaching up to 5800 h-1, outperforming that of reported zinc hydride catalysts. Notably, both intra- and intermolecular chemoselective hydrosilylation and hydroboration reactions have been investigated.

Production of liquid hydrocarbon fuels with acetoin and platform molecules derived from lignocellulose

Acetoin, a novel C4 platform molecule derived from new ABE (acetoin-butanol-ethanol) type fermentation via metabolic engineering, was used for the first time as a bio-based building block for the production of liquid hydrocarbon fuels. A series of diesel or jet fuel range C9-C14 straight, branched, or cyclic alkanes were produced in excellent yields by means of C-C coupling followed by hydrodeoxygenation reactions. Hydroxyalkylation/alkylation of acetoin with 2-methylfuran was investigated over a series of solid acid catalysts. Among the investigated candidates, zirconia supported trifluoromethanesulfonic acid showed the highest activity and stability. In the aldol condensation step, a basic ionic liquid [H3N+-CH2-CH2-OH][CH3COO-] was identified as an efficient and recyclable catalyst for the reactions of acetoin with furan based aldehydes. The scope of the process has also been studied by reacting acetoin with other aldehydes, and it was found that abnormal condensation products were formed from the reactions of acetoin with aromatic aldehydes through an aldol condensation-pinacol rearrangement route when amorphous aluminium phosphate was used as a catalyst. And the final hydrodeoxygenation step could be achieved by using a simple and handy Pd/C + H-beta zeolite system, and no or a negligible amount of oxygenates was observed after the reaction. Excellent selectivity was also observed using the present system, and the clean formation of hydrocarbons with a narrow distribution of alkanes occurred in most cases.

Cobalt-catalyzed asymmetric hydroboration of aryl ketones with pinacolborane

The highly enantioselective cobalt-catalyzed hydroboration reaction of aryl ketones with HBpin was developed using iminopyridine oxazoline ligands. Halides, amines, ethers, sulfides, esters and amides are well tolerated under the mild reaction conditions, demonstrating its synthetic advantage. Substituted diaryl ketones could also be hydroborated with high enantioselectivity.

A Grignard-type phase-vanishing method: Generation of organomagnesium reagent and its subsequent addition to carbonyl compounds

Abstract A quadraphasic phase-vanishing system comprised of diethyl ether, magnesium, perfluoropolyether, and iodoalkane efficiently generated the corresponding Grignard reagents, which subsequently added to carbonyl compounds in the ether layer to afford alkylated alcohols in good yields.

Tandem isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols using Rh/Ru dual-or ternary-catalyst systems

A one-pot three-step reaction, isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols, was accomplished by employing a Rh/Ru dual-catalyst system. By using a combination of Rh(acac)(CO)2/ bisphosphite and Shvo's catalyst, (Z)-2-tridecene was converted to 1-tetradecanol in 83% yield with high normal/iso selectivity (n/i = 12). The method was applicable to other internal alkenes, including functionalized alkenes, such as an alkenol and an alkenoate. Furthermore, addition of a third component, Ru3(CO)12, effectively improved the n/i ratio in the tandem isomerization/hydroformylation/hydrogenation of methyl oleate (from n/i = 1.9 to 4.4). Control experiments revealed that the isomerization was mediated by both Rh and Ru and that the coexistence of Rh and Ru was essential for hydrogenation of aldehyde under H2/CO.

Synthetic utility of tribenzyltin hydride and its derivatives as easily accessible, removable, and decomposable organotin reagents

Radical reactions using tribenzyltin hydride (Bn3SnH) easily prepared from tin and benzyl chloride were studied. The Et3B- initiated reduction and cyclization of haloalkanes and haloalkenes with Bn 3SnH proceeded efficiently. Homolytic hydrostannylation of alkynes with Bn3SnH followed by treatment with electrophiles gave functionalized alkenes in good to high yields. The organotin byproducts formed could be easily removable by filtration and silica-gel column chromatography without any pretreatment. It was also found that tribenzyltin chloride (Bn 3SnCl) easily decomposed to benzyl alcohol in a basic solution of H2O2.

Formal synthesis of tetrahydrolipstatin and tetrahydroesterastin

A versatile and efficient approach to (3S,5R)-methyl 3-(benzyloxy)-5- (methoxymethoxy)hexadecanoate, a key chiral building block and a common polyol fragment of the anti-tumor and anti-obesity agents tetrahydrolipstatin 3 and tetrahydroesterastin 4 using both hydrolytic kinetic resolution (HKR) and proline catalyzed sequential α-aminoxylation, followed by HWE-olefination reaction is described.

Chiral surfactant-type catalyst for asymmetric reduction of aliphatic ketones in water

A novel chiral surfactant-type catalyst is developed. Micelles formed in water by association of the catalysts themselves, and this was confirmed by TEM analyses. Asymmetric transfer hydrogenation of aliphatic ketones catalyzed by the chiral metallomicellar catalyst gave good to excellent conversions and remarkable stereoselectivities (up to 95% ee). Synergistic effects between the metal-catalyzed center and the hydrophobic microenvironment of the core in the metallomicelle led to high enantioselectivities.

Catalytic hydrosilylation of carbonyl compounds with zinc(II) acetate: Asymmetric induction collaborated with N2S2 ligands

Zinc acetate proved to be an efficient catalyst for hydrosilylation of ketones and aldehydes in the combination with (EtO)2MeSiH, and a good to excellent asymmetric induction was observed in the presence of chiral N 2S2 ligands. Georg Thieme Verlag Stuttgart.

Tellurium in organic synthesis: the enantioselective synthesis of the pheromone blend components of Mayetiola destructor, Drosophila mulleri and Contarinia pisi

The components of the pheromone blend of Mayetiola destructor, Drosophila mulleri, and Contarinia pisi were synthesized in high enantiomeric excess (99% ee) from a common enantiopure dianion prepared from an enantiopure hydroxytelluride.