10335-68-9

Basic information

• Product Name: N-hydroxydodecanaMide
• Synonyms: N-hydroxydodecanaMide
• CAS NO: 10335-68-9
• Molecular Formula: C₁₂H₂₅NO₂
• Molecular Weight: 215.3324
• Mol File: 10335-68-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.935g/cm³
• CAS DataBase Reference: N-hydroxydodecanaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxydodecanaMide(10335-68-9)
• EPA Substance Registry System: N-hydroxydodecanaMide(10335-68-9)

Safety Data

• Hazardous Substances Data: 10335-68-9(Hazardous Substances Data)

Usage

General Description

N-hydroxydodecanamide is a chemical compound that belongs to the class of amides, which are organic compounds derived from carboxylic acids. It is also an N-hydroxy compound, meaning it contains a hydroxyl group directly bonded to the nitrogen atom. N-hydroxydodecanaMide is commonly used as an intermediate in the production of surfactants, lubricants, and other industrial chemicals. N-hydroxydodecanamide has potential applications in various fields, including pharmaceuticals, cosmetics, and polymer synthesis. It is known for its ability to enhance the lubricity and anti-static properties of materials, making it a valuable additive in many industrial processes. Additionally, its hydroxyl group can also make it useful in organic synthesis as a reactive intermediate. Overall, N-hydroxydodecanamide plays a vital role in the development of a wide range of commercial products and technologies.

Upstream product

• 111-82-0 methyl n-dodecanoate 
• 112-16-3 n-dodecanoyl chloride 
• 106-33-2 ethyl laurate 
• 143-07-7 lauric acid 

Downstream Products

• 51-28-5 2,4-Dinitrophenol 
• 7307-55-3 1-undecylamine 
• 2411-58-7 n-undecyl isocyanate 
• 92404-03-0 1,3-diundecylurea 
• 1596118-31-8 C₂₁H₃₄N₂O₃ 

Relevant articles and documents

Studies of Collectors. IX. The Flotation of a Trace Amount of Uranium by Using 2-(Alkylamino)propionohydroxamic Acid and Cotelomer-Type Surfactants Bearing Hydroxyaminocarbonyl and Pyridyl Groups

Chelating surfactants bearing hydroxyaminocarbonyl and amino groups (RnAHx) and cotelomer-type surfactants bearing hydroxyaminocarbonyl and pyridyl groups (Ls-VP-Q-Hx) were prepared and applied as flotation collectors for a trace amount of uranium.The uranium in an aqueous of pH 4-8 and in seawater was floated more effectively by ion flotation using RnAHx or by foam fractionation using Ls-VP-Q-Hx, compared with alkylhydroxamic acid (RnHx) and telomers bearing hydroxyaminocarbonyl groups (Lo-Hx).The effective floation was concluded to be due to the chelate effects between the two groups on the complex formation and to the HLB of the resulting complex.Furthermore, the uranium recoveries were examined by using a hydroxamic acid polymer (62Hx), a N-methylhydroxamic acid telomer (Ls5.6MHx), and its cotelomer (Ls3.2VP4.5MHx).

Racemization free longer N-terminal peptide hydroxamate synthesis on solid support using ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate

A facile, efficient, racemization-free, and environment friendly protocol for the synthesis of peptide hydroxamic acids directly from carboxylic/amino acids by ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate in the presence of DIPEA/DMAP at room temperature is described. The compatibility of this method with Fmoc based solid phase peptide synthesis (SPPS) is also demonstrated by synthesizing three relatively large N-terminal peptide hydroxamic acids on resin. Also, some biologically important hydroxamates are synthesized using this protocol.

Thioether-Directed NiH-Catalyzed Remote γ-C(sp3)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones

A NiH-catalyzed thioether-directed cyclometalation strategy is developed to enable remote methylene C-H bond amidation of unactivated alkenes. Due to the preference for five-membered nickelacycle formation, the chain-walking isomerization initiated by the NiH insertion to an alkene can be terminated at the γ-methylene site remote from the alkene moiety. By employing 2,9-dibutyl-1,10-phenanthroline as the ligand and dioxazolones as the reagent, the amidation occurs at the γ-C(sp3)-H bonds to afford the amide products in up to 90% yield (>40 examples) with remarkable regioselectivity (up to 24:1 rr).

Lossen rearrangements under heck reaction conditions

The classical Lossen rearrangement converts activated hydroxamic acids to isocyanates that form numerous products upon their reaction with nucleophiles. We report a simple and highly efficient method of using Heck reaction conditions to initiate Lossen rearrangements of hydroxamic acids. In addition, Lossen rearrangements occur in the presence of palladium(II) acetate or triethylamine, components of the Heck reaction, alone. A potential mechanism is provided to explain this reactivity and these results show that Heck reactions and Lossen rearrangements occur under the same conditions and may provide new methods for facile initiation of Lossen rearrangements.