1731-86-8

Basic information

• Product Name: METHYL UNDECANOATE
• Synonyms: METHYL UNDECANOATE;HENEDECANOIC ACID METHYL ESTER;HENDECANOIC ACID METHYL ESTER;C11:0 METHYL ESTER;RARECHEM AL BF 0156;N-UNDECANOIC ACID METHYL ESTER;UNDECANOIC ACID METHYL ESTER;UNDECYLIC ACID METHYL ESTER
• CAS NO: 1731-86-8
• Molecular Formula: C₁₂H₂₄O₂
• Molecular Weight: 200.32
• EINECS: 217-053-2
• Product Categories: Aromatic Esters
• Mol File: 1731-86-8.mol
• Article Data: 68

Chemical Properties

• Melting Point: -10°C
• Boiling Point: 247-249 °C
• Flash Point: 109°C
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.872 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0275mmHg at 25°C
• Refractive Index: n20/D 1.429(lit.)
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: Soluble in ethanol, and ether. Insoluble in water.
• BRN: 1762129
• CAS DataBase Reference: METHYL UNDECANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL UNDECANOATE(1731-86-8)
• EPA Substance Registry System: METHYL UNDECANOATE(1731-86-8)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 23-24/25-39-26
• WGK Germany: 3
• RTECS: YQ2573000
• TSCA: Yes
• Hazardous Substances Data: 1731-86-8(Hazardous Substances Data)

Usage

Description

METHYL UNDECANOATE, also known as a fatty acid methyl ester of undecanoic acid, is an organic compound that belongs to the class of esters. It is characterized by its ester functional group, which is formed by the reaction between a carboxylic acid and an alcohol. METHYL UNDECANOATE possesses unique properties that make it suitable for various applications across different industries.

Uses

Used in Polymer Industry:
METHYL UNDECANOATE is used as a plasticizer in polymers for improving their flexibility, workability, and processability. Its ester structure allows it to interact with polymer chains, reducing intermolecular forces and enhancing the overall plasticity of the material.
Used in Aroma and Flavor Chemicals Industry:
METHYL UNDECANOATE is used as a fragrance agent in the aroma and flavor chemicals industry due to its pleasant odor and ability to impart specific scents to various products. Its compatibility with a wide range of substances makes it a versatile ingredient in the formulation of perfumes, cosmetics, and other fragranced products.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 3158, 1988 DOI: 10.1021/jo00249a007

InChI:InChI=1/C12H24O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3-11H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 2050-77-3 Iododecane 
• 201230-82-2 carbon monoxide 
• 3903-40-0 12-methoxy-12-oxododecanoic acid 
• 112-42-5 undecyl alcohol 
• 50-00-0 formaldehyd 
• 872-05-9 1-Decene 
• 112-37-8 undecylenic acid 
• 124-38-9 carbon dioxide 
• 71655-36-2 methyl 12-hydroxydodecanoate 
• 6287-90-7 11-bromo-undecanoic acid methyl ester 
• 107399-10-0 undecanoyltrimethylsilane 
• 1129-89-1 cis-cyclododecene 
• 186581-53-3 diazomethane 

Downstream Products

• 693-54-9 Decan-2-one 
• 54123-72-7 2-methoxy-1-decene 
• 112-30-1 1-Decanol 
• 41233-29-8 methanesulfonic acid decyl ester 
• 10522-26-6 2-methyl-1-undecanol 
• 1731-88-0 methyl tridecanoate 
• 37936-70-2 methyl (E)-tridec-2-enoate 
• 4282-44-4 1-iodo-n-undecane 
• 629-97-0 n-docosane 
• 1120-21-4 n-Undecane 
• 74986-39-3 trans-2-methoxy-6-(1-tosyloxyundec-1-yl)-5,6-dihydro-2H-pyran 
• 112-42-5 undecyl alcohol 
• 26902-72-7 1,1,1-Trifluorododecan-2-one 

Relevant articles and documents

Intermolecular Radical Addition of 1-Alkoxyalkyl Radicals to Vinyl Derivatives

1-Alkoxyalkyl radicals 1R2(OR3)C>, which were generated from 1-alkoxy-1-(phenylseleno)alkanes 1R2C(OR3)SePh> and n-Bu3SnH in the precence of AIBN, participate effectively in intermolecular addition to vinyl compounds bearing electron-withdrawing or radical stabilizing substituents to give the corresponding ethers in moderate to good yields.

Sterically hindered (pyridyl)benzamidine palladium(II) complexes: Syntheses, structural studies, and applications as catalysts in the methoxycarbonylation of olefins

Reactions of ligands (E)-N′-(2,6-diisopropylphenyl)-N-(4-methylpyridin-2-yl)benzimidamide (L1), (E)-N′-(2,6-diisopropylphenyl)-N-(6-methylpyridin-2-yl)benzimidamide (L2), (E)-N′-(2,6-dimethylphenyl)-N-(6-methylpyridin-2-yl)benzimidamide (L3), (E)-N′-(2,6-dimethylphenyl)-N-(4-methylpyridin-2-yl)benzimidamide (L4), and (E)-N-(6-methylpyridin-2-yl)-N′-phenylbenzimidamide (L5) with [Pd(NCMe)2Cl2] furnished the corresponding palladium(II) precatalysts (Pd1–Pd5), in good yields. Molecular structures of Pd2 and Pd3 revealed that the ligands coordinate in a N^N bidentate mode to afford square planar compounds. Activation of the palladium(II) complexes with para-tolyl sulfonic acid (PTSA) afforded active catalysts in the methoxycarbonylation of a number of alkene. The resultant catalytic activities were controlled by the both the complex structure and alkene substrate. While aliphatic substrates favored the formation of linear esters (>70%), styrene substrate resulted in the formation of predominantly branched esters of up to 91%.

Palladium(II) complexes of (pyridyl)imine ligands as catalysts for the methoxycarbonylation of olefins

Reactions of 2-methoxy-N-((pyridin-2-yl)methylene)ethanamine (L1), 2-((pyridin-2-yl)methyleneamino)ethanol (L2) and 3-methoxy-N-((pyridin-2-yl)methylene)propan-1-amine (L3) ligands with either [PdCl2(COD)] or [PdCl(Me)(COD)] produced the corresponding monometallic complexes [PdCl2(L1)] (1), [PdClMe(L1)] (2), [PdCl2(L2)] (3) and [PdCl2(L3)] (4). The solid state structure of complex 1 confirmed the bidentate coordination mode of L1, giving a distorted square planar geometry. All the complexes (1–4) formed active catalysts for the methoxycarbonylation of higher olefins to give linear and branched esters. The catalytic behavior of complexes 1–4 were influenced by both the complex structure and olefin chain length.