4567-98-0

Basic information

• Product Name: DIMETHYL UNDECANEDIOATE
• Synonyms: Dimethyl ester of undecanedioic acid;Dimethylundecandioate;Undecanedioic acid, dimethyl ester;DIMETHYL 1 9-NONANEDICARBOXYLATE;DIMETHYL UNDECANEDIOATE;Nonanedicarboxylic acid dimethyl ester;DIMETHYL UNDECANEDIOATE 90-95%;dimethyl undecanoate
• CAS NO: 4567-98-0
• Molecular Formula: C₁₃H₂₄O₄
• Molecular Weight: 244.33
• EINECS: 224-943-4
• Product Categories: Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
• Mol File: 4567-98-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 17-19 °C
• Boiling Point: 123-124 °C2 mm Hg(lit.)
• Flash Point: 109°C
• Appearance: /
• Density: 0.983 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.00244mmHg at 25°C
• Refractive Index: n20/D 1.440
• BRN: 1789014
• CAS DataBase Reference: DIMETHYL UNDECANEDIOATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL UNDECANEDIOATE(4567-98-0)
• EPA Substance Registry System: DIMETHYL UNDECANEDIOATE(4567-98-0)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 4567-98-0(Hazardous Substances Data)

Usage

General Description

Dimethyl undecanedioate, also known as diisopropyl adipate, is a synthetic ester formed from the condensation of adipic acid and methanol. It is commonly used as a fragrance ingredient in various personal care and cosmetic products due to its ability to impart a pleasant scent. It is also utilized as a plasticizer in some polymer applications and as a solvent in the formulation of paints and coatings. Dimethyl undecanedioate is considered to be safe for use in cosmetics and personal care products when used in accordance with regulations and guidelines. However, prolonged or excessive exposure to this chemical may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C13H24O4/c1-16-12(14)10-8-6-4-3-5-7-9-11-13(15)17-2/h3-11H2,1-2H3

Upstream product

• 1852-04-6 undecanedioic acid 
• 67-56-1 methanol 
• 141882-58-8 2-nitrocycloundecanone 
• 14811-73-5 10-oxo-decanoic acid methyl ester 
• 56700-77-7 (E,Z)-1,3-nonadiene 
• 201230-82-2 carbon monoxide 
• 112-39-0 hexadecanoic acid methyl ester 
• 108-55-4 glutaric anhydride, 
• 16323-26-5 1-Oxacyclododecan-2,11-dion 
• 186581-53-3 diazomethane 
• 123-99-9 azelaic acid 

Downstream Products

• 1852-04-6 undecanedioic acid 

Relevant articles and documents

Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters

The dicarbonylation of 1,3-butadiene to adipic acid derivatives offers the potential for a more cost-efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium-catalysed process in the presence of 1,2-bis-di-tert-butylphosphin-oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3-butadiene, carbon monoxide, and methanol with 97 % selectivity and 100 % atom-economy under scalable conditions. Under optimal conditions a variety of di- and triesters from 1,2- and 1,3-dienes can be obtained in good to excellent yields.

Lipoteichoic acid anchor triggers Mincle to drive protective immunity against invasive group A Streptococcus infection

Group A Streptococcus (GAS) is a Gram-positive bacterial pathogen that causes a range of diseases, including fatal invasive infections. However, the mechanisms by which the innate immune system recognizes GAS are not well understood. We herein report that the C-type lectin receptor macrophage inducible C-type lectin (Mincle) recognizes GAS and initiates antibacterial immunity. Gene expression analysis of myeloid cells upon GAS stimulation revealed the contribution of the caspase recruitment domain-containing protein 9 (CARD9) pathway to the antibacterial responses. Among receptors signaling through CARD9, Mincle induced the production of inflammatory cytokines, inducible nitric oxide synthase, and reactive oxygen species upon recognition of the anchor of lipoteichoic acid, monoglucosyldiacylglycerol (MGDG), produced by GAS. Upon GAS infection, Mincle-deficient mice exhibited impaired production of proinflammatory cytokines, severe bacteremia, and rapid lethality. GAS also possesses another Mincle ligand, diglucosyldiacylglycerol; however, this glycolipid interfered with MGDG-induced activation. These results indicate that Mincle plays a central role in protective immunity against acute GAS infection.

Metal/bromide autoxidation of triglycerides for the preparation of FAMES to improve the cold-flow characteristics of biodiesel

Triglyceride autoxidation using a homogeneous Co/Mn/Zr/bromide catalyst in acetic acid (93%) of low grade tallow, canola oil or soy bean oil in a batch reactor at 150 °C for 2 h, produced lower molecular weight products relative to the fatty acids of the starting triglycerides. For the autoxidation of tallow the main products after esterification were monoesters Me(CH 2)mC(O)OMe (m = 5-12) and diesters MeOC(O)(CH 2)nC(O)OMe, (n = 7-12). Oxidation of the saturated fatty acids in triglycerides was confirmed and modelled using methyl palmitate. Post-treatment esterification of tallow autoxidation products to produce biodiesel (BD) esters resulted in improved cold temperature properties by a mean of 13.0 °C, i.e. a mean cloud point (CP) 1.0 °C (cf. unmodified tallow biodiesel: CP 14 °C).