7018-92-0

Basic information

• Product Name: undecane-2,5-dione
• Synonyms: undecane-2,5-dione;2-5-Undecanedione;Einecs 230-297-4
• CAS NO: 7018-92-0
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.2753
• EINECS: 230-297-4
• Mol File: 7018-92-0.mol
• Article Data: 82

Chemical Properties

• Melting Point: 33 °C
• Boiling Point: 281.6°Cat760mmHg
• Flash Point: 104.7°C
• Appearance: /
• Density: 0.901g/cm³
• Vapor Pressure: 0.00353mmHg at 25°C
• Refractive Index: 1.432
• CAS DataBase Reference: undecane-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: undecane-2,5-dione(7018-92-0)
• EPA Substance Registry System: undecane-2,5-dione(7018-92-0)

Safety Data

• Hazardous Substances Data: 7018-92-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 56, p. 5003, 1991 DOI: 10.1021/jo00017a001Journal of the American Chemical Society, 94, p. 8641, 1972 DOI: 10.1021/ja00779a091

InChI:InChI=1/C11H20O2/c1-3-4-5-6-7-11(13)9-8-10(2)12/h3-9H2,1-2H3

Upstream product

• 5312-82-3 2-hexyl-5-methylfuran 
• 101099-32-5 2-acetonyl-3-oxo-nonanoic acid ethyl ester 
• 49580-96-3 2-hydroxyundecan-5-one 
• 960-23-6 2.2;5.5-Bis-aethylendioxy-undecan 
• 26818-08-6 1-bromooctan-2-one 
• 14583-98-3 1-tributylstannanyl-propan-2-one 
• 105653-97-2 3-Undecyne-2,5-diol 
• 38945-65-2 undec-1-en-5-one 
• 43160-78-7 4-oxodecanal 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 83320-96-1 2-acetoxy-5-undecanone 
• 74420-28-3 6-(Phenylsulfonyl)undecane-2,5-dione 
• 72993-29-4 undecene-4 one-2 
• 113810-82-5 (E)-Undec-7-ene-2,5-dione 

Downstream Products

• 1128-08-1 dihydro-cis-jasmone 
• 111-13-7 hexyl-methyl-ketone 
• 4128-31-8 rac-octan-2-ol 

Relevant articles and documents

The enantiomeric discrimination of 5-hexyl-2-methyl3,4-dihydro-2h-pyrrole by sulfobutyl ether-β-cyclodextrin: A case study

1-Pyrrolines are important intermediates of active natural products, such as the 2,5dialkyl-1-pyrroline derivatives found in fire ant venoms. Here, 5-hexyl-2-methyl-3,4-dihydro-2Hpyrrole was synthesized by the enzymatic transamination/cyclization of 2,5-undecadione, and enantiodifferenciation was successfully achieved by capillary electrophoresis with sulfobutyl ether-βcyclodextrin as the chiral selector. The rationale of the enantiomeric discrimination was based on the results of a docking simulation that revealed the higher affinity of (S)-5-hexyl-2-methyl-3,4-dihydro2H-pyrrole for the sulfobutyl ether-β-cyclodextrin.

Polymer-supported Thiazolium Salt Catalysts: A Model System for the Thiamine Dependent Enzymes

A polymer-supported thiazolium salt has been prepared which catalyses the addition of aldehydes to activated olefins in the absence of added base.

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.