4868-21-7

Basic information

• Product Name: (Z)-undec-8-ene-2,5-dione
• Synonyms: (Z)-undec-8-ene-2,5-dione;Einecs 225-476-9
• CAS NO: 4868-21-7
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.25942
• EINECS: 225-476-9
• Mol File: 4868-21-7.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 289.8°Cat760mmHg
• Flash Point: 108°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 0.00215mmHg at 25°C
• Refractive Index: 1.449
• CAS DataBase Reference: (Z)-undec-8-ene-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-undec-8-ene-2,5-dione(4868-21-7)
• EPA Substance Registry System: (Z)-undec-8-ene-2,5-dione(4868-21-7)

Safety Data

• Hazardous Substances Data: 4868-21-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 1487, 1977 DOI: 10.1021/ja00447a035The Journal of Organic Chemistry, 31, p. 977, 1966 DOI: 10.1021/jo01341a520

InChI:InChI=1/C11H18O2/c1-3-4-5-6-7-11(13)9-8-10(2)12/h4-5H,3,6-9H2,1-2H3/b5-4-

Upstream product

• 61856-13-1 2-nitro-undec-8c-en-5-one 
• 66408-83-1 2-hydroxy-undec-8c-en-5-one 
• 55834-24-7 Z-1-(2-methyl-1,3-dioxolan-2-yl)non-6-en-3-one 
• 79503-95-0 methanesulfonic acid hex-3(Z)-enyl ester 
• 76710-96-8 dimethyl (Z)-2-(hex-3-en-1-yl)malonate 
• 70945-18-5 2-acetyl-oct-5c-enoic acid methyl ester 
• 70905-81-6 2-benzothiazol-2-ylsulfanyl-2-(3-oxo-butyl)-oct-5c-enoic acid methyl ester 
• 70905-80-5 2-benzothiazol-2-ylsulfanyl-oct-5c-enoic acid methyl ester 
• 72957-74-5 undec-8c-en-1-yn-5-ol 
• 72957-71-2 undeca-1,8c-dien-5-ol 
• 5390-04-5 pent-1-yn-5-ol 
• 2100-17-6 4-pentenal 
• 18498-59-4 4-pentyn-1-al 
• 821-09-0 n-Pent-4-enyl alcohol 

Downstream Products

• 488-10-8 cis-jasmone 
• 6261-18-3 trans-jasmone 

Relevant articles and documents

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Synthesis of 1,4-diketones by reaction of bicyclic lactams derived from 4-oxoalkanoic acids with organolithium compounds

Bicyclic lactams obtained from ethyl 4-oxoalkanoates and 2-aminoethanol add saturated and unsaturated aliphatic lithium compounds forming the corresponding 1,4-diketones in 41-61% yield after acidic hydrolysis.

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.

Hydroacylation of Alkyl Vinyl Ketones and Acrylic Esters Using Organotetracarbonylferrates. Synthesis of 1,4-Dicarbonyl Compounds

Alkyl vinyl ketones and acrylic esters were hydroacylated with organotetracarbonylferrates to the corresponding 1,4-diketones and 4-oxo carboxylic acid derivatives in good yield in dipolar aprotic solvents such as N,N-dimethylacetamide.Addition of 18-crown-6 improved the yield. cis-Jasmone and γ-jasmolactone were synthesized by use of these reactions.