60263-06-1

Basic information

• Product Name: Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate
• Synonyms: Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate;Jacaranone ethyl ester;NSC 289072;NSC 658398;Ethyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate
• CAS NO: 60263-06-1
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.19988
• Mol File: 60263-06-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 338.6°Cat760mmHg
• Flash Point: 133.5°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 6.58E-06mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate(60263-06-1)
• EPA Substance Registry System: Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate(60263-06-1)

Safety Data

• Hazardous Substances Data: 60263-06-1(Hazardous Substances Data)

Usage

General Description

Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate, also known as ethyl 4-oxocyclohex-2-enecarboxylate, is a chemical compound with a molecular formula of C10H12O4. It is an ester that is commonly used in the synthesis of various organic compounds and pharmaceuticals. The compound is a colorless liquid with a fruity odor and is slightly soluble in water. It is primarily used as a flavoring agent in the food industry and as a fragrance ingredient in the cosmetic and personal care products industry. Ethyl (1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate is also used as an intermediate in the production of other chemicals and as a solvent in various industrial processes.

InChI:InChI=1/C10H12O4/c1-2-14-9(12)7-10(13)5-3-8(11)4-6-10/h3-6,13H,2,7H2,1H3

Upstream product

• 106-51-4 p-benzoquinone 
• 141-78-6 ethyl acetate 
• 105-36-2 ethyl bromoacetate 
• 623-48-3 ethyl iodoacetae 

Downstream Products

• 100118-30-7 (1-acetoxy-4-oxo-cyclohexa-2,5-dienyl)-acetic acid ethyl ester 
• 99978-73-1 (1,4-dihydroxy-cyclohexyl)-acetic acid ethyl ester 
• 100249-33-0 tetrahydrojacaranone 
• 2688-49-5 6-hydroxy-2-oxo-3H-benzofuran-2-one 

Relevant articles and documents

Cyclohexadienones-insect growth inhibitors from the foliar surface and tissue extracts of Senecio cannabifolius

Dewaxed leaf surface extracts of 12 plants from Hokkaido, prepared by dipping fresh leaves in chloroform for 3 min, were used in a choice leaf-disk bioassay against larvae of the tobacco cutworm Spodoptera litura. Activity was found only in the extract of

Regioselective reaction of quinones with Reformatsky reagent: (BrZnCH 2CO2Et·THF)2

Reformatsky reactions of p-quinones with crystalline reagent (BrZnCH 2CO2Et·THF)2 were investigated and took place successfully, providing β-hydroxy esters in high yield. Notably, in the case of 2,6-disubstituted-p-quinone

Convenient Synthesis of Quinol Esters by Indium-mediated Reformatsky reaction of Quinones

Indium-mediated Reformatsky reaction of para-quinones gives good yields of para-quinols under mild conditions.Naturally occuring quinol esters such as jacaranone are conveniently prepared in a one-pot synthesis.