7092-24-2

Basic information

• Product Name: 1,4-dioxaspiro[4.5]dec-7-ene
• Synonyms: 1,4-Dioxaspiro(4.5)dec-7-ene; 1,4-Dioxaspiro[4.5]dec-7-ene
• CAS NO: 7092-24-2
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.1797
• Mol File: 7092-24-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 205.8°C at 760 mmHg
• Flash Point: 74.9°C
• Density: 1.08g/cm³
• Vapor Pressure: 0.351mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: 1,4-dioxaspiro[4.5]dec-7-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dioxaspiro[4.5]dec-7-ene(7092-24-2)
• EPA Substance Registry System: 1,4-dioxaspiro[4.5]dec-7-ene(7092-24-2)

Safety Data

• Hazardous Substances Data: 7092-24-2(Hazardous Substances Data)

Upstream product

• 930-68-7 cyclohexenone 
• 107-21-1 ethylene glycol 
• 54621-20-4 4-(1,4-dioxaspiro<4.5>dec-7-en-8-yl)morpholine 
• 280-64-8 9-bora-bicyclo[3.3.1]nonane 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 22428-87-1 4,4-ethylenedioxycyclohexan-1-ol 
• 1004-58-6 1,4-dioxa-spiro[4.5]dec-6-ene 
• 141120-33-4 8-methylsulfonyloxy-1,4-dioxaspiro[4.5]decane 
• 2886-59-1 1-methoxycyclohexa-1,4-diene 
• 7381-30-8 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane 
• 4096-34-8 cyclohex-3-enone 

Downstream Products

• 1021418-48-3 8-hydroxy-1,4-dioxa-spiro[4,5]dec-6-ene 
• 475051-27-5 7-hydroxy-1,4-dioxa-spiro[4,5]dec-6-ene 
• 141269-53-6 (+/-)-(5α,7α,8β)-3,4-dichloro-N-methyl-N-<3-methylene-2-oxo-8-(1-pyrrolidinyl)-1-oxaspiro<4,5>dec-7-yl>benzeneacetamide 
• 141269-53-6 (+/-)-(5β,7α,8β)-3,4-dichloro-N-methyl-N-<3-methylene-2-oxo-8-(1-pyrrolidinyl)-1-oxaspiro<4,5>dec-7-yl>benzeneacetamide 
• 475051-24-2 1-methyl-1,2,3,3a,4,7a-hexahydro-5H-inden-5-one 
• 4096-34-8 cyclohex-3-enone 

Relevant articles and documents

Auxiliary controlled singlet-oxygen ene reactions of cyclohexenes

The photooxygenation of homochiral cyclohexene ketals, which are easily available from 2-cyclohexenone and l-tartrates, affords hydroperoxides and after reduction the corresponding allylic alcohols in good yields and high regioselectivities. This can be rationalized by electronic repulsions in a perepoxide intermediate and provides evidence for unfavorable 1,3 diaxial interactions with a dioxolane oxygen atom. Only low stereoselectivities were observed, due to the flexibility of the cyclohexene ring. However, the diastereomers could be separated and after cleavage of the auxiliary, 4-hydroxy-2-cyclohexen-1-one was isolated in enantiomerically pure form, which can serve as a building block for natural product synthesis.

Stereoselectivity in the amination of chiral cyclohex-3-en-1-one ketals

Optically active cyclohex-3-en-1-one ketals by photolysis of N3CO2-Et or N3C(OEt)NMs or by CaO induced α-elimination of NsONHCO2Et give diastereomeric aziridines (up to 72% yields, up to 60% d.e.). A simple HPLC separation allows to obtain practically pure aziridines. The conversion of the main product to the ketal of (R)-N-(ethoxycarbonyl)-β-aminocyclohexanone is also reported and a further oxidation directly gives a derivative of (R)-2-aminoadipic acid.

Selective Reversible and Irreversible Ligands for the κ Opioid Receptor

(+/-)-(5β,7α,8β)-3,4-Dichloro-N-methyl-N-dec-7-yl>benzeneacetamide (14) and its (5α,7α,8β) diastereomer 15 have been synthesized from 1,4-cyclohexanedione monoethylene ketal (1) in 10 steps.Compound 14,