19386-06-2

Basic information

• Product Name: ETHYL 3-(1-ADAMANTYL)-3-OXOPROPIONATE
• Synonyms: AKOS BC-0505;LABOTEST-BB LT00007842;ETHYL 3-(1-ADAMANTYL)-3-OXOPROPIONATE;CHEMBRDG-BB 4013917;ethyl beta-tricyclo(3.3.1.13,7)decyl-beta-oxopropionate;ETHYL 3-(1-ADAMANTYL)-3-OXOPROPIONATE, 9 8%;ethyl 3-(1-adamantyl)-3-oxopropanoate;3-(Adamantan-1-yl)-3-oxopropionic acid ethyl ester
• CAS NO: 19386-06-2
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33
• EINECS: 243-011-8
• Product Categories: Adamantane derivatives;C12 to C63;Carbonyl Compounds;Esters
• Mol File: 19386-06-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 108-110℃
• Boiling Point: 108-110 °C0.06 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.037 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.74E-05mmHg at 25°C
• Refractive Index: n20/D 1.499(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 10.63±0.20(Predicted)
• CAS DataBase Reference: ETHYL 3-(1-ADAMANTYL)-3-OXOPROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(1-ADAMANTYL)-3-OXOPROPIONATE(19386-06-2)
• EPA Substance Registry System: ETHYL 3-(1-ADAMANTYL)-3-OXOPROPIONATE(19386-06-2)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 19386-06-2(Hazardous Substances Data)

Usage

Uses

Ethyl 3-(1-adamantyl)-3-oxopropionate may be used in chemical synthesis studies.

InChI:InChI=1/C15H22O3/c1-2-18-14(17)6-13(16)15-7-10-3-11(8-15)5-12(4-10)9-15/h10-12H,2-9H2,1H3

Upstream product

• 1660-04-4 1-acetyladamantane 
• 105-58-8 Diethyl carbonate 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 105-53-3 diethyl malonate 

Downstream Products

• 23939-19-7 6-(adamant-1-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 1259987-14-8 3-(1-adamantyl)-1-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-5-one 
• 1242560-02-6 ethyl 3-(1-adamantyl)-2-(2,3,4,5-tetrafluorobenzoyl)-3-oxopropanoate 
• 1242560-00-4 ethyl 3-(1-adamantyl)-2-(4-fluorobenzoyl)-3-oxopropanoate 
• 1242560-03-7 ethyl 3-(1-adamantyl)-2-(2-chloro-4-fluorobenzoyl)-3-oxopropanoate 
• 1149054-18-1 ethyl 2-(1-adamantylcarbonyl)-4-oxo-4-phenylbutanoate 
• 259827-45-7 2-[3-(1-adamantyl)-3-oxopropanamido]-4-nitroanisole 
• 916793-01-6 3-adamantan-1-yl-2-(3-methoxy-benzyl)-3-oxo-propionic acid ethyl ester 
• 1660-04-4 1-acetyladamantane 

Relevant articles and documents

Interrupted Baeyer–Villiger Rearrangement: Building A Stereoelectronic Trap for the Criegee Intermediate

The instability of hydroxy peroxyesters, the elusive Criegee intermediates of the Baeyer–Villiger rearrangement, can be alleviated by selective deactivation of the stereoelectronic effects that promote the 1,2-alkyl shift. Stable cyclic Criegee intermediates constrained within a five-membered ring can be prepared by mild reduction of the respective hydroperoxy peroxyesters (β-hydroperoxy-β-peroxylactones) which were formed in high yields in reaction of β-ketoesters with BF3?Et2O/H2O2.