92372-05-9

Basic information

• Product Name: 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetoacetate
• Synonyms: 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetoacetate;3-Oxobutanoic acid 1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl ester
• CAS NO: 92372-05-9
• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32268
• EINECS: 296-231-1
• Mol File: 92372-05-9.mol

Chemical Properties

• Boiling Point: 295.4°Cat760mmHg
• Flash Point: 123.9°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 0.00153mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetoacetate(92372-05-9)
• EPA Substance Registry System: 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetoacetate(92372-05-9)

Safety Data

• Hazardous Substances Data: 92372-05-9(Hazardous Substances Data)

Usage

Bicyclic structure

Contains a seven-membered ring and a cycloheptane ring

Methyl groups

Three methyl groups are attached to the cycloheptane ring

Functional group

Acetoacetate functional group

Potential applications

May be used as a substrate for various organic reactions

Industrial use

Commonly used as a building block in the synthesis of complex organic molecules

Industries

Pharmaceutical and agrochemical industries

Unique structure

Valuable intermediate in the production of a wide range of organic compounds

InChI:InChI=1/C14H22O3/c1-9(15)7-12(16)17-11-8-10-5-6-14(11,4)13(10,2)3/h10-11H,5-8H2,1-4H3

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 507-70-0 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol 
• 141-97-9 ethyl acetoacetate 
• 125-12-2 isobornyl acetate 

Relevant articles and documents

Transesterification of copper(II) β-ketoesterates and acylpyruvates with borneol

Transesterification of copper(II) acetoacetates, copper(II) trifluoroacetoacetate, and copper(II) acylpyruvates with borneol gives the copper(II) chelates of the corresponding bornyl esters in 92-95percent yields.Bornyl acetyl- and perfluoroacylpyruvates were synthesized for the first time by decomposing the respective chelates with hydrogen chloride.Bornyl acylpyruvates react with hydrazine hydrate to give 5-alkyl-3-bornyloxycarbonylpyrazoles.

Efficient transesterification of ethyl acetoacetate with higher alcohols without catalysts

The transesterification of ethyl acetoacetate (EtOAcac) without the use of catalysts is shown for primary, secondary and tertiary alcohols. The use of molecular sieves, which are used to shift the equilibrium, allows the synthesis of products in high yields and acceptable reaction times, which are on a par with those for transesterification processes using catalysts. The kinetics of the transesterification of EtOAcac with tert-amyl alcohol is studied.

Asymmetric Aerobic Epoxidation of Unfunctionalized Olefins Catalyzed by Optically Active α-Alkoxycarbonyl-β-ketoiminato Manganese(III) Complexes

Optically active N,N'-ethylenebis(α-alkoxycarbonyl-β-ketoimine) was found to be a new class of effective ligand of manganese(III) complex catalyst for the asymmetric aerobic epoxidation of simple olefins, such as 1,2-dihydronaphthalene derivatives, to afford the corresponding optically active epoxides with good to high enantioselectivities.

Synthesis and pharmacological activities of calcium modulatory hexahydroquinolinones

Hexahydroquinolinones of type 6 are accessible from Hantzsch-like cyclization of 1,3-cyclohexanedione with aromatic aldehydes and different β-aminocrotonates and acetoacetates/ammonia, respectively. Reaction with pyridiniumbromideperbromide leads to the octahydrofuro[3,4-b] quinoline-diones 6h and 6i. 6j was obtained by N-alkylation. Positive inotropic effects were observed on electrically stimulated left atria of guinea pigs whereas BaCl2-induced contractions of the ileum were inhibited in a dose dependent manner. On electrically stimulated guinea pig papillary muscle 6h exhibits contractility promoting effects which can be attributed to calcium agonism.