53075-46-0

Basic information

• Product Name: (bicyclo[2.2.1]hept-2-yl)methyl acetate
• Synonyms: (bicyclo[2.2.1]hept-2-yl)methyl acetate;Bicyclo[2.2.1]heptane-2-methanol acetate;Ai3-28487;Bicyclo(2.2.1)heptane-2-methanol, 2-acetate;Einecs 258-344-4;bicyclo[2.2.1]heptan-2-ylmethyl acetate
• CAS NO: 53075-46-0
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• EINECS: 258-344-4
• Mol File: 53075-46-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 218°Cat760mmHg
• Flash Point: 78°C
• Appearance: /
• Density: 1.033g/cm³
• Vapor Pressure: 0.129mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: (bicyclo[2.2.1]hept-2-yl)methyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (bicyclo[2.2.1]hept-2-yl)methyl acetate(53075-46-0)
• EPA Substance Registry System: (bicyclo[2.2.1]hept-2-yl)methyl acetate(53075-46-0)

Safety Data

• Hazardous Substances Data: 53075-46-0(Hazardous Substances Data)

Usage

Description

(bicyclo[2.2.1]hept-2-yl)methyl acetate is a chemical compound with the molecular formula C9H14O2. It is an ester, which is a derivative of acetic acid. (bicyclo[2.2.1]hept-2-yl)methyl acetate is characterized by its unique bicyclic ring system with a methyl group and an acetate group attached. The bicyclic ring consists of three carbon atoms and features a bridgehead carbon, which contributes to its distinct structure.

Uses

Used in Flavoring and Fragrance Industry:
(bicyclo[2.2.1]hept-2-yl)methyl acetate is used as a flavoring agent in the food industry, where it imparts a fruity, floral odor to various products. Its pleasant aroma enhances the sensory experience of the food items it is added to.
Used in Fragrances and Perfumes:
In addition to its application in the food industry, (bicyclo[2.2.1]hept-2-yl)methyl acetate is also utilized in the creation of fragrances and perfumes. Its fruity and floral scent adds a desirable note to these products, making them more appealing to consumers.
Used in Organic Synthesis:
(bicyclo[2.2.1]hept-2-yl)methyl acetate is employed in the synthesis of other organic compounds for various industrial applications. Its unique structure makes it a valuable building block for the development of new chemicals with potential uses in different sectors, such as pharmaceuticals, materials science, and more.

InChI:InChI=1/C10H16O2/c1-7(11)12-6-10-5-8-2-3-9(10)4-8/h8-10H,2-6H2,1H3

Upstream product

• 408325-53-1 acetic acid-[2]norbornylidenemethyl ester 
• 104418-69-1 exo-norbornyl aldehyde 
• 108-24-7 acetic anhydride 
• 5240-72-2 exo-hydroxymethylnorbornane 
• 15507-06-9 5-norbornene-2-methanol 
• 542-92-7 cyclopenta-1,3-diene 
• 127-19-5 N,N-dimethyl acetamide 
• 497-36-9 Norborneol 
• 6518-44-1 (+/-)-2endo-chloromethyl-norbornane 
• 127-08-2 potassium acetate 
• 64-19-7 acetic acid 
• 10471-24-6 bicyclo<2.2.1>hept-2-en-5-ylacetoxymethane 
• 95-09-0 5-chloromethylbicyclo[2,2,1]hep-2-ene 

Downstream Products

• 5240-72-2 exo-hydroxymethylnorbornane 
• 858018-16-3 2-iodomethyl-norbornane 

Relevant articles and documents

Esterification of Tertiary Amides by Alcohols Through C?N Bond Cleavage over CeO2

CeO2 has been found to promote ester forming alcoholysis reactions of tertiary amides. The present catalytic system is operationally simple, recyclable, and it does not require additives. The esterification process displays a wide substrate scope (>45 examples; up to 93 % isolated yield). Results of a density functional theory (DFT) study combined with in situ FT-IR observations indicate that the process proceeds through rate limiting addition of a CeO2 lattice oxygen to the carbonyl group of the adsorbed acetamide species with energy barrier of 17.0 kcal/mol. This value matches well with experimental value (17.9 kcal/mol) obtained from analysis of the Arrhenius plot. Further studies by in situ FT-IR and temperature programmed desorption using probe molecules demonstrate that both acidic and basic properties are important, and consequently, CeO2 showed the best performance for the C?N bond cleavage reaction.

Synthesis, structure, and transformations of 7-hydroxymethyltetracyclo[6.2.16,9.05,10]dodec-2-ene

7-Hydroxymethyltetracyclo[6.2.1.16,9.0 5.10]dodec-2-ene was synthesized, and its structure was studied by the molecular mechanics method. The energies of conformers and rotational barriers of the substituent were estimated from the analysis of curves of the dependence of the total steric energy on the C6C7C13O torsion angle. exo-Stereoselectivity of epoxidation of 2-methylenetetracyclo[6.2.1.16,9.05.10]dodecane obtained by three-stage synthesis from the starting alcohol was shown by 1H NMR and quantum-chemical studies by the PM3 method of the potential energy surface by using the reaction of epoxidation of 2-methylenebicyclo[2.2.1]heptane by peroxyformic acid as an example. The difference between the calculated values of activation barriers of the most favorable reaction routes (4.22 kJ/mol) corresponds to an epoxide ratio of 84 : 16 in favor of the exo-isomer and agrees with the experimentally established ratio of the stereoisomers. Analysis of a change in bond and torsion angles during formation of the transition states shows that structural deformations are primarily responsible for stereoselectivity of the process.